STEPHEN LIPPARD

Summary

Affiliation: Massachusetts Institute of Technology
Country: USA

Publications

  1. pmc Control of substrate access to the active site in methane monooxygenase
    Seung Jae Lee
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Nature 494:380-4. 2013
  2. pmc A dual-targeting, p53-independent, apoptosis-inducing platinum(II) anticancer complex, [Pt(BDI(QQ))]Cl
    Kogularamanan Suntharalingam
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Metallomics 6:437-43. 2014
  3. pmc Conjugation of vitamin E analog α-TOS to Pt(iv) complexes for dual-targeting anticancer therapy
    Kogularamanan Suntharalingam
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Chem Commun (Camb) 50:2465-8. 2014
  4. pmc Understanding and improving platinum anticancer drugs--phenanthriplatin
    Timothy C Johnstone
    Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Av, Cambridge, MA, 02139, U S A
    Anticancer Res 34:471-6. 2014
  5. pmc Tris(2-pyridylmethyl)amine (TPA) as a membrane-permeable chelator for interception of biological mobile zinc
    Zhen Huang
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Metallomics 5:648-55. 2013
  6. pmc Photoluminescent DNA binding and cytotoxic activity of a platinum(II) complex bearing a tetradentate β-diketiminate ligand
    Jennifer M Hope
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Dalton Trans 42:3176-80. 2013
  7. pmc Reversible binding of nitric oxide to an Fe(III) complex of a tetra-amido macrocycle
    Michael D Pluth
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Chem Commun (Camb) 48:11981-3. 2012
  8. pmc A C2-symmetric, basic Fe(III) carboxylate complex derived from a novel triptycene-based chelating carboxylate ligand
    Yang Li
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Dalton Trans 41:9272-5. 2012
  9. ncbi request reprint Hydroxylation of C-H bonds at carboxylate-bridged diiron centres
    Stephen J Lippard
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Philos Trans A Math Phys Eng Sci 363:861-77; discussion 1035-40. 2005
  10. ncbi request reprint The inorganic side of chemical biology
    Stephen J Lippard
    Department of Chemistry, Room 18 498, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139 4307, USA
    Nat Chem Biol 2:504-7. 2006

Collaborators

  • Richard Friesner
  • MARTIN E NEWCOMB
  • Minor J Coon
  • Benjamin F Gherman
  • MICHAEL HENDRICH
  • Jens Muller
  • Jean M J Frechet
  • Michael W W Adams
  • Carsten Krebs
  • Brian Hoffman
  • Yun Lu
  • AMY ROSENZWEIG
  • Abhik Ghosh
  • James Whittaker
  • Dennis Stuehr
  • Zhi-Qiang Wang
  • Yang Li
  • Dongwhan Lee
  • Leslie J Murray
  • Emily C Carson
  • Christine E Tinberg
  • Loi H Do
  • Zachary J Tonzetich
  • Mi Hee Lim
  • Kogularamanan Suntharalingam
  • Matthew H Sazinsky
  • Sungho Yoon
  • Michael D Pluth
  • Mu Hyun Baik
  • Victor Guallar
  • Edit Y Tshuva
  • Boi Hanh Huynh
  • Laurance G Beauvais
  • Simone Friedle
  • Michael S McCormick
  • Carolyn C Woodroofe
  • Erwin Reisner
  • Jane Kuzelka
  • Yongwon Jung
  • Bernhard Spingler
  • Jessica L Blazyk
  • Todd C Harrop
  • Ricardo Garcia-Serres
  • Daniel A Kopp
  • Timothy C Johnstone
  • Justin J Wilson
  • Jennifer M Hope
  • Zhen Huang
  • Seung Jae Lee
  • Katherine S Lovejoy
  • Stephen P Cramer
  • Hongxin Wang
  • Rachel K Behan
  • Weiming Bu
  • Edna A Ambundo
  • Min Zhao
  • Ivan Gusarov
  • Jeanet Conradie
  • Yoojin Kim
  • Sunil G Naik
  • Britt Hedman
  • Keith O Hodgson
  • Rayane F Moreira
  • Sumitra Mukhopadhyay
  • Maria Wirstam
  • Mylrajan Muthusamy
  • Heidi Boerzel
  • Shawn C Burdette
  • Adam P Silverman
  • Ga Young Park
  • Wei Lin
  • Brad Pierce
  • Ying Song
  • Sarah J Smith
  • Xiao an Zhang
  • Uhn Soo Cho
  • Miquel Bosch
  • Christian Gespach
  • Sandrine Faivre
  • Ivan Bieche
  • Elisa Tomat
  • Shahin Emami
  • Maurizio D'Incalci
  • Eugenio Erba
  • Maria Serova
  • Massimo Broggini
  • Eric Dowty
  • Esteban Cvitkovic
  • Eric Raymond
  • Yoshitaka Yoda

Detail Information

Publications81

  1. pmc Control of substrate access to the active site in methane monooxygenase
    Seung Jae Lee
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Nature 494:380-4. 2013
    ..Biological catalysis involving small substrates is often accomplished in nature by large proteins and protein complexes. The structure presented in this work provides an elegant example of this principle...
