alkanes

Summary

Summary: The generic name for the group of aliphatic hydrocarbons Cn-H2n+2. They are denoted by the suffix -ane. (Grant & Hackh's Chemical Dictionary, 5th ed)

Top Publications

  1. doi Microbial biosynthesis of alkanes
    Andreas Schirmer
    LS9, Inc, 600 Gateway Boulevard, South San Francisco, CA 94080, USA
    Science 329:559-62. 2010
  2. doi Degradation of alkanes by bacteria
    Fernando Rojo
    Departamento de Biotecnologia Microbiana, Centro Nacional de Biotecnologia, CSIC, Campus de la Universidad Autonoma de Madrid, Cantoblanco, 28049 Madrid, Spain
    Environ Microbiol 11:2477-90. 2009
  3. doi Diversity of flavin-binding monooxygenase genes (almA) in marine bacteria capable of degradation long-chain alkanes
    Wanpeng Wang
    Key Laboratory of Marine Biogenetic Resources, The Third Institute of Oceanography, State of Oceanic Administration, Xiamen, China
    FEMS Microbiol Ecol 80:523-33. 2012
  4. pmc Anaerobic initial reaction of n-alkanes in a denitrifying bacterium: evidence for (1-methylpentyl)succinate as initial product and for involvement of an organic radical in n-hexane metabolism
    R Rabus
    Max Planck Institut für Marine Mikrobiologie, D 28359 Bremen, Germany
    J Bacteriol 183:1707-15. 2001
  5. pmc The quantitative significance of Syntrophaceae and syntrophic partnerships in methanogenic degradation of crude oil alkanes
    N D Gray
    School of Civil Engineering and Geosciences, Newcastle University, Newcastle upon Tyne, NE1 7RU, UK
    Environ Microbiol 13:2957-75. 2011
  6. pmc A process for microbial hydrocarbon synthesis: Overproduction of fatty acids in Escherichia coli and catalytic conversion to alkanes
    Rebecca M Lennen
    Department of Chemical and Biological Engineering, University of Wisconsin Madison, Madison Wisconsin, USA
    Biotechnol Bioeng 106:193-202. 2010
  7. pmc Detection of formate, rather than carbon monoxide, as the stoichiometric coproduct in conversion of fatty aldehydes to alkanes by a cyanobacterial aldehyde decarbonylase
    Douglas M Warui
    Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States
    J Am Chem Soc 133:3316-9. 2011
  8. ncbi Anaerobic biodegradation of saturated and aromatic hydrocarbons
    F Widdel
    Max Planck Institut für Marine Mikrobiologie, Celsiusstrasse 1, D 28359, Bremen, Germany
    Curr Opin Biotechnol 12:259-76. 2001
  9. ncbi Genes encoding the candidate enzyme for anaerobic activation of n-alkanes in the denitrifying bacterium, strain HxN1
    Olav Grundmann
    Max Planck Institut für Marine Mikrobiologie, Celsiusstrasse 1, D 28359 Bremen, Germany
    Environ Microbiol 10:376-85. 2008
  10. doi Anaerobic biodegradation of longer-chain n-alkanes coupled to methane production in oil sands tailings
    Tariq Siddique
    Department of Renewable Resources, University of Alberta, Edmonton, Alberta T6G 2E3, Canada
    Environ Sci Technol 45:5892-9. 2011

Research Grants

  1. Nonheme Diiron Centers and the Biological Oxidation of Hydrocarbons
    STEPHEN LIPPARD; Fiscal Year: 2009
  2. Nonheme Diiron Centers and the Biological Oxidation of Hydrocarbons
    STEPHEN LIPPARD; Fiscal Year: 2009
  3. Structural Elucidation, Synthesis and Study of the Chlorosulfolipids
    Christopher D Vanderwal; Fiscal Year: 2010
  4. Nonheme Diiron Centers and the Biological Oxidation of Hydrocarbons
    STEPHEN LIPPARD; Fiscal Year: 2007
  5. Does Anesthetic Solubility Determine Receptor Specificity?
    ROBERT JOSEPH BROSNAN; Fiscal Year: 2010
  6. A BREATH TEST FOR LUNG CANCER
    Michael Phillips; Fiscal Year: 2007
  7. Protons and Porphyrins
    Christopher A Reed; Fiscal Year: 2010
  8. Protons and Porphyrins
    Christopher A Reed; Fiscal Year: 2010
  9. Resolutions in Branched Alkanes using Lipase in Beads
    STEVEN NEAU; Fiscal Year: 2002
  10. C-H Bond Functionalization in Organic Synthesis
    MELANIE SANFORD; Fiscal Year: 2007

Detail Information

Publications239 found, 100 shown here

  1. doi Microbial biosynthesis of alkanes
    Andreas Schirmer
    LS9, Inc, 600 Gateway Boulevard, South San Francisco, CA 94080, USA
    Science 329:559-62. 2010
    b>Alkanes, the major constituents of gasoline, diesel, and jet fuel, are naturally produced by diverse species; however, the genetics and biochemistry behind this biology have remained elusive...
  2. doi Degradation of alkanes by bacteria
    Fernando Rojo
    Departamento de Biotecnologia Microbiana, Centro Nacional de Biotecnologia, CSIC, Campus de la Universidad Autonoma de Madrid, Cantoblanco, 28049 Madrid, Spain
    Environ Microbiol 11:2477-90. 2009
    ..Crude oil is a complex mixture of thousands of compounds. Among them, alkanes constitute the major fraction. Alkanes are saturated hydrocarbons of different sizes and structures...
  3. doi Diversity of flavin-binding monooxygenase genes (almA) in marine bacteria capable of degradation long-chain alkanes
    Wanpeng Wang
    Key Laboratory of Marine Biogenetic Resources, The Third Institute of Oceanography, State of Oceanic Administration, Xiamen, China
    FEMS Microbiol Ecol 80:523-33. 2012
    Many bacteria have been reported as degraders of long-chain (LC) n-alkanes, but the mechanism is poorly understood...
  4. pmc Anaerobic initial reaction of n-alkanes in a denitrifying bacterium: evidence for (1-methylpentyl)succinate as initial product and for involvement of an organic radical in n-hexane metabolism
    R Rabus
    Max Planck Institut für Marine Mikrobiologie, D 28359 Bremen, Germany
    J Bacteriol 183:1707-15. 2001
    A novel type of denitrifying bacterium (strain HxN1) with the capacity to oxidize n-alkanes anaerobically with nitrate as the electron acceptor to CO(2) formed (1-methylpentyl)succinate (MPS) during growth on n-hexane as the only organic ..
  5. pmc The quantitative significance of Syntrophaceae and syntrophic partnerships in methanogenic degradation of crude oil alkanes
    N D Gray
    School of Civil Engineering and Geosciences, Newcastle University, Newcastle upon Tyne, NE1 7RU, UK
    Environ Microbiol 13:2957-75. 2011
    ..doubling times (36 days for both Smithella and Marinobacter) were determined using qPCR and quantitative data on alkanes, which were the predominant hydrocarbons degraded. The growth yield of the Smithella sp. [0...
