diazomethane

Summary

Summary: A diazonium compound with the formula CH2N2.

Top Publications

  1. Sadakane Y. [Endeavors to make the photophore, diazirine easy to use]. Yakugaku Zasshi. 2007;127:1693-9 pubmed
  2. Gomes A, Gozzo F. Chemical cross-linking with a diazirine photoactivatable cross-linker investigated by MALDI- and ESI-MS/MS. J Mass Spectrom. 2010;45:892-9 pubmed publisher
    ..Fragmentation of these modified peptides reveals the presence of a marker ion for intramolecular cross-links, which facilitates identification...
  3. Barkawi L, Cohen J. A method for concurrent diazomethane synthesis and substrate methylation in a 96-sample format. Nat Protoc. 2010;5:1619-26 pubmed publisher
    ..This protocol details the safe direct derivatization of organic acids using diazomethane in a 96-sample format...
  4. Dubinsky L, Krom B, Meijler M. Diazirine based photoaffinity labeling. Bioorg Med Chem. 2012;20:554-70 pubmed publisher
    ..This review summarizes recent advances in the use of diazirines in photoaffinity labeling...
  5. Matsumura S, Kataoka H, Makita M. Determination of amino acids in human serum by capillary gas chromatography. J Chromatogr B Biomed Appl. 1996;681:375-80 pubmed
    ..Overall recoveries of amino acids added to serum samples were 88-108%. Analytical results for serum amino acids from normal subjects are presented...
  6. Scott C, McDowell A, Martin S, Lynas J, Vandenbroeck K, Walker B. Irreversible inhibition of the bacterial cysteine protease-transpeptidase sortase (SrtA) by substrate-derived affinity labels. Biochem J. 2002;366:953-8 pubmed
    ..The peptidyl-diazomethane and peptidyl-chloromethane analogues, Cbz (benzyloxycarbonyl)-Leu-Pro-Ala-Thr-CHN(2) (I) and Cbz-Leu-Pro-Ala-..
  7. Hatanaka Y, Ishiguro M, Hashimoto M, Gastinel L, Nakagomi K. A model of photoprobe docking with beta1,4-galactosyltransferase identifies a possible carboxylate involved in glycosylation steps. Bioorg Med Chem Lett. 2001;11:411-3 pubmed
    ..The result also exemplified that the combination of photoaffinity labeling with crystallography is a powerful method for the detailed structural analysis of ligand protein complex. ..
  8. O Neill S, Mills K, Dalton J. Fasciola hepatica cathepsin L cysteine proteinase suppresses Bordetella pertussis-specific interferon-gamma production in vivo. Parasite Immunol. 2001;23:541-7 pubmed
    ..Therefore, FheCL released by F. hepatica is involved in the suppression of Th1 immune responses and this suppression may be dependent upon IL-4. ..
  9. Wang D, Schwinden M, Radesca L, Patel B, Kronenthal D, Huang M, et al. One-carbon chain extension of esters to alpha-chloroketones: a safer route without diazomethane. J Org Chem. 2004;69:1629-33 pubmed
    ..This chemistry provides a practical route to alpha-chloroketones that avoids the use of toxic and explosive diazomethane.

More Information

Publications108 found, 100 shown here

  1. Pardin C, Roy I, Chica R, Bonneil E, Thibault P, Lubell W, et al. Photolabeling of tissue transglutaminase reveals the binding mode of potent cinnamoyl inhibitors. Biochemistry. 2009;48:3346-53 pubmed publisher
    ..These results are important for understanding the binding modes of TG2 inhibitors in general and will be critical for the structure-based design of future inhibitors. ..
  2. Noller B, Hemberger P, Fischer I, Alcaraz C, Garcia G, Soldi Lose H. The photoionisation of two phenylcarbenes and their diazirine precursors investigated using synchrotron radiation. Phys Chem Chem Phys. 2009;11:5384-91 pubmed publisher
    ..05 eV. However, dissociative photoionisation also sets in right at the ionisation threshold. A fit to the data yields an appearance energy of AE (0 K) approximately 9.27 eV. ..
  3. Seifert T, Malo M, Lengqvist J, Sihlbom C, Jarho E, Luthman K. Identification of the Binding Site of Chroman-4-one-Based Sirtuin 2-Selective Inhibitors using Photoaffinity Labeling in Combination with Tandem Mass Spectrometry. J Med Chem. 2016;59:10794-10799 pubmed
    ..The peptide covers both the active site of SIRT2 and the proposed binding site of chroman-4-one-based inhibitors. A high-power LED was used as source for the monochromatic UV light enabling rapid photoactivation. ..
  4. Olson M, Tsao J, Pon D, Schimmer B. Agonist-induced desensitization of adenylyl cyclase in Y1 adrenocortical tumor cells. Endocr Res. 1991;17:19-42 pubmed
    ..From these results we infer that ACTH and isoproterenol desensitize adenylyl cyclase by a common pathway and that receptor loss is not a major component of the desensitization process in these cells. ..