  2. pmc A dual-targeting, p53-independent, apoptosis-inducing platinum(II) anticancer complex, [Pt(BDI(QQ))]Cl
    Kogularamanan Suntharalingam
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Metallomics 6:437-43. 2014
    ..In p53-null cells, [Pt(BDI(QQ))]Cl induces cell death through mitochondrial dysfunction. Cancers with p53-null status could therefore be targeted using [Pt(BDI(QQ))]Cl...
  3. pmc Conjugation of vitamin E analog α-TOS to Pt(iv) complexes for dual-targeting anticancer therapy
    Kogularamanan Suntharalingam
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Chem Commun (Camb) 50:2465-8. 2014
    ..One of the conjugates displays the activity of both cisplatin and α-TOS in cancer cells, causing damage to DNA and mitochondria simultaneously. Accordingly, it serves as a promising dual-targeting anticancer agent. ..
  4. pmc Understanding and improving platinum anticancer drugs--phenanthriplatin
    Timothy C Johnstone
    Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Av, Cambridge, MA, 02139, U S A
    Anticancer Res 34:471-6. 2014
    ..Mechanistic work, including a crystal structure analysis of platinum-modified DNA in the active site of RNA polymerase II, is discussed herein. ..
  5. pmc Tris(2-pyridylmethyl)amine (TPA) as a membrane-permeable chelator for interception of biological mobile zinc
    Zhen Huang
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Metallomics 5:648-55. 2013
    ..These results demonstrate that TPA chelation is a valuable addition to the methodologies available for investigating mobile zinc in biology...
  6. pmc Photoluminescent DNA binding and cytotoxic activity of a platinum(II) complex bearing a tetradentate β-diketiminate ligand
    Jennifer M Hope
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Dalton Trans 42:3176-80. 2013
    ..The cytotoxic activity of the complex, measured in two cancer cell lines, is comparable to or better than that of the established anticancer drug cisplatin...
  7. pmc Reversible binding of nitric oxide to an Fe(III) complex of a tetra-amido macrocycle
    Michael D Pluth
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Chem Commun (Camb) 48:11981-3. 2012
    ..The resultant nitrosyl is labile and dissociates readily upon purging with N(2), thus providing a rare example of reversible NO binding to non-heme iron...
  8. pmc A C2-symmetric, basic Fe(III) carboxylate complex derived from a novel triptycene-based chelating carboxylate ligand
    Yang Li
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Dalton Trans 41:9272-5. 2012
    ..The (L2(Ph4))(2-) ligand undergoes only minor conformational changes upon formation of the complex...
  9. ncbi request reprint Hydroxylation of C-H bonds at carboxylate-bridged diiron centres
    Stephen J Lippard
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Philos Trans A Math Phys Eng Sci 363:861-77; discussion 1035-40. 2005
    ..Reactions of the diiron(II) model complexes with dioxygen similarly generate reactive intermediates, including high-valent species capable not only of hydroxylating pendant C-H bonds but also of oxidizing phosphine and sulphide groups...
  10. ncbi request reprint The inorganic side of chemical biology
    Stephen J Lippard
    Department of Chemistry, Room 18 498, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139 4307, USA
    Nat Chem Biol 2:504-7. 2006
    ..Metal ions function in numerous metalloenzymes, are incorporated into pharmaceuticals and imaging agents, and inspire the synthesis of catalysts used to achieve many chemical transformations...
  11. pmc Biochemistry of mobile zinc and nitric oxide revealed by fluorescent sensors
    Michael D Pluth
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Annu Rev Biochem 80:333-55. 2011
    ..The interplay between zinc and nitric oxide in the nervous, cardiovascular, and immune systems is highlighted to illustrate the contributions of selective fluorescent probes to the study of these two important bioinorganic analytes...
  12. ncbi request reprint Correlating structure with function in bacterial multicomponent monooxygenases and related diiron proteins
    Matthew H Sazinsky
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Acc Chem Res 39:558-66. 2006
    ..Selected findings are compared and contrasted with the properties of other carboxylate-bridged diiron proteins, revealing common structural and functional themes...
  13. ncbi request reprint Domain engineering of the reductase component of soluble methane monooxygenase from Methylococcus capsulatus (Bath)
    Jessica L Blazyk
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Biol Chem 279:5630-40. 2004
    ..A long (14-residue), flexible linker afforded much faster electron transfer between the FAD and [2Fe-2S] cofactors (k = 0.9 s(-1) at 4 degrees C)...