  6. pmc A process for microbial hydrocarbon synthesis: Overproduction of fatty acids in Escherichia coli and catalytic conversion to alkanes
    Rebecca M Lennen
    Department of Chemical and Biological Engineering, University of Wisconsin Madison, Madison Wisconsin, USA
    Biotechnol Bioeng 106:193-202. 2010
    ..phase and fed to a Pd/C plug flow reactor, where the extracted fatty acids were decarboxylated into saturated alkanes. The result is an enriched alkane stream that can be recycled for continuous extractions...
  7. pmc Detection of formate, rather than carbon monoxide, as the stoichiometric coproduct in conversion of fatty aldehydes to alkanes by a cyanobacterial aldehyde decarbonylase
    Douglas M Warui
    Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States
    J Am Chem Soc 133:3316-9. 2011
    The second of two reactions in a recently discovered pathway through which saturated fatty acids are converted to alkanes (and unsaturated fatty acids to alkenes) in cyanobacteria entails scission of the C1-C2 bond of a fatty aldehyde ..
  8. ncbi Anaerobic biodegradation of saturated and aromatic hydrocarbons
    F Widdel
    Max Planck Institut für Marine Mikrobiologie, Celsiusstrasse 1, D 28359, Bremen, Germany
    Curr Opin Biotechnol 12:259-76. 2001
    ..During the past decade, however, an increasing number of microorganisms have been detected that degrade hydrocarbons under strictly anoxic conditions...
  9. ncbi Genes encoding the candidate enzyme for anaerobic activation of n-alkanes in the denitrifying bacterium, strain HxN1
    Olav Grundmann
    Max Planck Institut für Marine Mikrobiologie, Celsiusstrasse 1, D 28359 Bremen, Germany
    Environ Microbiol 10:376-85. 2008
    Strain HxN1, a member of the Betaproteobacteria, can grow anaerobically by denitrification with n-alkanes. n-Alkanes are apparently activated by subterminal carbon addition to fumarate yielding (1-methylalkyl)succinates, the postulated ..
  10. doi Anaerobic biodegradation of longer-chain n-alkanes coupled to methane production in oil sands tailings
    Tariq Siddique
    Department of Renewable Resources, University of Alberta, Edmonton, Alberta T6G 2E3, Canada
    Environ Sci Technol 45:5892-9. 2011
    ..Our previous studies revealed that certain hydrocarbons (short-chain n-alkanes [C(6)-C(10)] and monoaromatics [toluene, o-xylene, m-xylene]) in residual naphtha entrained in the tailings are ..
  11. doi Analyses of n-alkanes degrading community dynamics of a high-temperature methanogenic consortium enriched from production water of a petroleum reservoir by a combination of molecular techniques
    Lei Zhou
    State Key Laboratory of Bioreactor Engineering, Institute of Applied Chemistry, East China University of Science and Technology, Shanghai, People s Republic of China
    Ecotoxicology 21:1680-91. 2012
    ..from high-temperature oil reservoir production water and incubated at 55 °C with a mixture of long chain n-alkanes (C(15)-C(20)) as the sole carbon and energy sources was characterized...
  12. pmc Anaerobic transformation of alkanes to fatty acids by a sulfate-reducing bacterium, strain Hxd3
    Chi Ming So
    Biotechnology Center for Agriculture and the Environment, Cook College, Rutgers, The State University of New Jersey, 59 Dudley Road, New Brunswick, NJ 08901 8520, USA
    Appl Environ Microbiol 69:3892-900. 2003
    ..grown on perdeuterated pentadecane and [1,2-(13)C(2)]hexadecane, respectively, underscoring evidence that C-odd alkanes are transformed to C-even fatty acids and vice versa...
  13. pmc Cytochrome P450 alkane hydroxylases of the CYP153 family are common in alkane-degrading eubacteria lacking integral membrane alkane hydroxylases
    Jan B van Beilen
    Institute of Biotechnology, ETH Honggerberg, CH 8093 Zurich, Switzerland
    Appl Environ Microbiol 72:59-65. 2006
    Several strains that grow on medium-chain-length alkanes and catalyze interesting hydroxylation and epoxidation reactions do not possess integral membrane nonheme iron alkane hydroxylases...
  14. pmc Stereoselective microbial dehalorespiration with vicinal dichlorinated alkanes
    Stefaan De Wildeman
    Laboratory for Microbial Ecology and Technology, Ghent University, B 9000 Ghent, Belgium
    Appl Environ Microbiol 69:5643-7. 2003
    ..This unique dehalorespiratory biochemistry has shown promising application possibilities for bioremediation purposes and fine-chemical synthesis...
  15. pmc Bioenergy production via microbial conversion of residual oil to natural gas
    Lisa M Gieg
    Department of Botany and Microbiology, Institute for Energy and the Environment, University of Oklahoma, Norman, Oklahoma 73019, USA
    Appl Environ Microbiol 74:3022-9. 2008
    ..The anaerobic biodegradation of n-alkanes to methane gas has now been documented in a few studies, and it was speculated that this process might be useful ..
  16. ncbi Alkane hydroxylases involved in microbial alkane degradation
    Jan B van Beilen
    Département de Biologie Moléculaire Végétale, Le Biophore, Quartier Sorge, Universite de Lausanne, 1015, Lausanne, Switzerland
    Appl Microbiol Biotechnol 74:13-21. 2007
    ..The availability of a growing collection of alkane hydroxylase gene sequences now allows estimations of the relative abundance of the different enzyme systems and the distribution of the host organisms...
  17. doi Memoquin: a multi-target-directed ligand as an innovative therapeutic opportunity for Alzheimer's disease
    Maria Laura Bolognesi
    Department of Pharmaceutical Sciences, Alma Mater Studiorum, University of Bologna, 40126 Bologna, Italy
    Neurotherapeutics 6:152-62. 2009
    ..The in vitro and in vivo biological profile of memoquin demonstrates the suitability of the new strategy for obtaining innovative drug candidates for the treatment of neurodegenerative diseases...
  18. ncbi Polarizable empirical force field for alkanes based on the classical Drude oscillator model
    Igor V Vorobyov
    Department of Pharmaceutical Sciences, School of Pharmacy, University of Maryland, Baltimore, Maryland 21201, USA
    J Phys Chem B 109:18988-99. 2005
    ..In the present work, optimization of parameters for alkanes in a polarizable empirical force field based on a classical Drude oscillator is presented...
  19. ncbi Degradation of polycyclic aromatic hydrocarbons and long chain alkanes at 60-70 degrees C by Thermus and Bacillus spp [corrected]
    Heiko Feitkenhauer
    Laboratory of Chemical Engineering and Industrial Chemistry, ETH Zurich, Honggerberg, Building HCI F106, CH 8093 Zurich, Switzerland
    Biodegradation 14:367-72. 2003
    Although polycyclic aromatic hydrocarbons (PAH) and alkanes are biodegradable at ambient temperature, in some cases low bioavailabilities are the reason for slow biodegradation...