  5. Martinu T, Dailey W. Synthesis of carboalkoxychloro- and bromodiazirines. J Org Chem. 2004;69:7359-62 pubmed
    ..This method constitutes the first example of the use of N,N,N'-trichloroamidines as starting materials in organic synthesis. ..
  6. Nyholm J, Gustafsson T, Ostin A. Structural determination of nerve agent markers using gas chromatography mass spectrometry after derivatization with 3-pyridyldiazomethane. J Mass Spectrom. 2013;48:813-22 pubmed publisher
    ..The suggested method will improve the unambiguous structural determination process for phosphonic acids...
  7. Richards F, Lamed R, Wynn R, Patel D, Olack G. Methylene as a possible universal footprinting reagent that will include hydrophobic surface areas: overview and feasibility: properties of diazirine as a precursor. Protein Sci. 2000;9:2506-17 pubmed
    ..In the absence of reactive solvents, photolysis of diazirine produces oily polymeric species that contain one or two nitrogen atoms, but not more, and are water soluble. ..
  8. Figlus M, Tarruella A, Messer A, Sollis S, Hartley R. Low molecular weight MPEG-assisted organic synthesis. Chem Commun (Camb). 2010;46:4405-7 pubmed publisher
    ..coupling agents ((M)IIDQ, (M)EDCI), reagents for the Mitsunobu reaction ((M)DEAD, (M)TPP), an alternative to diazomethane, and scavengers can be used in the solution-phase synthesis of amides, esters and ureas and are easily removed ..
  9. Yamada M, Someya C, Nakahodo T, Maeda Y, Tsuchiya T, Akasaka T. Synthesis of endohedral metallofullerene glycoconjugates by carbene addition. Molecules. 2011;16:9495-504 pubmed publisher
    ..This study demonstrates that glycosylidene carbene is useful to incorporate carbohydrate moieties onto endohedral metallofullerene surfaces. ..
  10. Simon B, Huang X, Ju H, Sun G, Yang M. Synthesis and characterization of photoaffinity labelling reagents towards the Hsp90 C-terminal domain. Org Biomol Chem. 2017;15:1597-1605 pubmed publisher
    ..The structures and bonding linkages of these compounds were characterised by various 2D-NMR spectroscopy and MS techniques. Synthetic techniques provide powerful probes for unknown protein binding pockets. ..
  11. Sheth P, Pedersen J, Walls A, McEuen A. Inhibition of dipeptidyl peptidase I in the human mast cell line HMC-1: blocked activation of tryptase, but not of the predominant chymotryptic activity. Biochem Pharmacol. 2003;66:2251-62 pubmed
    ..As inhibitors of tryptase have proven efficacious in models of allergic disease, these results also indicate that inhibitors of DPPI might provide an additional point of therapeutic control. ..
  12. Künzi S, Sarria Toro J, den Hartog T, Chen P. Nickel-Catalyzed Cyclopropanation with NMe4OTf and nBuLi. Angew Chem Int Ed Engl. 2015;54:10670-4 pubmed publisher
    ..in 1960 that had been retracted later owing to irreproducibility, and provide a rational basis for the systematic development of the reaction for preparative purposes as an alternative to diazomethane or Simmons-Smith conditions.
  13. Yang T, Liu Z, Li X. Developing diazirine-based chemical probes to identify histone modification 'readers' and 'erasers'. Chem Sci. 2015;6:1011-1017 pubmed publisher
  14. Flaherty S, Wark S, Street G, Farley J, Brumley W. Investigation of capillary electrophoresis-laser induced fluorescence as a tool in the characterization of sewage effluent for fluorescent acids: determination of salicylic acid. Electrophoresis. 2002;23:2327-32 pubmed
    ..These data together with complementary techniques provide information on the complexity and components in these effluent streams. ..
  15. Künzi S, Morandi B, Carreira E. Preparation of trifluoromethyl-substituted aziridines with in situ generated CF3CHN2. Org Lett. 2012;14:1900-1 pubmed publisher
    Direct access to trifluoromethyl-substituted aziridines through the use of a protocol in which trifluoromethyl diazomethane is generated in situ and subsequently undergoes addition to activated imines is reported.
  16. Liu X, Dong T, Zhou Y, Huang N, Lei X. Exploring the Binding Proteins of Glycolipids with Bifunctional Chemical Probes. Angew Chem Int Ed Engl. 2016;55:14330-14334 pubmed publisher
    ..In combination with proteome profiling and molecular modeling, we have demonstrated that MGDG alleviates inflammation by antagonizing TLR4. ..