  14. ncbi request reprint Modeling dioxygen-activating centers in non-heme diiron enzymes: carboxylate shifts in diiron(II) complexes supported by sterically hindered carboxylate ligands
    Dongwhan Lee
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 41:2704-19. 2002
    ..Dynamic motion in the primary coordination sphere controls the positioning of open sites and regulates the access of exogenous ligands, processes that also occur in non-heme diiron enzymes during catalysis...
  15. ncbi request reprint Functional mimic of dioxygen-activating centers in non-heme diiron enzymes: mechanistic implications of paramagnetic intermediates in the reactions between diiron(II) complexes and dioxygen
    Dongwhan Lee
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 124:3993-4007. 2002
    ..A mechanism for this reaction is proposed and compared with those of other synthetic and biological systems, in which electron transfer occurs from a low-valent starting material to putative high-valent dioxygen adduct(s)...
  16. ncbi request reprint Chemical synthesis: the art of chemistry
    Stephen J Lippard
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Nature 416:587. 2002
  17. ncbi request reprint Catalytic oxidative ring opening of THF promoted by a carboxylate-bridged diiron complex, triarylphosphines, and dioxygen
    Rayane F Moreira
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 43:4427-34. 2004
    ..A mechanism for catalysis is proposed that accounts for the coupled oxidation of the phosphine and the THF ring-opening reaction...
  18. pmc Products from enzyme-catalyzed oxidations of norcarenes
    Martin Newcomb
    Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL 60607, USA
    J Org Chem 72:1128-33. 2007
    ..5-15 for the enzymes studied here. The oxidation products found in enzyme-catalyzed oxidations of the norcarenes are useful for understanding the complex product mixtures obtained in norcarane oxidations...
  19. pmc Synthesis, structure, and properties of a mixed-valent triiron complex of tetramethyl reductic acid, an ascorbic acid analogue, and its relationship to a functional non-heme iron oxidation catalyst system
    Yoojin Kim
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 46:6099-107. 2007
    ..In the presence of air and H(2)TMRA, 1 is able to catalyze the oxidation of cyclohexane to cyclohexanol with remarkable selectivity, but the nature of the true catalyst remains unknown...
  20. ncbi request reprint Catalytic oxidation by a carboxylate-bridged non-heme diiron complex
    Edit Y Tshuva
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    J Am Chem Soc 124:2416-7. 2002
    ..Triphenylphosphine is oxidized to triphenylphosphine oxide with a turnover number of >2000 mol.P/mol.cat...
  21. pmc Oxidation reactions performed by soluble methane monooxygenase hydroxylase intermediates H(peroxo) and Q proceed by distinct mechanisms
    Christine E Tinberg
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Biochemistry 49:7902-12. 2010
    ....
  22. ncbi request reprint Crystal structure of the toluene/o-xylene monooxygenase hydroxylase from Pseudomonas stutzeri OX1. Insight into the substrate specificity, substrate channeling, and active site tuning of multicomponent monooxygenases
    Matthew H Sazinsky
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Biol Chem 279:30600-10. 2004
    ..An analysis of the ToMOH active site cavity offers insights into the different substrate specificities of multicomponent monooxygenases and explains the behavior of mutant forms of homologous enzymes described in the literature...
  23. pmc Dioxygen activation at non-heme diiron centers: oxidation of a proximal residue in the I100W variant of toluene/o-xylene monooxygenase hydroxylase
    Leslie J Murray
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Biochemistry 46:14795-809. 2007
    ..1 and 1.3 V. We also describe the X-ray crystal structure of the I100W variant of ToMOH...
  24. ncbi request reprint Evaluation of norcarane as a probe for radicals in cytochome p450- and soluble methane monooxygenase-catalyzed hydroxylation reactions
    Martin Newcomb
    Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607, USA
    J Am Chem Soc 124:6879-86. 2002
    ....
  25. pmc Synthesis, characterization, and preliminary oxygenation studies of benzyl- and ethyl-substituted pyridine ligands of carboxylate-rich diiron(II) complexes
    Emily C Carson
    Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Inorg Chem 45:828-36. 2006
    ..Hydrocarbon fragment oxidation occurred for compounds in which the substrate moiety was in close proximity to the diiron center. The extent of oxidation depended upon the exact makeup of the ligand set...
  26. pmc Revisiting the mechanism of dioxygen activation in soluble methane monooxygenase from M. capsulatus (Bath): evidence for a multi-step, proton-dependent reaction pathway
    Christine E Tinberg
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Biochemistry 48:12145-58. 2009
    ..0 and 1.8, respectively, when the reactions are performed in D(2)O. Mechanisms are proposed to account for the observations of these novel intermediates and the proton dependencies of P* to H(peroxo) and H(peroxo) to Q conversion...
  27. pmc Dioxygen-initiated oxidation of heteroatomic substrates incorporated into ancillary pyridine ligands of carboxylate-rich diiron(II) complexes
    Emily C Carson
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Inorg Chem 45:837-48. 2006
    ..This reaction is sensitive to the choice of carboxylate ligands, however, since the p-tolyl analogue 1 yielded a hexanuclear species, 7, upon oxidation...