  20. doi Revised charge equilibration potential for liquid alkanes
    Joseph E Davis
    Department of Chemistry and Biochemistry, University of Delaware, 238 Brown Laboratory Newark, Delaware 19716, USA
    J Phys Chem B 112:8298-310. 2008
    ..compressibilities, constant pressure heat capacities, and NMR T 1 relaxation times for a series of linear alkanes ranging from hexane to pentadecane based on the current revised model...
  21. doi Mild and efficient H/D exchange of alkanes based on C-H activation catalyzed by rhodium on charcoal
    Tomohiro Maegawa
    Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University, 5 6 1 Mitahora higashi Gifu 502 8585, Japan
    Angew Chem Int Ed Engl 47:5394-7. 2008
  22. pmc Identification and characterization of the CYP52 family of Candida tropicalis ATCC 20336, important for the conversion of fatty acids and alkanes to alpha,omega-dicarboxylic acids
    David L Craft
    Biotechnology Group, Cognis Corporation, Cincinnati, Ohio 45232, USA
    Appl Environ Microbiol 69:5983-91. 2003
    Candida tropicalis ATCC 20336 excretes alpha,omega-dicarboxylic acids as a by-product when cultured on n-alkanes or fatty acids as the carbon source...
  23. ncbi A small molecule targeting the multifactorial nature of Alzheimer's disease
    Andrea Cavalli
    Department of Pharmaceutical Sciences, Alma Mater Studiorum, University of Bologna, Via Belmeloro, 6, 40126 Bologna, Italy
    Angew Chem Int Ed Engl 46:3689-92. 2007
  24. pmc Involvement of an alkane hydroxylase system of Gordonia sp. strain SoCg in degradation of solid n-alkanes
    Luca Lo Piccolo
    Dipartimento di Biologia Cellulare e dello Sviluppo, Viale delle Scienze edif 16, 90128 Palermo, Italy
    Appl Environ Microbiol 77:1204-13. 2011
    Enzymes involved in oxidation of long-chain n-alkanes are still not well known, especially those in gram-positive bacteria. This work describes the alkane degradation system of the n-alkane degrader actinobacterium Gordonia sp...
  25. ncbi A P450 BM-3 mutant hydroxylates alkanes, cycloalkanes, arenes and heteroarenes
    D Appel
    , , Allmandring 31, D-70459, Stuttgart, Germany
    J Biotechnol 88:167-71. 2001
    ..activity of the triple mutant towards indole, we investigated in a preliminary, but systematic manner several alkanes, alicyclic, aromatic, and heterocyclic compounds, all of which are unaffected by the native enzyme, for their ..
  26. ncbi Xenon and halogenated alkanes track putative substrate binding cavities in the soluble methane monooxygenase hydroxylase
    D A Whittington
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Biochemistry 40:3476-82. 2001
    ..The halogenated alkanes bind in two cavities within the alpha-subunit that extend from one surface of the protein to the buried dinuclear ..
  27. doi Scaling of the viscosity of the Lennard-Jones chain fluid model, argon, and some normal alkanes
    Guillaume Galliero
    Laboratoire des Fluides Complexes UPPA CNRS TOTAL, Pau University, BP 1155, 64013 Pau Cedex, France
    J Chem Phys 134:064505. 2011
    ..Lennard-Jones chain fluid (from the monomer to the hexadecamer), then to real fluids, such as argon and normal alkanes. To enlarge noticeably the range of thermodynamics conditions for which these scaling methods are applicable, we ..
  28. pmc Compounds that block both intermediate-conductance (IK(Ca)) and small-conductance (SK(Ca)) calcium-activated potassium channels
    M Malik-Hall
    Department of Pharmacology, University College London, Gower Street, London WC1E 6BT Department of Chemistry, University College London, 20 Gordon Street, London WC1H 0AJ, UK
    Br J Pharmacol 129:1431-8. 2000
    ..1+/-0.2 nM). 7. The main outcome is the identification of new intermediate-conductance Ca(2+)-activated K(+) channel blockers with a wide range of IK(Ca)/SK(Ca) selectivities...
  29. doi Multitargeted drugs discovery: balancing anti-amyloid and anticholinesterase capacity in a single chemical entity
    Maria Laura Bolognesi
    Department of Pharmaceutical Sciences Alma Mater Studiorum Bologna University, Via Belmeloro 6, 40126 Bologna, Italy
    Bioorg Med Chem Lett 21:2655-8. 2011
    ..By properly combining two or more distinct pharmacological properties in a molecule, we can achieve greater effectiveness compared to single-targeted drugs for investigating AD...
  30. pmc Wax ester production from n-alkanes by Acinetobacter sp. strain M-1: ultrastructure of cellular inclusions and role of acyl coenzyme A reductase
    Takeru Ishige
    Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Kitashirakawa, Sakyo ku, Kyoto 606 8502, Japan
    Appl Environ Microbiol 68:1192-5. 2002
    ..The contribution of acyl-CoA reductase to wax ester synthesis was evaluated by gene disruption analysis...
  31. pmc Selective hydroxylation of alkanes by an extracellular fungal peroxygenase
    Sebastian Peter
    Department of Bio and Environmental Sciences, International Graduate School of Zittau, Zittau, Germany
    FEBS J 278:3667-75. 2011
    ..that the peroxygenase secreted by Agrocybe aegerita catalyzes the H(2)O(2)-dependent hydroxylation of linear alkanes at the 2-position and 3-position with high efficiency, as well as the regioselective monooxygenation of branched ..
  32. ncbi Multitarget-directed ligands: innovative chemical probes and therapeutic tools against Alzheimer's disease
    Maria Laura Bolognesi
    Department of Pharmaceutical Sciences, Alma Mater Studiorum, University of Bologna, Via Belmeloro 6, 40126 Bologna, Italy
    Curr Top Med Chem 11:2797-806. 2011
    ..Herein, we discuss several examples of both types of compounds, taken from our own research and derived from the leads memoquin, lipocrine and bis(7)tacrine...
  33. pmc Growth of Pseudomonas chloritidismutans AW-1(T) on n-alkanes with chlorate as electron acceptor
    Farrakh Mehboob
    Wageningen University, The Netherlands
    Appl Microbiol Biotechnol 83:739-47. 2009
    ..Here, we report that Pseudomonas chloritidismutans AW-1(T) grows on n-alkanes (ranging from C7 until C12) with chlorate as electron acceptor...
  34. ncbi Iridium bis(phosphinite) p-XPCP pincer complexes: highly active catalysts for the transfer dehydrogenation of alkanes
    Inigo Göttker-Schnetmann
    Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599 3290, USA
    J Am Chem Soc 126:1804-11. 2004
    ..1NaOtBu, turnover numbers (TONs) between 1400 and 2200 (up to 72% conversion in TBE) and initial turnover frequencies (TOFs) between 1.6 and 2.4 s(-1) have been observed at 200 degrees C...