  17. Herraiz T, Sanchez F. Presence of tetrahydro-beta-carboline-3-carboxylic acids in foods by gas chromatography-mass spectrometry as their N-methoxycarbonyl methyl ester derivatives. J Chromatogr A. 1997;765:265-77 pubmed
    ..Those derivatives were synthesized in a qualitatively using methyl chloroformate or methyl chloroformate and diazomethane reagents...
  18. Gómez G, Cauerhff A, Craig P, Goldbaum F, Delfino J. Exploring protein interfaces with a general photochemical reagent. Protein Sci. 2006;15:744-52 pubmed
    ..Thus, protein footprinting with DZN emerges as a feasible methodology useful for mapping contact regions of protein domains involved in macromolecular assemblies. ..
  19. Nakayama N, Tanaka S, Kikuchi O. Ab initio GB study of methylation reaction of adenine, cytosine, guanine, and thymine by methanediazonium ion. J Theor Biol. 2002;215:13-22 pubmed
    ..The methylation reactions of the guanine O6 and N7 sites begin from the common geometry, the global minimum in the two-dimensional potential energy surface. ..
  20. Hirai K, Bessho K, Tsujita K, Kitagawa T. Diphenylcarbene Protected by Four ortho-Iodine Groups: An Unusually Persistent Triplet Carbene. Molecules. 2016;21: pubmed
    ..e., bis(4-tert-butyl-2,6-diiodophenyl)diazomethane (1a-N?), was synthesized as a sterically hindered triplet carbene precursor...
  21. Taranenko M, Sumbatyan N, Mtchedlidze M, Kuznetsova S. Cross-linking of Escherichia coli formamidopyrymidine-DNA glycosylase to DNA duplexes containing photoactivatable phenyl(trifluoromethyl)diazirine groups. Nucleosides Nucleotides Nucleic Acids. 2003;22:1505-7 pubmed
    ..Using photocross-linking technique, we established the presence of contacts of two nucleosides located near the oxoG with amino acids from the Fpg protein. The cross-linking efficiency achieved 10%. ..
  22. Damianovic M, Saia F, Moraes E, Landgraf D, Rezende M, Vazoller R, et al. Gas chromatographic methods for monitoring of wastewater chlorophenol degradation in anaerobic reactors. J Environ Sci Health B. 2007;42:45-52 pubmed
    Wastewater samples from an anaerobic reactor were extracted with hexane and derivatized with diazomethane (method 1) and with acetic anidride (method 2)...
  23. Eshdat Y, Chapot M, Strosberg A. Chemical characterization of ligand binding site fragments from turkey beta-adrenergic receptor. FEBS Lett. 1989;246:166-70 pubmed
    ..The procedure for specific chemical cleavage of the affinity-labeled adrenergic receptor should also be useful for future structural and comparative studies of other adrenergic receptors. ..
  24. Húsková R, Bartak P, Cáp L, Friedecky D, Adam T. Analytical derivatization-a tool for determination of orotic acid. J Chromatogr B Analyt Technol Biomed Life Sci. 2004;799:303-9 pubmed
    ..with trimethylchlorosilane, butanol with acetylchloride and ethereal solution of diazomethane)...
  25. Bohrn R, Potthast A, Schiehser S, Rosenau T, Sixta H, Kosma P. The FDAM method: determination of carboxyl profiles in cellulosic materials by combining group-selective fluorescence labeling with GPC. Biomacromolecules. 2006;7:1743-50 pubmed
    ..determination of the carboxyl content in cellulosic materials by fluorescence labeling with 9H-fluoren-2-yl-diazomethane (FDAM) has been developed...
  26. Flores R, Doskey P. Evaluation of multistep derivatization methods for identification and quantification of oxygenated species in organic aerosol. J Chromatogr A. 2015;1418:1-11 pubmed publisher
    ..with O-methylhydroxylamine hydrochloride (MHA), (2) to methyl esters (OC-R-OCH3) with (trimethylsilyl)diazomethane in methanol (TMSD/MeOH), and (3) to trimethylsilyl ethers [R-OSi(CH3)3] with N,O-bis(trimethylsilyl)-..
  27. Wanner M, Koch M, Koomen G. Synthesis and antitumor activity of methyltriazene prodrugs simultaneously releasing DNA-methylating agents and the antiresistance drug O(6)-benzylguanine. J Med Chem. 2004;47:6875-83 pubmed
    ..Fine-tuning of the release rate of both the methylating agent (diazomethane) and of O(6)-benzylguanine was accomplished by variation of the hydrolysis-sensitive acyl substituent in 5...
  28. Hiramatsu T, Guo Y, Hosoya T. 3-Azidodifluoromethyl-3H-diazirin-3-yl group as an all-in-one functional group for radioisotope-free photoaffinity labeling. Org Biomol Chem. 2007;5:2916-9 pubmed
    ..The 3-azidodifluoromethyl-3H-diazirin-3-yl group was designed and synthesized as an all-in-one functional group for radioisotope-free photoaffinity labeling. ..