  28. pmc Mechanistic studies of the oxidative N-dealkylation of a substrate tethered to carboxylate-bridged diiron(II) complexes, [Fe2(mu-O2CAr(Tol))2(O2CAr(Tol))2(N,N-Bn2en)2]
    Sungho Yoon
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 45:5438-46. 2006
    ....
  29. ncbi request reprint Direct nitric oxide detection in aqueous solution by copper(II) fluorescein complexes
    Mi Hee Lim
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 128:14364-73. 2006
    ..The copper-based probes described in the present work form the basis for real-time detection of nitric oxide production in living cells...
  30. pmc X-ray structure of a hydroxylase-regulatory protein complex from a hydrocarbon-oxidizing multicomponent monooxygenase, Pseudomonas sp. OX1 phenol hydroxylase
    Matthew H Sazinsky
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Biochemistry 45:15392-404. 2006
    ..Comparisons between the ToMOH and PHH structures provide insights into their substrate regiospecificities...
  31. pmc Desaturase reactions complicate the use of norcarane as a mechanistic probe. Unraveling the mixture of twenty-plus products formed in enzyme-catalyzed oxidations of norcarane
    Martin Newcomb
    Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL 60607, USA
    J Org Chem 72:1121-7. 2007
    ....
  32. pmc Characterization of the arene-oxidizing intermediate in ToMOH as a diiron(III) species
    Leslie J Murray
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 129:14500-10. 2007
    ....
  33. ncbi request reprint Oxidation of sulfide, phosphine, and benzyl substrates tethered to N-donor pyridine ligands in carboxylate-bridged diiron(II) complexes
    Emily C Carson
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02319, USA
    J Am Chem Soc 126:3412-3. 2004
    ..Upon exposure of these compounds to dioxygen, ligand oxidation ensued and, in one case, proceeded catalytically...
  34. ncbi request reprint Expression and characterization of ferredoxin and flavin adenine dinucleotide binding domains of the reductase component of soluble methane monooxygenase from Methylococcus capsulatus (Bath)
    Jessica L Blazyk
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Biochemistry 41:15780-94. 2002
    ....
  35. ncbi request reprint Hydroxylation of methane by non-heme diiron enzymes: molecular orbital analysis of C-H bond activation by reactive intermediate Q
    Mu Hyun Baik
    Department of Chemistry, Columbia University, New York, New York 10027, USA
    J Am Chem Soc 124:14608-15. 2002
    ....
  36. pmc Meeting of the minds: metalloneurochemistry
    Shawn C Burdette
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Proc Natl Acad Sci U S A 100:3605-10. 2003
    ..Its concentration in brain is in part controlled by metallothionein, and zinc is released in the hippocampus at glutamatergic synapses. New fluorescent sensors have become available to help track such zinc release...
  37. ncbi request reprint Structural features of covalently cross-linked hydroxylase and reductase proteins of soluble methane monooxygenase as revealed by mass spectrometric analysis
    Daniel A Kopp
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Biol Chem 278:20939-45. 2003
    ..Cross-linking to MMOH was diminished but not abolished in the double mutant, indicating that other residues of MMOR also form cross-links to MMOH...
  38. ncbi request reprint Mechanistic studies on the hydroxylation of methane by methane monooxygenase
    Mu Hyun Baik
    Department of Chemistry, Columbia University, New York, New York 10027, USA
    Chem Rev 103:2385-419. 2003
  39. ncbi request reprint Structural and spectroscopic studies of valence-delocalized diiron(II,III) complexes dupported by carboxylate-only bridging ligands
    Dongwhan Lee
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 41:3172-82. 2002
    ..The electron delocalization between paramagnetic metal centers is described by double exchange, which, for the first time, is observed in diiron clusters having no single-atom bridging ligand(s)...
  40. ncbi request reprint Synthetic models for non-heme carboxylate-bridged diiron metalloproteins: strategies and tactics
    Edit Y Tshuva
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Chem Rev 104:987-1012. 2004
  41. ncbi request reprint Zinc-bound thiolate-disulfide exchange: a strategy for inhibiting metallo-beta-lactamases
    Heidi Boerzel
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge 02139, USA
    Inorg Chem 42:1604-15. 2003
    ..Several disulfides allowed to react with metallo-beta-lactamase CcrA from Bacteroides fragilis were moderate to potent irreversible inhibitors of the enzyme...
  42. ncbi request reprint NMR structure of the [2Fe-2S] ferredoxin domain from soluble methane monooxygenase reductase and interaction with its hydroxylase
    Jens Muller
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139 4307, USA
    Biochemistry 41:42-51. 2002
    ..We propose that the [2Fe-2S] domains in these other sMMO systems have a fold very similar to the one found here for M. capsulatus (Bath) MMOR-Fd...