  35. pmc Effects of surfactant mixtures, including Corexit 9527, on bacterial oxidation of acetate and alkanes in crude oil
    P Bruheim
    Department of Biotechnology, Faculty of Chemistry and Biology, The Norwegian University of Science and Technology, N 7491 Trondheim, Norway
    Appl Environ Microbiol 65:1658-61. 1999
    ..surfactants, including Corexit 9527, were tested to determine their effects on bacterial oxidation of acetate and alkanes in crude oil by cells pregrown on these substrates...
  36. doi Trace determination of airborne polyfluorinated iodine alkanes using multisorbent thermal desorption/gas chromatography/high resolution mass spectrometry
    Ting Ruan
    State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco Environmental Sciences, Chinese Academy of Sciences, Beijing, 100085, China
    J Chromatogr A 1217:4439-47. 2010
    ..thermal desorption cartridges has been developed for the determination of volatile neutral polyfluorinated iodine alkanes (PFIs) in airborne samples...
  37. ncbi Degradation of alkanes and highly chlorinated benzenes, and production of biosurfactants, by a psychrophilic Rhodococcus sp. and genetic characterization of its chlorobenzene dioxygenase
    Peter Rapp
    GBF National Research Centre for Biotechnology, Division of Microbiology, Mascheroderweg 1, D 38124 Braunschweig, Germany
    Microbiology 149:2879-90. 2003
    ..Furthermore, the bacterium grew well on a great number of n-alkanes ranging from n-heptane to n-triacontane and on the branched alkane 2,6,10,14-tetramethylpentadecane (pristane) ..
  38. ncbi Thermodynamic constraints on methanogenic crude oil biodegradation
    Jan Dolfing
    School of Civil Engineering and Geosciences, Newcastle University, Newcastle upon Tyne, UK
    ISME J 2:442-52. 2008
    ..There are several possible routes whereby hydrocarbons may be converted to methane: (i) complete oxidation of alkanes to H2 and CO2, linked to methanogenesis from CO2 reduction; (ii) oxidation of alkanes to acetate and H2, linked ..
  39. pmc Tapetosomes in Brassica tapetum accumulate endoplasmic reticulum-derived flavonoids and alkanes for delivery to the pollen surface
    Kai Hsieh
    Department of Botany and Plant Sciences, Center for Plant Cell Biology, University of California, Riverside, California 92521, USA
    Plant Cell 19:582-96. 2007
    ..Subcellular fractionation of developing anthers localized both flavonoids and alkanes in tapetosomes...
  40. ncbi Does she smell like a queen? Chemoreception of a cuticular hydrocarbon signal in the ant Pachycondyla inversa
    Patrizia d'Ettorre
    Department of Zoology, University of Regensburg, Universitaetsstrasse 31, 93040 Regensburg, Germany
    J Exp Biol 207:1085-91. 2004
    ..inversa workers react to this key compound. 3,11-diMeC(27) is correlated with ovarian activity and, because it is detected, is likely to assume the role of a fertility signal reflecting the quality of the sender...
  41. ncbi Production of liquid alkanes by aqueous-phase processing of biomass-derived carbohydrates
    George W Huber
    Department of Chemical and Biological Engineering, University of Wisconsin at Madison, Madison, WI 53706, USA
    Science 308:1446-50. 2005
    Liquid alkanes with the number of carbon atoms ranging from C7 to C15 were selectively produced from biomass-derived carbohydrates by acid-catalyzed dehydration, which was followed by aldol condensation over solid base catalysts to form ..
  42. ncbi Rotational relaxation of neutral red in alkanes: effect of solvent size on probe rotation
    M K Singh
    Spectroscopy Division, Bhabha Atomic Research Center, Trombay, Mumbai, India
    Photochem Photobiol 72:438-43. 2000
    Rotational reorientation times of a polar molecule neutral red (NR) have been measured in n-alkanes using steady-state fluorescence depolarization technique...
  43. doi Compressed alkanes in reversible encapsulation complexes
    Dariush Ajami
    Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
    Nat Chem 1:87-90. 2009
    Simple alkanes feature fully extended conformations as their lowest-energy shapes but can assume coiled, compressed conformations in small spaces...
  44. ncbi Bacterial metabolism of long-chain n-alkanes
    Alexander Wentzel
    Department of Biotechnology, Norwegian University of Science and Technology, Sem Saelandsvei 6 8, 7491 Trondheim, Norway
    Appl Microbiol Biotechnol 76:1209-21. 2007
    Degradation of alkanes is a widespread phenomenon in nature, and numerous microorganisms, both prokaryotic and eukaryotic, capable of utilizing these substrates as a carbon and energy source have been isolated and characterized...
  45. ncbi Gas-particle concentration and distribution of n-alkanes and polycyclic aromatic hydrocarbons in the atmosphere of Prato (Italy)
    Alessandra Cincinelli
    Department of Chemistry, University of Florence, Via della Lastruccia, 3, 50019 Sesto Fiorentino, Florence, Italy
    Chemosphere 68:472-8. 2007
    ..Gas-particle partition coefficients (K(p)'s) of n-alkane and PAHs were well correlated with the sub-cooled liquid vapour pressure (P(L)(0)) and indicate stronger sorption of PAHs to aerosol particles compared with n-alkanes.
  46. ncbi Incorporation of semi-fluorinated alkanes in the bilayer of small unilamellar vesicles of phosphatidylserine: impact on fusion kinetics
    Yves Ferro
    Unité de Chimie Moléculaire, Universite de Nice Sophia Antipolis, Faculte des Sciences, Parc Valrose, Nice, France
    Biochim Biophys Acta 1581:11-20. 2002
    Semi-fluorinated alkanes C(n)F(2n+1)C(m)H(2m+1) (FnHm) can be co-dispersed with standard phospholipids to form 'fluorinated' vesicles, i.e. vesicles with an internal fluorinated film within their bilayer membrane...
  47. ncbi Volatile organic compounds released by the entomopathogenic fungus Beauveria bassiana
    R Crespo
    Instituto de Investigaciones Bioquimicas de La Plata, CONICET, UNLP, Facultad de Ciencias Medicas, calles 60 y 120, La Plata, 1900, Argentina
    Microbiol Res 163:148-51. 2008
    ..Alkane-grown fungal VOC switched to a fingerprint with prevalence of n-decane. This is the first report on the volatiles released by entomopathogenic fungi...
  48. doi Molecular characterization and expression analysis of a suite of cytochrome P450 enzymes implicated in insect hydrocarbon degradation in the entomopathogenic fungus Beauveria bassiana
    Nicolás Pedrini
    Department of Microbiology and Cell Science, University of Florida, Gainesville, FL 32611, USA
    Microbiology 156:2549-57. 2010
    ..epicuticle or waxy layer comprises a heterogeneous mixture of lipids that include abundant levels of long-chain alkanes, alkenes, wax esters and fatty acids...