  29. Bahr B, Wisniewski M, Butler D. Positive lysosomal modulation as a unique strategy to treat age-related protein accumulation diseases. Rejuvenation Res. 2012;15:189-97 pubmed publisher
  30. Ranz A, Lankmayr E. Screening and optimization of the derivatization of polar herbicides with trimethylanilinium hydroxide for GC-MS analysis. J Biochem Biophys Methods. 2006;69:3-14 pubmed
    ..A reliably working, rapid method for the preparation of methyl compounds is generated with respect to automation for routine analysis. ..
  31. Chee G, Yalowich J, Bodner A, Wu X, Hasinoff B. A diazirine-based photoaffinity etoposide probe for labeling topoisomerase II. Bioorg Med Chem. 2010;18:830-8 pubmed publisher
  32. Raimer B, Lindel T. Photoactivation of (p-methoxyphenyl)(trifluoromethyl)diazirine in the presence of phenolic reaction partners. Chemistry. 2013;19:6551-5 pubmed publisher
  33. Hussong M, Hoffmeister W, Rominger F, Straub B. Copper and Silver Carbene Complexes without Heteroatom-Stabilization: Structure, Spectroscopy, and Relativistic Effects. Angew Chem Int Ed Engl. 2015;54:10331-5 pubmed publisher
    Salts of a copper and a silver carbene complex were prepared from dimesityl diazomethane, made possible by the steric shielding of the N-heterocyclic carbene (NHC) ancillary ligand IPr**...
  34. Holmgren K, Gustafsson T, Ostin A. Screening of nerve agent markers with hollow fiber-chemosorption of phosphonic acids. J Chromatogr B Analyt Technol Biomed Life Sci. 2016;1033-1034:97-105 pubmed publisher
    ..that have been pre-soaked in a solution containing a derivatization reagent (3,5 triflouro methyl benzene diazomethane)...
  35. Kubyshkin V, Budisa N. Hydrolysis, polarity, and conformational impact of C-terminal partially fluorinated ethyl esters in peptide models. Beilstein J Org Chem. 2017;13:2442-2457 pubmed publisher
    ..One of these methods involves esterification of the C-terminus of peptides using a diazomethane species...
  36. Bendiske J, Bahr B. Lysosomal activation is a compensatory response against protein accumulation and associated synaptopathogenesis--an approach for slowing Alzheimer disease?. J Neuropathol Exp Neurol. 2003;62:451-63 pubmed
    ..These data indicate that compensatory activation of lysosomes follows protein accumulation events, and that lysosomal modulation represents a novel approach for treating Alzheimer disease and other protein deposition diseases. ..
  37. Komoda T, Kishi M, Abe N, Sugiyama Y, Hirota A. Novel lipoxygenase inhibitors, tetrapetalone B, C, and D from Streptomyces sp. Biosci Biotechnol Biochem. 2004;68:903-8 pubmed
    ..They had a tetracyclic skeleton and a beta-D-rhodinosyl moiety. Tetrapetalone B, C, and D inhibited soybean lipoxygenase with IC(50): 320, 360, and 340 microM respectively. ..
  38. Wang J, Sheridan R. A singlet aryl-CF3 carbene: 2-benzothienyl(trifluoromethyl)carbene and interconversion with a strained cyclic allene. Org Lett. 2007;9:3177-80 pubmed
    ..The carbene could be interconverted photochemically with a ring-opened thioquinomethide and a highly strained cyclic allene. ..
  39. Naile J, Garrison A, Avants J, Washington J. Isomers/enantiomers of perfluorocarboxylic acids: Method development and detection in environmental samples. Chemosphere. 2016;144:1722-8 pubmed publisher
    ..Samples were derivatized with diazomethane to form methyl esters of the PFOA isomers...
  40. Riber D, Venkataramana M, Sanyal S, Duvold T. Synthesis and biological evaluation of photoaffinity labeled fusidic acid analogues. J Med Chem. 2006;49:1503-5 pubmed
    ..016-4 microg/mL) and therefore represent a potential tool for the elucidation of the interactions between fusidic acid and its receptor EF-G. ..
  41. Hall M, Xi J, Lor C, Dai S, Pearce R, Dailey W, et al. m-Azipropofol (AziPm) a photoactive analogue of the intravenous general anesthetic propofol. J Med Chem. 2010;53:5667-75 pubmed publisher
    ..Using either mass spectrometry or radiolabeling, this reagent may be used to reveal sites and targets that underlie the mechanism of both the desirable and undesirable actions of this important clinical compound. ..
  42. Kramer J, Fellner V, Dugan M, Sauer F, Mossoba M, Yurawecz M. Evaluating acid and base catalysts in the methylation of milk and rumen fatty acids with special emphasis on conjugated dienes and total trans fatty acids. Lipids. 1997;32:1219-28 pubmed
    ..using several acid- (HCl, BF3, acetyl chloride, H2SO4) or base-catalysts (NaOCH3, tetramethylguanidine, diazomethane), or combinations thereof...