  43. ncbi request reprint Sterically hindered carboxylate ligands support water-bridged dimetallic centers that model features of metallohydrolase active sites
    Dongwhan Lee
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Inorg Chem 41:521-31. 2002
    ..Such double activation of bridging water molecules by a Lewis acidic metal center and a metal-bound general base may facilitate the reactivity of metallohydrolases such as methionine aminopeptidase (MAP)...
  44. ncbi request reprint Synthetic analogue of the [Fe(2)(mu-OH)(2)(mu-O(2)CR)](3+) core of soluble methane monooxygenase hydroxylase via synthesis and dioxygen reactivity of carboxylate-bridged diiron(II) complexes
    Dongwhan Lee
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 41:827-37. 2002
    ..Several reaction pathways are considered to account for this novel chemical transformation, and these are compared with mechanistic frameworks previously developed for related cytochrome P450 and copper(I) dioxygen chemistry...
  45. pmc Characterization of a synthetic peroxodiiron(III) protein model complex by nuclear resonance vibrational spectroscopy
    Loi H Do
    Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA 02139, USA
    Chem Commun (Camb) 47:10945-7. 2011
    ..Isotopic (18)O(2) labelling studies revealed a feature involving motion of the {Fe(2)(O(2))}(4+) core that was not previously observed by resonance Raman spectroscopy...
  46. pmc Spectrum of cellular responses to pyriplatin, a monofunctional cationic antineoplastic platinum(II) compound, in human cancer cells
    Katherine S Lovejoy
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Mol Cancer Ther 10:1709-19. 2011
    ..Because its spectrum of activity differs significantly from those of cisplatin or oxaliplatin, pyriplatin is a lead compound for developing novel drug candidates with cytotoxicity profiles unlike those of drugs currently in use...
  47. pmc Detecting and understanding the roles of nitric oxide in biology
    Zachary J Tonzetich
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 49:6338-48. 2010
    ..Our studies reveal that NO disassembles the Fe-S clusters to form dinitrosyl iron complexes...
  48. ncbi request reprint Influence of steric hindrance on the core geometry and sulfoxidation chemistry of carboxylate-rich diiron(II) complexes
    Erwin Reisner
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 46:10229-40. 2007
    ..External thioether substrates were not oxidized when present in oxygenated solutions of paddlewheel and windmill diiron(II) complexes containing 1-methylimidazole or pyridine ligands, respectively...
  49. ncbi request reprint Metal-based turn-on fluorescent probes for sensing nitric oxide
    Mi Hee Lim
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Acc Chem Res 40:41-51. 2007
    ..Our exploration has provided insight into how the interaction of transition-metal centers with nitric oxide can be utilized for NO sensing...
  50. pmc The aging-associated enzyme CLK-1 is a member of the carboxylate-bridged diiron family of proteins
    Rachel K Behan
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States
    Biochemistry 49:9679-81. 2010
    ..The direct reaction of NADH with a diiron-containing oxidase enzyme has not previously been encountered for any member of the protein superfamily...
  51. pmc 2-Phenoxypyridyl dinucleating ligands for assembly of diiron(II) complexes: efficient reactivity with O(2) to form (mu-Oxo)diiron(III) units
    Loi H Do
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 48:10708-19. 2009
    ..The L(Me,Ph) ligand is robust toward oxidative decomposition and does not display any reversible redox activity...
  52. ncbi request reprint Soluble methane monooxygenase: activation of dioxygen and methane
    Daniel A Kopp
    Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Room 18 498, Cambridge 02139, USA
    Curr Opin Chem Biol 6:568-76. 2002
    ....
  53. ncbi request reprint Dynamics of alkane hydroxylation at the non-heme diiron center in methane monooxygenase
    Victor Guallar
    Department of Chemistry, University of California, Berkeley, CA 94720, USA
    J Am Chem Soc 124:3377-84. 2002
    ....
  54. ncbi request reprint Reactions of methane monooxygenase intermediate Q with derivatized methanes
    Edna A Ambundo
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 124:8770-1. 2002
    ..In addition, evidence of a substrate-binding step that occurs prior to substrate oxidation is observed...
  55. ncbi request reprint Quantum chemical studies of methane monooxygenase: comparision with P450
    Victor Guallar
    Department of Chemistry, Columbia University, New York, NY 10027, USA
    Curr Opin Chem Biol 6:236-42. 2002
    ..For P450CAM, in contrast, the inclusion of the full protein is necessary for an accurate description of the hydrogen atom abstraction...
  56. pmc Current challenges of modeling diiron enzyme active sites for dioxygen activation by biomimetic synthetic complexes
    Simone Friedle
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Chem Soc Rev 39:2768-79. 2010
    ....