  49. pmc Biodegradation of variable-chain-length alkanes at low temperatures by a psychrotrophic Rhodococcus sp
    L G Whyte
    NRC Biotechnology Research Institute, Montreal, Quebec, Canada
    Appl Environ Microbiol 64:2578-84. 1998
    The psychorotrophic Rhodococcus sp. strain Q15 was examined for its ability to degrade individual n-alkanes and diesel fuel at low temperatures, and its alkane catabolic pathway was investigated by biochemical and genetic techniques...
  50. ncbi Selective transport and accumulation of alkanes by Rhodococcus erythropolis S+14He
    In Seon Kim
    Department of Chemical and Materials Engineering, University of Alberta, Edmonton, Alberta T6G 2G6, Canada
    Biotechnol Bioeng 80:650-9. 2002
    Selective transport and accumulation of n-alkanes by Rhodococcus erythropolis S+14He was studied by growing cells on n-hexadecane, n-octadecane or the branched alkane pristane, and on mixtures of hydrocarbons...
  51. doi Presence and partitioning behavior of polyfluorinated iodine alkanes in environmental matrices around a fluorochemical manufacturing plant: another possible source for perfluorinated carboxylic acids?
    Ting Ruan
    State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco Environmental Sciences, Chinese Academy of Sciences, Beijing 100085
    Environ Sci Technol 44:5755-61. 2010
    ..iodides (PFIs), a group of volatile perfluorinated compounds (PFCs), including four perfluorinated iodine alkanes (FIAs) and three polyfluorinated telomer iodides (FTIs) were confirmed to be present in the environment...
  52. ncbi Biodegradation of short-chain n-alkanes in oil sands tailings under methanogenic conditions
    Tariq Siddique
    Department of Biological Sciences, University of Alberta, Edmonton, Alberta T6G 2E9, Canada
    Environ Sci Technol 40:5459-64. 2006
    The biodegradation of a mixture of low molecular weight n-alkanes (C6, C7, C8, and C10) was assessed under methanogenic conditions using mature fine tailings (MFT) produced by the oil sands industry in Alberta, Canada...
  53. ncbi Very-long-chain secondary alcohols and alkanediols in cuticular waxes of Pisum sativum leaves
    Miao Wen
    Department of Botany, University of British Columbia, Vancouver, Canada V6T 1Z4
    Phytochemistry 67:2494-502. 2006
    ..Based on the isomer compositions, the sequence of biosynthetic steps introducing the hydroxyl functions is discussed...
  54. ncbi The clinical development of new mitotic inhibitors that stabilize the microtubule
    Sridhar Mani
    Departments of Medicine and Oncology, Albert Einstein College of Medicine, Montefiore and Jacobi Medical Center, Bronx, NY, USA
    Anticancer Drugs 15:553-8. 2004
    ..There is now considerable data regarding the efficacy of the epothilones in human beings and discodermolide holds such promise, as well...
  55. ncbi Synergistic suppression of microtubule dynamics by discodermolide and paclitaxel in non-small cell lung carcinoma cells
    Stephane Honore
    FRE CNRS 2737, Universite de la Mediterranee, Marseille, France
    Cancer Res 64:4957-64. 2004
    ....
  56. pmc Cytokinin receptors are involved in alkamide regulation of root and shoot development in Arabidopsis
    José López-Bucio
    Instituto de Investigaciones Quimico Biologicas, Universidad Michoacana de San Nicolas de Hidalgo, Ciudad Universitaria, CP 58030 Morelia, Michoacan, Mexico
    Plant Physiol 145:1703-13. 2007
    ....
  57. ncbi Utilization of n-alkanes by a newly isolated strain of Acinetobacter venetianus: the role of two AlkB-type alkane hydroxylases
    Mimmi Throne-Holst
    Department of Biotechnology, NTNU, 7491, Trondheim, Norway
    Appl Microbiol Biotechnol 72:353-60. 2006
    A bacterial strain capable of utilizing n-alkanes with chain lengths ranging from decane (C10H22) to tetracontane (C40H82) as a sole carbon source was isolated using a system for screening microorganisms able to grow on paraffin (mixed ..
  58. ncbi Verification of degradation of n-alkanes in diesel oil by Pseudomonas aeruginosa strain WatG in soil microcosms
    Akio Ueno
    Laboratory of Environmental Molecular Biology, Graduate School of Environmental Earth Science, Hokkaido University, Kita ku, Sapporo, Hokkaido, 060 0810, Japan
    Curr Microbiol 52:182-5. 2006
    Degradation of n-alkanes in diesel oil by Pseudomonas aeruginosa strain WatG (WatG) was verified in soil microcosms...
  59. ncbi Nestmate recognition cues in the honey bee: differential importance of cuticular alkanes and alkenes
    Francesca R Dani
    Dipartimento di Biologia Animale e Genetica dell Università di Firenze via Romana 17, 50125 Firenze, Italy
    Chem Senses 30:477-89. 2005
    ..here tested whether artificial changes in the cuticular profile through supplementation of naturally occurring alkanes and alkenes in honeybees affect the behaviour of nestmate guards...
  60. ncbi Heart allograft rejection: detection with breath alkanes in low levels (the HARDBALL study)
    Michael Phillips
    Menssana Research, Inc Fort Lee, New Jersey, USA
    J Heart Lung Transplant 23:701-8. 2004
    ..Rejection is accompanied by oxidative stress that degrades membrane polyunsaturated fatty acids, evolving alkanes and methylalkanes, which are excreted in the breath as volatile organic compounds (VOCs).
  61. ncbi Practical aspects of chemometrics for oil spill fingerprinting
    Jan H Christensen
    Department of Natural Sciences, Faculty of Life Sciences, Copenhagen University, Thorvaldsensvej 40, 1871 Frederiksberg C, Denmark
    J Chromatogr A 1169:1-22. 2007
    ....
  62. ncbi Assessing the role of alkane hydroxylase genotypes in environmental samples by competitive PCR
    S Heiss-Blanquet
    Département de Biotechnologie et Chimie de la Biomasse, Institut Francais du Petrole, Rueil Malmaison, France
    J Appl Microbiol 99:1392-403. 2005
    ..AlkB genotypes involved in the degradation of short-chain alkanes were quantified in environmental samples in order to assess their occurrence and ecological importance.
  63. ncbi Isolation and functional analysis of cytochrome P450 CYP153A genes from various environments
    Mitsutoshi Kubota
    Marine Biotechnology Institute, Iwate, Japan
    Biosci Biotechnol Biochem 69:2421-30. 2005
    The cytochrome P450 CYP153 family is thought to mediate the terminal hydroxylation reactions of n-alkanes. We isolated 16 new P450 CYP153A genes (central region) from various environments such as petroleum-contaminated soil and ..
  64. ncbi Isolation and characterization of a novel thermophilic Bacillus strain degrading long-chain n-alkanes
    Lei Wang
    TEDA School of Biological Sciences and Biotechnology, Nankai University, 23 Hong Da Street, TEDA, 300457, Tianjin, People s Republic of China
    Extremophiles 10:347-56. 2006
    ..Further examination showed that NG80-2 degraded and utilized only long-chain (C15-C36) n-alkanes, but not short-chain (C8-C14) n-alkanes and those longer than C40...