  43. Thornberry N, Bull H, Calaycay J, Chapman K, Howard A, Kostura M, et al. A novel heterodimeric cysteine protease is required for interleukin-1 beta processing in monocytes. Nature. 1992;356:768-74 pubmed
    ..Selective inhibition of the enzyme in human blood monocytes blocks production of mature IL-1 beta, indicating that it is a potential therapeutic target...
  44. Basiuk V, Navarro Gonzalez R, Benilan Y, Raulin F. PM3, AM1, MNDO and MINDO3 semi-empirical IR spectra simulations for compounds of interest for Titan's chemistry: diazomethane, methyl azide, methyl isocyanide, diacetylene and triacetylene. Spectrochim Acta A Mol Biomol Spectrosc. 2001;57:505-11 pubmed
    ..of five compounds of interest for Titan's atmospheric chemistry as test compounds: diacetylene, triacetylene, diazomethane, methyl azide, methyl isocyanide...
  45. Moss R, Fede J, Yan S. SbF(5)-mediated reactions of oxafluorodiazirines. Org Lett. 2001;3:2305-8 pubmed
    ..Phenoxyfluorodiazirine (4) reacts with SbF(5) in benzene to give PhOCF and (ultimately) triphenylmethane by a pathway that avoids fragmentation...
  46. Chu G, Moss R, Sauers R. Dichlorodiazirine: a nitrogenous precursor for dichlorocarbene. J Am Chem Soc. 2005;127:14206-7 pubmed
    ..Dichlorodiazirine, the first nitrogenous precursor for dichlorocarbene, was reasonably stable in the dark at 25 degrees C and efficiently generated the carbene upon photolysis...
  47. Mølgaard A, Arnau J, Lauritzen C, Larsen S, Petersen G, Pedersen J. The crystal structure of human dipeptidyl peptidase I (cathepsin C) in complex with the inhibitor Gly-Phe-CHN2. Biochem J. 2007;401:645-50 pubmed
    ..The inhibitor Gly-Phe-CHN2 (Gly-Phe-diazomethane) was co-crystallized with hDPPI and the structure was determined at 2.0 A (1 A=0.1 nm) resolution...
  48. Tippmann E, Liu W, Summerer D, Mack A, Schultz P. A genetically encoded diazirine photocrosslinker in Escherichia coli. Chembiochem. 2007;8:2210-4 pubmed
  49. Ranz A, Korpecka J, Lankmayr E. Optimized derivatization of acidic herbicides with trimethylsilyldiazomethane for GC analysis. J Sep Sci. 2008;31:746-52 pubmed publisher
    ..TMSD is a mild and safe alternative to the highly toxic, thermally labile, and explosive diazomethane. Due to the novelty of this method, the characteristics of the reaction were investigated and the ..
  50. Devine S, Van Vranken D. Palladium-catalyzed carbene insertion and trapping with carbon nucleophiles. Org Lett. 2008;10:1909-11 pubmed publisher
    ..The allylpalladium intermediate is attacked by the carbon nucleophile to generate a vinylsilane product...
  51. Haberkant P, van Meer G. Protein-lipid interactions: paparazzi hunting for snap-shots. Biol Chem. 2009;390:795-803 pubmed publisher
  52. López Camacho P, Joseph Nathan P, Gordillo Román B, Suárez Castillo O, Morales Ríos M. Cascade [1,3]-sigmatropic rearrangements of ketene O,O-acetals: kinetic and DFT level mechanistic studies. J Org Chem. 2010;75:1898-910 pubmed publisher
    The regioisomeric alpha-cyano ketene-O,O-dialkyl acetals 2a-e and 4a-e, sequential intermediates in the diazomethane induced conversion of indole alpha-cyano-gamma-lactones 1a-e to 2-indolyl cyanomalonates 5a-e, were isolated and ..
  53. Kakutani N, Murai M, Sakiyama N, Miyoshi H. Exploring the binding site of delta(lac)-acetogenin in bovine heart mitochondrial NADH-ubiquinone oxidoreductase. Biochemistry. 2010;49:4794-803 pubmed publisher
  54. Kashiwayama Y, Tomohiro T, Narita K, Suzumura M, Glumoff T, Hiltunen J, et al. Identification of a substrate-binding site in a peroxisomal beta-oxidation enzyme by photoaffinity labeling with a novel palmitoyl derivative. J Biol Chem. 2010;285:26315-25 pubmed publisher
    ..These data suggest that MFE2 anchors its substrate around the region from Trp(249) to Arg(251) and positions the substrate along the hydrophobic cavity in the proper direction toward the catalytic center...