  57. pmc Identification of protein-bound dinitrosyl iron complexes by nuclear resonance vibrational spectroscopy
    Zachary J Tonzetich
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 132:6914-6. 2010
    ..NRVS spectra for four iron dinitrosyl model compounds are presented and used as benchmarks for the identification of species formed in the reaction of Pyrococcus furiosus ferredoxin D14C with nitric oxide...
  58. ncbi request reprint 2.4-A crystal structure of the asymmetric platinum complex [Pt(ammine)(cyclohexylamine)]2+ bound to a dodecamer DNA duplex
    Adam P Silverman
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    J Biol Chem 277:49743-9. 2002
    ..These results suggest that differences in activity between these drugs are unlikely to result from gross conformational distortions in DNA structure following platinum intrastrand cross-link formation...
  59. ncbi request reprint Reactions of the diiron(IV) intermediate Q in soluble methane monooxygenase with fluoromethanes
    Laurance G Beauvais
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    Biochem Biophys Res Commun 338:262-6. 2005
    ..KIE values for C-H versus C-D activation above the classical limit were observed, requiring modification of the theoretical predictions...
  60. ncbi request reprint Synthesis, characterization, and dioxygen reactivity of tetracarboxylate-bridged Diiron(II) complexes with coordinated substrates
    Sungho Yoon
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 42:8606-8. 2003
    ..Use of [Fe(2)(micro-O(2)CAr(T)(omicron)(l))(4)(alpha-d(1)-BA(p)()(-)(OMe))(2)] allowed a deuterium kinetic isotope of approximately 3 to be determined...
  61. ncbi request reprint Multiple states of stalled T7 RNA polymerase at DNA lesions generated by platinum anticancer agents
    Yongwon Jung
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139 4307, USA
    J Biol Chem 278:52084-92. 2003
    ..We also discovered that a polymerase stalled at the platinum-DNA lesion can resume transcription after the platinum adduct is chemically removed from the template...
  62. ncbi request reprint Water affects the stereochemistry and dioxygen reactivity of carboxylate-rich diiron(II) models for the diiron centers in dioxygen-dependent non-heme enzymes
    Sungho Yoon
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
    J Am Chem Soc 127:8386-97. 2005
    ..2(HO(2)CAr(Tol)) (6) and [Fe(6)(mu-O)(2)(mu-OH)(4)(mu-O(2)CAr(Tol))(6)(4-NCC(5)H(4)N)(4)Cl(2)] (7)...
  63. pmc Dioxygen activation at non-heme diiron centers: characterization of intermediates in a mutant form of toluene/o-xylene monooxygenase hydroxylase
    Leslie J Murray
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 128:7458-9. 2006
    ..We have tentatively assigned this antiferromagnetically coupled diiron(III) intermediate as a peroxo-bridged cluster, and this complex has also been observed in preliminary studies of the wild-type hydroxylase...
  64. ncbi request reprint Modeling features of the non-heme diiron cores in O2-activating enzymes through the synthesis, characterization, and oxidation of 1,8-naphthyridine-based complexes
    Jane Kuzelka
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 42:6447-57. 2003
    ..The contrast in reactivity of 4 and 5 is attributed to a difference in accessibility of the substrate to the diiron centers of the two compounds. The Mössbauer spectroscopic properties of the diiron(II) complexes were also investigated...
  65. ncbi request reprint A novel two-fluorophore approach to ratiometric sensing of Zn(2+)
    Carolyn C Woodroofe
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 125:11458-9. 2003
    ..The Zn2+-sensing properties of one member of this class are similar to those of the parent ZP1 sensor, with slightly tighter binding and lower background signal...
  66. ncbi request reprint Synthesis and characterization of Cu(2)(I,I), Cu(2)(I,II), and Cu(2)(II,II) compounds supported by two phthalazine-based ligands: influence of a hydrophobic pocket
    Jane Kuzelka
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 43:1751-61. 2004
    ..The different chemical and electrochemical behavior of 1 versus 6 highlights the influence of a hydrophobic binding pocket on the stability and reactivity of the dicopper(I) centers...
  67. pmc Dinitrosyl iron complexes relevant to Rieske cluster nitrosylation
    Zachary J Tonzetich
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 131:7964-5. 2009
    ..One-electron reduction of this compound affords the isolable {Fe(NO)(2)}(10) DNIC. These compounds represent a rare example of structurally analogous DNIC redox partners...
  68. ncbi request reprint Reactions of the peroxo intermediate of soluble methane monooxygenase hydroxylase with ethers
    Laurance G Beauvais
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, 02139, USA
    J Am Chem Soc 127:7370-8. 2005
    ..The rate constants indicate that H(peroxo) is a more electrophilic oxidant than Q. We propose that H(peroxo) reacts via two-electron transfer mechanisms, and that Q reacts by single-electron transfer steps...
  69. ncbi request reprint Esterase-activated two-fluorophore system for ratiometric sensing of biological zinc(II)
    Carolyn C Woodroofe
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Inorg Chem 44:3112-20. 2005
    ..This approach enables intracellular monitoring of total sensor concentration and provides a ratiometric system for sensing biological zinc ion...