  65. ncbi Different effects of volatile anesthetics and polyhalogenated alkanes on depolarization-evoked glutamate release in rat cortical brain slices
    H Eilers
    Department of Anesthesia and Perioperative Care, University of California San Francisco, 94143 0648, USA
    Anesth Analg 88:1168-74. 1999
    ..In the present study, we compared the effects of anesthetics and nonanesthetics (halogenated alkanes that disobey the Meyer-Overton hypothesis) on depolarization-evoked glutamate release...
  66. pmc Functional analysis of alkane hydroxylases from gram-negative and gram-positive bacteria
    Theo H M Smits
    Institute of Biotechnology, Swiss Federal Institute of Technology, ETH Honggerberg, CH 8093 Zurich, Switzerland
    J Bacteriol 184:1733-42. 2002
    ..GPo12, were equipped with pGEc47 Delta B, which encodes all proteins necessary for growth on medium-chain-length alkanes (C(6) to C(12)), except a functional alkane hydroxylase. The third host was an alkB knockout derivative of P...
  67. ncbi QSAR study on solubility of alkanes in water and their partition coefficients in different solvent systems using PI index
    Padmakar V Khadikar
    Research Division, Laxmi Fumigation and Pest Control, 3, Khatipura, Indore 452007, India
    Bioorg Med Chem Lett 13:419-22. 2003
    ..Regression analysis of the data using n-alkanes show that the PI index gives better results than the W index.
  68. ncbi The structure activity relationship of discodermolide analogues
    Simon J Shaw
    Kosan Biosciences, Inc 3832 Bay Center Place, Hayward, CA 94545, USA
    Mini Rev Med Chem 8:276-84. 2008
    ..The majority of analogues have been generated via modification of the lactone region. This suggests that significant simplifications can be made in this region provided that the lactone moiety is maintained...
  69. pmc Petroleum ether extract of Cissus quadrangularis (LINN) stimulates the growth of fetal bone during intra uterine developmental period: a morphometric analysis
    Bhagath Kumar Potu
    Department of Anatomy, Kasturba Medical College, Manipal University
    Clinics (Sao Paulo) 63:815-20. 2008
    ..The aim of the present study was to analyze the effect Cissus quadrangularis plant petroleum ether extract on the development of long bones during the intra-uterine developmental stage in rats...
  70. ncbi Omega-(2-Naphthyloxy) amino alkanes as a novel class of anti-hyperglycemic and lipid lowering agents
    Devdutt Chaturvedi
    Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow 226001, India
    Bioorg Med Chem 16:2489-98. 2008
    omega-(2-Naphthyloxy) amino alkanes, obtained as major by-product during course of synthesis of carbamate esters from omega-(2-naphthyloxy) alkyl halides and amines, showed significant anti-hyperglycemic and lipid lowering activities in ..
  71. pmc SK3 is an important component of K(+) channels mediating the afterhyperpolarization in cultured rat SCG neurones
    R Hosseini
    Department of Pharmacology, University College London, Gower Street, London WC1E 6BT, UK
    J Physiol 535:323-34. 2001
    ..8. Taken together, these results identify SK3 as a major component of the SK channels responsible for the afterhyperpolarization of cultured rat SCG neurones...
  72. ncbi Chronic toxicity of a mixture of chlorinated alkanes and alkenes in ICR mice
    Fun In Wang
    Department of Veterinary Medicine, College of Agriculture, National Taiwan University, Taipei
    J Toxicol Environ Health A 65:279-91. 2002
    The aim of this study was to determine the chronic toxicity of a mixture of chlorinated alkanes and alkenes (CA) consisting of chloroform, 1,1-dichloroethane, 1,1-dichloroethylene, 1,1,1-trichloroethane, trichloroethylene, and ..
  73. ncbi Molecular screening for alkane hydroxylase genes in Gram-negative and Gram-positive strains
    T H Smits
    Institute of Biotechnology, ETH Honggerberg, Zurich, Switzerland
    Environ Microbiol 1:307-17. 1999
    ..all Gram-negative and in two out of three Gram-positive strains able to grow on medium- (C6-C11) or long-chain n-alkanes (C12-C16), PCR products of the expected size were obtained...
  74. pmc Adjacent gauche stabilization in linear alkanes: implications for polymer models and conformational analysis
    Jeffery B Klauda
    J Phys Chem B 109:15684-6. 2005
    ..The destabilizing "pentane effect" (adjacent gauche states of opposite sign) for alkanes is confirmed, but the energies were found to depend slightly on chain length...
  75. ncbi UCL 1684: a potent blocker of Ca2+ -activated K+ channels in rat adrenal chromaffin cells in culture
    P M Dunn
    Department of Pharmacology, University College London, UK
    Eur J Pharmacol 368:119-23. 1999
    ..This compound also inhibited the muscarine activated outward current with an IC50 of 6 nM. These results confirm UCL 1684 to be the most potent non-peptidic blocker of the apamin-sensitive Ca2+ -activated K+ channel so far described...
  76. ncbi An ab initio study on the torsional surface of alkanes and its effect on molecular simulations of alkanes and a DPPC bilayer
    Jeffery B Klauda
    Laboratory of Biophysical Chemistry, National Institutes of Health, Building 50, 50 South Drive, Bethesda, Maryland 20892, USA
    J Phys Chem B 109:5300-11. 2005
    Energies of 119 conformations of normal alkanes from butane to heptane were calculated at approximately the CCSD(T)/cc-pVQZ level. Energies of gauche (g) conformers relative to trans (t) decrease as chain length increases...
  77. ncbi A mild radical procedure for the reduction of B-alkylcatecholboranes to alkanes
    Davide Pozzi
    Departement fur Chemie und Biochemie, Universitat Bern, Freiestrasse 3, CH 3000 Bern 9, Switzerland
    J Am Chem Soc 127:14204-5. 2005
    ..A mild radical-mediated reduction of organoboranes is reported. The reducing agent is methanol complexed by the Lewis acidic B-methoxycatecholborane...
  78. ncbi Characterization of the n-alkane and fatty acid hydroxylating cytochrome P450 forms 52A3 and 52A4
    U Scheller
    Max Delbruck Center for Molecular Medicine, Berlin Buch, Federal Republic of Germany
    Arch Biochem Biophys 328:245-54. 1996
    ..We conclude that P450Cm1 and P450Cm2 exhibit overlapping but distinct substrate specificities due to different chain-length dependencies and preferences for either n-alkanes or fatty acids.
  79. ncbi Design, total synthesis, and evaluation of C13-C14 cyclopropane analogues of (+)-discodermolide
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:4613-6. 2005
    ..Biological evaluation revealed that neither orientation of the cyclopropyl methylene completely substitutes for the C14 methyl found in (+)-discodermolide (3)...