  55. Veldboer K, Vielhaber T, Ahrens H, Hardes J, Streitburger A, Karst U. Determination of zoledronic acid in human urine and blood plasma using liquid chromatography/electrospray mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2011;879:2073-80 pubmed publisher
    ..It consists of a derivatisation of the bisphosphonate with trimethylsilyl diazomethane under multiple methylester formation...
  56. Chen M, Liu K, Zhong D, Chen X. Trimethylsilyldiazomethane derivatization coupled with solid-phase extraction for the determination of alendronate in human plasma by LC-MS/MS. Anal Bioanal Chem. 2012;402:791-8 pubmed publisher
    ..1% and 100.2%. The validated method was successfully applied to characterize the pharmacokinetic profiles of alendronate following the intravenous infusion of 5 or 10 mg alendronate sodium to healthy volunteers...
  57. Malcor J, Bax D, Hamaia S, Davidenko N, Best S, Cameron R, et al. The synthesis and coupling of photoreactive collagen-based peptides to restore integrin reactivity to an inert substrate, chemically-crosslinked collagen. Biomaterials. 2016;85:65-77 pubmed publisher
    ..The method we describe has wide application, beyond collagen films or scaffolds, since the photoreactive diazirine will react with many organic carbon skeletons. ..
  58. Zhang W, Lane R, Mellgren R. The major calpain isozymes are long-lived proteins. Design of an antisense strategy for calpain depletion in cultured cells. J Biol Chem. 1996;271:18825-30 pubmed
    ..Together with previous studies, these results indicate a requirement for calpains in mammalian cell proliferation...
  59. Tanzer R, Hatch T. Characterization of outer membrane proteins in Chlamydia trachomatis LGV serovar L2. J Bacteriol. 2001;183:2686-90 pubmed
  60. Bogdanova A, Popik V. Experimental and theoretical analysis of the photochemistry and thermal reactivity of ethyl diazomalonate and its diazirino isomer. The role of molecular geometry in the decomposition of diazocarbonyl compounds. J Am Chem Soc. 2004;126:11293-302 pubmed
    ..09). This observation suggests that the formation of carbene 5 and isomerization to diazirine proceed from different electronically excited states of ethyl diazomalonate...
  61. Kumutha K, Alias Y. FTIR spectra of plasticized grafted natural rubber-LiCF3SO3 electrolytes. Spectrochim Acta A Mol Biomol Spectrosc. 2006;64:442-7 pubmed
    ..The band appearing at 1643-1645 cm-1 due to the coordination of Li+<--O-C is still under observation and new peaks at 1779 and 1809 cm-1 are responsible to the carbonyl stretches of EC in plasticized salt-polymer electrolytes...
  62. Fillion D, Deraet M, Holleran B, Escher E. Stereospecific synthesis of a carbene-generating angiotensin II analogue for comparative photoaffinity labeling: improved incorporation and absence of methionine selectivity. J Med Chem. 2006;49:2200-9 pubmed
    ..The carbene-generating 12 was more reactive toward inert residues and was not Met-selective compared to the biradical ketone-generating Bpa, allowing for more precise determination of ligand contact points in peptidergic receptors...
  63. Noya Y, Mikami Y, Taneda S, Mori Y, Suzuki A, Ohkura K, et al. Improvement of an efficient separation method for chemicals in diesel exhaust particles: analysis for nitrophenols. Environ Sci Pollut Res Int. 2008;15:318-21 pubmed publisher
    ..Therefore, it was crucial to develop an alternative, efficient, and reliable analytical method. Here, we describe a facile and efficient acid-base extraction procedure for the analysis of nitrophenols...
  64. Li X, Cao J, Li Y, Rondard P, Zhang Y, Yi P, et al. Activity-based probe for specific photoaffinity labeling gamma-aminobutyric acid B (GABAB) receptors on living cells: design, synthesis, and biological evaluation. J Med Chem. 2008;51:3057-60 pubmed publisher
  65. Pace V, Verniest G, Sinisterra J, Alcántara A, De Kimpe N. Improved Arndt-Eistert synthesis of alpha-diazoketones requiring minimal diazomethane in the presence of calcium oxide as acid scavenger. J Org Chem. 2010;75:5760-3 pubmed publisher
    ..The method allows the efficient transformation of acid halides using a stoichiometric amount of diazomethane in the presence of calcium oxide, without concomitant ketene or haloketone formation...
  66. Shenoy R, Sivaraman J. Structural basis for reversible and irreversible inhibition of human cathepsin L by their respective dipeptidyl glyoxal and diazomethylketone inhibitors. J Struct Biol. 2011;173:14-9 pubmed publisher
    ..These studies, combined with other complex structures of cathepsin L, reveal the structural basis for their potency and selectivity...
  67. Sakai T, Ito S, Furuta H, Kawahara Y, Mori Y. Mechanism of the regio- and diastereoselective ring expansion reaction using trimethylsilyldiazomethane. Org Lett. 2012;14:4564-7 pubmed publisher
    An equatorial attack of TMS-diazomethane was determined to be the first step of the BF(3)-promoted ring expansion reaction of six-membered ketones using TMS-diazomethane...