  70. ncbi request reprint Substrate trafficking and dioxygen activation in bacterial multicomponent monooxygenases
    Leslie J Murray
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    Acc Chem Res 40:466-74. 2007
    ..The results indicate that the ability of the protein framework to tune the reactivity of the diiron center at structurally similar active sites is substantially more complex than previously recognized...
  71. ncbi request reprint Nature of full-length HMGB1 binding to cisplatin-modified DNA
    Yongwon Jung
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139 4307, USA
    Biochemistry 42:2664-71. 2003
    ..These results illuminate the respective roles of the tandem HMG boxes and the C-terminal acidic tail of HMGB1 in binding to DNA and to the major DNA adducts formed by the anticancer drug cisplatin...
  72. ncbi request reprint Reactivity pathways for nitric oxide and nitrosonium with iron complexes in biologically relevant sulfur coordination spheres
    Todd C Harrop
    Department of Chemistry, Massachusetts Institute of Technology, Room 18 498, Cambridge, MA 02139, USA
    J Inorg Biochem 101:1730-8. 2007
    ..Removal of the coordinated NO ligand of 1 by photolysis and addition of elemental sulfur generates higher nuclearity Fe/S clusters...
  73. ncbi request reprint Copper complexes for fluorescence-based NO detection in aqueous solution
    Mi Hee Lim
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 127:12170-1. 2005
    ..The NO detection limit of these Cu(II) complexes is 10 nM...
  74. ncbi request reprint Substrate hydroxylation in methane monooxygenase: quantitative modeling via mixed quantum mechanics/molecular mechanics techniques
    Benjamin F Gherman
    Department of Chemistry and Center for Biomolecular Simulation, Columbia University, New York, New York 10027, USA
    J Am Chem Soc 127:1025-37. 2005
    ..More sophisticated sampling methods will be required to achieve greater accuracy in this aspect of the calculation...
  75. ncbi request reprint Electronic structure and FeNO conformation of nonheme iron-thiolate-NO complexes: an experimental and DFT study
    Jeanet Conradie
    Department of Chemistry and Center for Theoretical and Computational Chemistry, University of Tromsø, N 9037 Tromsø, Norway
    J Am Chem Soc 129:10446-56. 2007
    ..By contrast, the lack of a trans ligand in [Fe(S(t)Bu)3(NO)](-), a rare example of a tetrahedral {FeNO}(7) complex, results in a "stereochemically inactive" d(z(2)) orbital and an essentially linear FeNO unit...
  76. ncbi request reprint Synthesis and oxidation of carboxylate-bridged diiron(II) complexes with substrates tethered to primary alkyl amine ligands
    Emily C Carson
    Department of Chemistry, Massachusetts Institute of Technology, Room 18 498, Cambridge, MA 02139, USA
    J Inorg Biochem 100:1109-17. 2006
    ..The six-coordinate iron(III) complex with one bidentate and two monodentate carboxylate ligands, [Fe(O(2)CAr(Xyl))(3)(NH(2)(CH(2))(3)CCH)(2)] (6), was isolated from the reaction mixture following oxidation...
  77. pmc Peripheral heme substituents control the hydrogen-atom abstraction chemistry in cytochromes P450
    Victor Guallar
    Department of Chemistry and Center for Biomolecular Simulations, Columbia University, New York, NY 10027, USA
    Proc Natl Acad Sci U S A 100:6998-7002. 2003
    ....
  78. ncbi request reprint Reversible dioxygen binding to hemerythrin
    Maria Wirstam
    Contribution from the Department of Chemistry and Center for Biomolecular Simulation, Columbia University, New York, New York 10027, USA
    J Am Chem Soc 125:3980-7. 2003
    ..The protein strain energy for this system is negligible. The calculated total O(2) binding free energy is in good agreement with that derived from the experimental equilibrium constant...
  79. ncbi request reprint Stopped-flow Fourier transform infrared spectroscopy of nitromethane oxidation by the diiron(IV) intermediate of methane monooxygenase
    Mylrajan Muthusamy
    Department of Biological Chemistry, John Innes Centre, Norwich, NR4 7UH, UK
    J Am Chem Soc 125:11150-1. 2003
    ..These results provide for the first time direct monitoring of the hydroxylation of a methane-derived substrate in the MMOH reaction pathway and demonstrate that Q decay occurs concomitantly with substrate consumption...
  80. pmc Iron complexes of dendrimer-appended carboxylates for activating dioxygen and oxidizing hydrocarbons
    Min Zhao
    Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 130:4352-63. 2008
    ..The results are consistent with the formation of a superoxo species. This diiron compound, in the presence of dioxygen, can oxidize external substrates...