  80. doi Electrochemistry of catechol terminated monolayers with Cu(II), Ni(II) and Fe(III) cations: a model for the marine adhesive interface
    Paula A Brooksby
    Department of Chemistry, University of Canterbury, Private Bag 4800, Christchurch, New Zealand
    Langmuir 24:9074-81. 2008
    ..By contrast, reduction of the quinone is unperturbed by the presence of Cu2+, Ni2+, and Fe3+ ions. Implications of these results to the mechanism of marine adhesion are discussed...
  81. ncbi Design, synthesis, and biological evaluation of simplified analogues of (+)-discodermolide. Additional insights on the importance of the diene, the C7 hydroxyl, and the lactone
    Amos B Smith
    Department of Chemistry, Monell Chemical Senses Center, and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:5229-32. 2005
    ..Saturation of the terminal diene system, alteration of the substituents on the lactone, and alkylation of the C7-hydroxyl group reveal significant structure-activity relationships...
  82. ncbi Photochemical functionalization of gallium nitride thin films with molecular and biomolecular layers
    Heesuk Kim
    Department of Chemistry, University of Wisconsin Madison, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    Langmuir 22:8121-6. 2006
    ..These results demonstrate that photochemical functionalization can be used as an attractive starting point for interfacing molecular and biomolecular systems with GaN and other compound semiconductors...
  83. ncbi (+)-discodermolide: a marine natural product against cancer
    Marcus Vinicius Nora De Souza
    FioCruz Fundação Oswaldo Cruz, Instituto de Tecnologia em Fármacos Far Manguinhos, Rua Sizenando Nabuco, 100, Manguinhos, 21041 250 Rio de Janeiro RJ
    ScientificWorldJournal 4:415-36. 2004
    ..The present review covers the history, biological activity, total synthesis, and synthetic analogs of (+)-discodermolide...
  84. ncbi Conjugate additions of nitroalkanes to electron-poor alkenes: recent results
    Roberto Ballini
    Dipartimento di Scienze Chimiche, Universita di Camerino, Via S Agostino, 1, I 62032 Camerino, Italy
    Chem Rev 105:933-71. 2005
  85. doi Very long chain alkylresorcinols accumulate in the intracuticular wax of rye (Secale cereale L.) leaves near the tissue surface
    Xiufeng Ji
    Department of Botany, University of British Columbia, 6270 University Boulevard, Vancouver, Canada V6T, 1Z4
    Phytochemistry 69:1197-207. 2008
    ..was found to contain primary alcohols (71%), alkyl esters (11%), aldehydes (5%), and small amounts (<3%) of alkanes, steroids, secondary alcohols, fatty acids and unknowns...
  86. ncbi The non-covalent functionalisation of carbon nanotubes studied by density functional and semi-empirical molecular orbital methods including dispersion corrections
    Jonathan P McNamara
    School of Chemistry, University of Manchester, Oxford Road, Manchester, UK M13 9PL
    Phys Chem Chem Phys 10:128-35. 2008
    ....
  87. ncbi Synthetic analogues of the microtubule-stabilizing agent (+)-discodermolide: preparation and biological activity
    Sarath P Gunasekera
    Division of Biomedical Marine Research, Harbor Branch Oceanographic Institution, 5600 US 1 North, Fort Pierce, Florida 34946, USA
    J Nat Prod 67:749-56. 2004
    ..The preparation, purification, structure elucidation, and biological activity of these new analogues are described...
  88. ncbi Efficient strategy for the synthesis of stereopentad subunits of scytophycin, rifamycin S, and discodermolide
    S BouzBouz
    , ESPCI, 10 rue Vauquelin, 75231 - Paris Cedex 05, France
    Org Lett 3:3995-8. 2001
    ..reaction: see text] An efficient, simple method has been developed for the stereocontrolled synthesis of polypropionate stereopentads in high enantio- and diastereomeric purities...
  89. ncbi A second-generation total synthesis of (+)-discodermolide: the development of a practical route using solely substrate-based stereocontrol
    Ian Paterson
    University Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW, UK
    J Org Chem 70:150-60. 2005
    ....
  90. ncbi Scalable, catalytic asymmetric synthesis of syn, anti stereotriad building blocks for polypropionate antibiotics
    Kathlyn A Parker
    Department of Chemistry, State University of New York at Stony Brook, Stony Brook, New York 11794 3400, USA
    Org Lett 8:3541-4. 2006
    ..Development of this compound, a versatile intermediate for polypropionate synthesis, gave known building blocks for discodermolide...
  91. ncbi Design, synthesis, and biological evaluation of potent discodermolide fluorescent and photoaffinity molecular probes
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:5199-202. 2005
    ..Stereoselective olefin cross-metathesis comprised a key tactic for construction of two of the molecular probes. Three photoaffinity probes were radiolabeled with tritium...
  92. ncbi Total synthesis of (+)-discodermolide: a highly convergent fourth-generation approach
    Amos B Smith
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 7:1825-8. 2005
    ..Importantly, Wittig salt generation proceeded in excellent yield under ambient pressure...
  93. ncbi Deconstruction-reconstruction strategy for accessing valuable polyketides. Preparation of the C15-C24 stereopentad of discodermolide
    Kathlyn A Parker
    Department of Chemistry, State University of New York at Stony Brook, Stony Brook, NY 11794, USA
    Org Lett 9:4793-6. 2007
    ..This synthesis illustrates a new strategy, "deconstruction-reconstruction", for accessing stereochemically complex polyketide building blocks...
  94. ncbi Regulated-stereoselective construction of thirteen stereogenic centers necessary for the frame of (+)-discodermolide, based on iterative Lewis acid-promoted aldol reactions
    Syun ichi Kiyooka
    Department of Chemistry, Faculty of Science, Kochi University, Akebono cho, Kochi 780 8520, Japan
    J Org Chem 68:7967-78. 2003
    ..This aldol reaction strategy for the construction of the polypropionate frame dramatically shortened the steps needed for the construction of the final segments...
  95. ncbi Long-range Lennard-Jones and electrostatic interactions in interfaces: application of the isotropic periodic sum method
    Jeffery B Klauda
    Laboratory of Computational Biology, National Heart, Lung, and Blood Institute, National Institutes of Health, Bethesda, Maryland 20892, USA
    J Phys Chem B 111:4393-400. 2007
    ....
  96. doi Short synthesis of the C1-C14 stretch of discodermolide from building blocks prepared by asymmetric catalysis
    Huanyan Cao
    Department of Chemistry, State University of New York at Stony Brook, Stony Brook, New York 11794 3400, USA
    Org Lett 10:1353-6. 2008
    ..The preparation of this complex synthon requires 15 steps in the longest linear sequence and 19 steps total from inexpensive materials...
  97. ncbi Hydrophobic-hydrophilic interactions of water with alkanethiolate chains from first-principles calculations
    Pier Luigi Silvestrelli
    Dipartimento di Fisica G Galilei, Università di Padova via Marzolo 8, 35131 Padova, Italy
    Chemphyschem 6:1889-93. 2005
    ..The ab initio results can be used to determine the optimal value of the empirical parameters characterizing a suitable force field to be used in classic molecular dynamics simulations...