  68. Tomohiro T, Yamamoto A, Tatsumi Y, Hatanaka Y. [3-(Trifluoromethyl)-3H-diazirin-3-yl]coumarin as a carbene-generating photocross-linker with masked fluorogenic beacon. Chem Commun (Camb). 2013;49:11551-3 pubmed publisher
    ..Fluorescence emission from the coumarin moiety was efficiently quenched by the diazirine group, and was then intensively recovered from photolysis treatment by irradiation with light at a wavelength of 365 nm. ..
  69. Moraes M, Birkett M, Gordon Weeks R, Smart L, Martin J, Pye B, et al. cis-Jasmone induces accumulation of defence compounds in wheat, Triticum aestivum. Phytochemistry. 2008;69:9-17 pubmed
    ..These results show, for the first time, that cis-jasmone also induces selective production of secondary metabolites that are capable of directly reducing development of pests, diseases and weeds...
  70. Winnacker M, Breeger S, Strasser R, Carell T. Novel diazirine-containing DNA photoaffinity probes for the investigation of DNA-protein-interactions. Chembiochem. 2009;10:109-18 pubmed publisher
    ..The probes labeled the repair protein efficiently enough to enable subsequent protein analysis by mass spectrometry...
  71. Bond M, Zhang H, Vu P, Kohler J. Photocrosslinking of glycoconjugates using metabolically incorporated diazirine-containing sugars. Nat Protoc. 2009;4:1044-63 pubmed publisher
    ..Synthesis of photocrosslinking sugars requires 4-6 d, and photocrosslinking experiments can be completed in an additional 6 d...
  72. Dabrowski J, Moebius D, Wommack A, Kornahrens A, KINGSBURY J. Catalytic and regioselective ring expansion of arylcyclobutanones with trimethylsilyldiazomethane. Ligand-dependent entry to beta-ketosilane or enolsilane adducts. Org Lett. 2010;12:3598-601 pubmed publisher
    ..By contrast, Sc(hfac)(3) gives beta-ketosilanes with both regio- and diastereocontrol. Each adduct affords the cyclopentanone upon hydrolysis...
  73. Guido C, Jacquemin D, Adamo C, Mennucci B. On the TD-DFT accuracy in determining single and double bonds in excited-state structures of organic molecules. J Phys Chem A. 2010;114:13402-10 pubmed publisher
    ..the study of seven prototype organic molecules characterized by two families of excitations (acrolein, acetone, diazomethane, and propanoic acid anion for n-?* and cis-1,3-butadiene, trans-1,3-butadiene, and pyrrole for ?-?*), and three ..
  74. Romano C, Williams W, Fischberg D, Cocero N, Weiner D, Greene M, et al. Subtype-selective immunoprecipitation of the beta 2-adrenergic receptor. J Neurochem. 1989;53:362-9 pubmed
    ..These species differ in glycosylation, as shown by endoglycosidase F digestion of crude and immunoprecipitated receptors...
  75. Diaz Cintra S, Yong A, Aguilar A, Bi X, Lynch G, Ribak C. Ultrastructural analysis of hippocampal pyramidal neurons from apolipoprotein E-deficient mice treated with a cathepsin inhibitor. J Neurocytol. 2004;33:37-48 pubmed
    ..These results provide ultrastructural data indicating that partial lysosomal dysfunction in apoE-deficient brains rapidly induces characteristic features of the aged human brain...
  76. Jin T, Yamamoto Y. An efficient, facile, and general synthesis of 1h-indazoles by 1,3-dipolar cycloaddition of arynes with diazomethane derivatives. Angew Chem Int Ed Engl. 2007;46:3323-5 pubmed
  77. Morandi B, Cheang J, Carreira E. Iron-catalyzed preparation of trifluoromethyl substituted vinyl- and alkynylcyclopropanes. Org Lett. 2011;13:3080-1 pubmed publisher
    ..The active diazo compound (trifluoromethyl diazomethane) is generated in situ and used in the concomitant cyclopropanation reaction.
  78. Liu H, Sun C, Lee N, Henry R, Lee D. New methylene homologation method for cyclic ketones. Chemistry. 2012;18:11889-93 pubmed publisher
    ..Among proton sources and Lewis acids, silica gel was found to be the most effective reagent for the protonation of intermediates and their subsequent ring expansion (see scheme)...
  79. Seyfried D, Veyna R, Han Y, Li K, Tang N, Betts R, et al. A selective cysteine protease inhibitor is non-toxic and cerebroprotective in rats undergoing transient middle cerebral artery ischemia. Brain Res. 2001;901:94-101 pubmed
    ..The compound belongs to the peptidyl-diazomethane family (cysteine protease inhibitor 1, termed CP-1)...