  98. ncbi Stereoselective synthesis of functionalized trisubstituted olefins via palladium(0)-catalyzed cross-coupling reaction
    A Arefolov
    Department of Chemistry and Center for Streamlined Synthesis, Metcalf Center for Science and Engineering, 590 Commonwealth Avenue, Boston University, Boston, Massachusetts 02215, USA
    Org Lett 3:3281-4. 2001
    ..Model studies aimed at the construction of the C14-C15 (Z)-trisubstituted olefin of discodermolide and the C8-C9 (Z)-trisubstituted olefin of callystatin A and analogues are also described...
  99. ncbi Total synthesis of (+)-discodermolide: an improved endgame exploiting a Still-Gennari-type olefination with a C1-C8 beta-ketophosphonate fragment
    Ian Paterson
    University Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK
    Org Lett 6:4933-6. 2004
    ....
  100. ncbi Stereoselective synthesis of the C1-C13 fragment of (+)-discodermolide using asymmetric allyltitanations
    Samir BouzBouz
    Laboratoire de Chimie Organique associé au CNRS, ESPCI, 10 rue Vauquelin 75231, Paris Cedex 05, France
    Org Lett 5:3029-31. 2003
    ..The configurations of the stereogenic centers have been controlled by enantioselective allyl- and crotyltitanations of aldehydes, and the Z configuration of the olefin at C8-C9 was controlled by a ring-closing metathesis...
  101. ncbi Development of a third-generation total synthesis of (+)-discodermolide: an expedient Still-Gennari-type fragment coupling utilizing an advanced beta-ketophosphonate
    Ian Paterson
    University Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW, UK
    J Org Chem 70:5494-507. 2005
    ..The (7S)-configuration was installed by the reduction of enone 73 with K-Selectride...

Research Grants71

  1. Nonheme Diiron Centers and the Biological Oxidation of Hydrocarbons
    STEPHEN LIPPARD; Fiscal Year: 2009
    ..with substrates will be investigated to reveal mechanisms responsible for stereospecific hydroxylation of alkanes, alkenes, arenes, and heteroatom-substituted substrates...
  2. Nonheme Diiron Centers and the Biological Oxidation of Hydrocarbons
    STEPHEN LIPPARD; Fiscal Year: 2009
    ..with substrates will be investigated to reveal mechanisms responsible for stereospecific hydroxylation of alkanes, alkenes, arenes, and heteroatom-substituted substrates...
  3. Structural Elucidation, Synthesis and Study of the Chlorosulfolipids
    Christopher D Vanderwal; Fiscal Year: 2010
    ..The chlorosulfolipids, a family of stereochemically complex alkanes that display numerous chlorine-bearing stereogenic centers, represent one particularly intriguing class of ..
  4. Nonheme Diiron Centers and the Biological Oxidation of Hydrocarbons
    STEPHEN LIPPARD; Fiscal Year: 2007
    ..with substrates will be investigated to reveal mechanisms responsible for stereospecific hydroxylation of alkanes, alkenes, arenes, and heteroatom-substituted substrates...
  5. Does Anesthetic Solubility Determine Receptor Specificity?
    ROBERT JOSEPH BROSNAN; Fiscal Year: 2010
    ..To this end, we will study the relative NMDA antagonism of 2 homologous inhaled anesthetic hydrocarbons (alkanes) and 2 homologous injectable anesthetic hydrocarbons (propofol and its halogenated analogue) using pharmacologic ..
  6. A BREATH TEST FOR LUNG CANCER
    Michael Phillips; Fiscal Year: 2007
    ..Volatile products of oxidative stress are generated in all tissues of the body and excreted in the breath as alkanes and methylated alkanes...
  7. Protons and Porphyrins
    Christopher A Reed; Fiscal Year: 2010
    ..for ? bases (arenes, alkenes, alkynes), (iv) the exploration of new bifurcated H-bonds, (v) the activation of alkanes with carborane acids, and (vi) the exploitation of strong, carborane-based electrophiles to isolate novel ..
  8. Protons and Porphyrins
    Christopher A Reed; Fiscal Year: 2010
    ..for ? bases (arenes, alkenes, alkynes), (iv) the exploration of new bifurcated H-bonds, (v) the activation of alkanes with carborane acids, and (vi) the exploitation of strong, carborane-based electrophiles to isolate novel ..
  9. Resolutions in Branched Alkanes using Lipase in Beads
    STEVEN NEAU; Fiscal Year: 2002
    ..The solvents are straight chain and methyl-branched alkanes to test the hypothesis that branching can enhance the activity and enantioselectivity of lipase...
  10. C-H Bond Functionalization in Organic Synthesis
    MELANIE SANFORD; Fiscal Year: 2007
    ..transformations will be developed in order to use the proposed methodology for the construction of structurally and stereochemically diverse molecules from simple building blocks such as arenes, alkanes, and olefins.
  11. Particulate Methane Monooxygenase
    AMY ROSENZWEIG; Fiscal Year: 2007
    ..In addition to methane, pMMO oxidizes a variety of alkanes and alkenes, including trichloroethylene (TCE), a toxic and carcinogenic groundwater pollutant...
  12. Electronic Structure and Reactions of Fe-oxo Enzymes
    Louis Noodleman; Fiscal Year: 2006
    ..enzymes to be studied are methane monooxygenase (MMO) and ribonucleotide reductase (RNR), which hydroxylate alkanes and reduce ribonucleotides (NDP) to deoxyribonucleotides (dNDP), respectively...
  13. HEME PROTEIN REDUCTASES
    Stephen G Sligar; Fiscal Year: 2010
    ..for the oxygenation of a plethora of compounds, including cholesterol and steroid structures, long chain alkanes, aromatics, fatty acids, drugs, insecticides, pesticides, critical signaling molecules and carcinogen precursors...
  14. Characterizing hydroxylation mechanism of diiron enzymes
    RACHEL AUSTIN; Fiscal Year: 2005
    ..explores the hypothesis that active site structure affects the mechanisms by which diiron hydroxylases oxidize alkanes. Specifically, it tests the hypothesis that the presence of the softer nitrogen donors found in the active sites ..
  15. C-H Bond Functionalization in Organic Synthesis
    Melanie S Sanford; Fiscal Year: 2010
    ..related tandem transformations will be developed in order to use the proposed methodology for the construction of structurally and stereochemically diverse molecules from simple building blocks such as arenes, alkanes, and olefins.
  16. Butane metabolism in Pseudomonas butanovora
    Daniel Arp; Fiscal Year: 2006
    Gaseous and liquid alkanes can serve as bacterial growth substrates. Alkane monooxygenases initiate the metabolism of alkanes by catalyzing the oxidation of the alkanes to alcohols. While metabolism of methane and liquid alkanes (e.g...
  17. MOLECULAR DIVERSITY OF BACTERIAL BUTANE MONOOXYGENASES
    Daniel Arp; Fiscal Year: 2000
    DESCRIPTION: Alkane monooxygenases initiate the oxidation of alkanes as growth-supporting substrates for bacteria...