  80. Ibad M, Langer P, Reiß F, Schulz A, Villinger A. Catalytic trimerization of bis-silylated diazomethane. J Am Chem Soc. 2012;134:17757-68 pubmed publisher
    ..Experiments and computations indicate a three-step reaction including isomerization of diazomethane, a C-C or N-C coupling, and a formal cycloaddition reaction...
  81. Tang X, Edwards E, Holmes B, Falck J, Campbell W. Role of phospholipase C and diacylglyceride lipase pathway in arachidonic acid release and acetylcholine-induced vascular relaxation in rabbit aorta. Am J Physiol Heart Circ Physiol. 2006;290:H37-45 pubmed
    ..The data suggested that ACh activates PLC, DAG lipase, and MAG lipase pathway to release AA from membrane lipids. This pathway is important in regulating vasodilatory eicosanoid synthesis and vascular relaxation in rabbit aorta...
  82. Huang W, Sun W, Song Z, Yu Y, Chen X, Zhang Q. Incorporation of a fluorous diazirine group into phosphatidylinositol 4,5-bisphosphate to illustrate its interaction with ADP-ribosylation factor 1. Org Biomol Chem. 2012;10:5197-201 pubmed publisher
    ..Upon light illumination, the PIP(2) probe effectively crosslinks with small GTPase ADP-ribosylation 1 to form a complex, suggesting that the probe might be suitable to identify PIP(2)-interacting proteins on the proteome level...
  83. Leggio A, Liguori A, Napoli A, Siciliano C, Sindona G. Site selectivity in the synthesis of O-methylated hydroxamic acids with diazomethane. J Org Chem. 2001;66:2246-50 pubmed
    In this paper we report the results obtained by treating some selected hydroxamic acids with diazomethane in ethereal media...
  84. Lavrik I, Sergiev P, Bogdanov A, Zimmermann R, Dontsov O. [Escherichia coli ribosomes as the model to test new photoactivated tRNA analogues, containing 6-thioguanosine]. Mol Biol (Mosk). 2004;38:937-44 pubmed
    ..Cross-links were analysed by oligonucleotide-directed hydrolysis of rRNA by RNase H and reverse transcription. 6-thioguanosine was proved to be a perspective reagent for cross-linking studies of complex ribonucleoproteides...
  85. Ai H, Shen W, Sagi A, Chen P, Schultz P. Probing protein-protein interactions with a genetically encoded photo-crosslinking amino acid. Chembiochem. 2011;12:1854-7 pubmed publisher
  86. Neighbors S, Soine W, Paibir S. Synthesis of N-beta-D-glucopyranosyluronate derivatives of barbital, phenobarbital, metharbital, and mephobarbital. Carbohydr Res. 1995;269:259-72 pubmed
    ..N1-glucuronates were prepared by reaction of the barbital and phenobarbital N1-glucuronate derivatives with diazomethane. The absolute configuration of the phenobarbital N1-beta-D-glucopyranuronate epimers was determined by ..
  87. Zhang J, Lesort M, Guttmann R, Johnson G. Modulation of the in situ activity of tissue transglutaminase by calcium and GTP. J Biol Chem. 1998;273:2288-95 pubmed
    ..The results of these experiments demonstrate that selective changes in calcium and GTP regulate the activity and levels of tTG in situ...
  88. Hashimoto M, Komano T, Nabeta K, Hatanaka Y. Stereoselective synthesis of (E)- and (Z)-beta-bromostyrene containing trifluoromethyldiazirine for photoaffinity labeling. Chem Pharm Bull (Tokyo). 2005;53:140-2 pubmed
    ..The synthetic route easily introduced deuterium, which can be utilized for the detection of a photolabeled component by MS spectrometry, after construction of a trifluoromethyldiazirinyl skeleton...
  89. Vila Perello M, Pratt M, Tulin F, Muir T. Covalent capture of phospho-dependent protein oligomerization by site-specific incorporation of a diazirine photo-cross-linker. J Am Chem Soc. 2007;129:8068-9 pubmed
  90. Winnacker M, Welzmiller V, Strasser R, Carell T. Development of a DNA photoaffinity probe for the analysis of 8-OxodG-binding proteins in a human proteome. Chembiochem. 2010;11:1345-9 pubmed publisher
  91. Bi X, Haque T, Zhou J, Skillman A, Lin B, Lee C, et al. Novel cathepsin D inhibitors block the formation of hyperphosphorylated tau fragments in hippocampus. J Neurochem. 2000;74:1469-77 pubmed
    ..These results support the hypothesis that cathepsin D links lysosomal dysfunction to the etiology of Alzheimer's disease and suggest a new approach to treating the disease...
  92. Mellgren R. A radioimmunologic technique for assessing calpain activation in cells. Methods Mol Biol. 2000;144:161-9 pubmed