  81. pmc Bacterial nitric-oxide synthases operate without a dedicated redox partner
    Ivan Gusarov
    Department of Biochemistry, New York University School of Medicine, New York, New York 10016, USA
    J Biol Chem 283:13140-7. 2008
    ....

Research Grants36

  1. Fluorescent Sensors to Investigate Zinc Neurochemistry
    STEPHEN LIPPARD; Fiscal Year: 2005
    ..A strategy for attaching the sensors to the extracellular surface of post-synaptic neurons to monitor zinc arrival after synaptic firing will be pursued. ..
  2. NONHEME IRON AND THE BIOLOGICAL OXIDATION OF METHANE
    STEPHEN LIPPARD; Fiscal Year: 2005
    ..A new carboxylate-bridged diiron catalyst for oxo-transfer chemistry will be pursued. Dinucleating ligands that afford closer MMOH mimics will be employed to afford better hydrocarbon oxidation catalysts. ..
  3. Investigation of Zinc Neurochemistry by Fluorescent Sensing and MRI
    STEPHEN LIPPARD; Fiscal Year: 2006
    ..The chemistry devised will also facilitate the development of tools to measure free zinc (pZn) in vivo and may assist in the formulation of strategies for diagnosing, treating, and preventing Zn2+-induced neurological damage. ..
  4. Fluorescent Sensors to Investigate Zinc Neurochemistry
    STEPHEN LIPPARD; Fiscal Year: 2006
    ..A strategy for attaching the sensors to the extracellular surface of post-synaptic neurons to monitor zinc arrival after synaptic firing will be pursued. ..
  5. Nonheme Diiron Centers/Biological Oxidation Hydrocarbons
    STEPHEN LIPPARD; Fiscal Year: 2006
    ....
  6. Investigation of Zinc Neurochemistry by Fluorescent Sensing and MRI
    STEPHEN LIPPARD; Fiscal Year: 2007
    ..The chemistry devised will also facilitate the development of tools to measure free zinc (pZn) in vivo and may assist in the formulation of strategies for diagnosing, treating, and preventing Zn2+-induced neurological damage. ..
  7. Nonheme Diiron Centers and the Biological Oxidation of Hydrocarbons
    STEPHEN LIPPARD; Fiscal Year: 2007
    ....
  8. Nonheme Diiron Centers and the Biological Oxidation of Hydrocarbons
    STEPHEN LIPPARD; Fiscal Year: 2007
    ..abstract_text> ..
  9. CHEMISTRY AND BIOLOGY OF PLATINUM ANTICANCER DRUGS
    STEPHEN LIPPARD; Fiscal Year: 2009
    ..The knowledge acquired will be used to design, synthesize, and evaluate new anticancer drug candidates for targeting and destroying tumors. ..
  10. Investigation of Zinc Neurochemistry by Fluorescent Sensing and MRI
    STEPHEN LIPPARD; Fiscal Year: 2009
    ..damage. ..
  11. Nonheme Diiron Centers and the Biological Oxidation of Hydrocarbons
    STEPHEN LIPPARD; Fiscal Year: 2009
    ....
  12. CHEMISTRY AND BIOLOGY OF PLATINUM ANTICANCER DRUGS
    Stephen J Lippard; Fiscal Year: 2010
    ..The knowledge acquired will be used to design, synthesize, and evaluate new anticancer drug candidates for targeting and destroying tumors. ..
  13. Investigation of Zinc Neurochemistry by Optical Sensing and MRI
    Stephen J Lippard; Fiscal Year: 2010
    ..Uncontrolled zinc levels contribute to neurodegenerative diseases, which may be responsive to zinc-selective chelating agents also devised in the project. ..
  14. Nonheme Diiron Centers and the Biological Oxidation of Hydrocarbons
    STEPHEN LIPPARD; Fiscal Year: 2009
    ....
  15. NONHEME IRON AND THE BIOLOGICAL OXIDATION OF METHANE
    STEPHEN LIPPARD; Fiscal Year: 2003
    ..A new carboxylate-bridged diiron catalyst for oxo-transfer chemistry will be pursued. Dinucleating ligands that afford closer MMOH mimics will be employed to afford better hydrocarbon oxidation catalysts. ..
  16. NONHEME IRON AND THE BIOLOGICAL OXIDATION OF METHANE
    STEPHEN LIPPARD; Fiscal Year: 2004
    ..A new carboxylate-bridged diiron catalyst for oxo-transfer chemistry will be pursued. Dinucleating ligands that afford closer MMOH mimics will be employed to afford better hydrocarbon oxidation catalysts. ..
  17. NONHEME IRON AND THE BIOLOGICAL OXIDATION OF METHANE
    STEPHEN LIPPARD; Fiscal Year: 1999
    ....
  18. NONHEME IRON AND THE BIOLOGICAL OXIDATION OF METHANE
    STEPHEN LIPPARD; Fiscal Year: 2000
    ....
  19. ACQUISITION OF A CRYOPROBE NMR SYSTEM
    STEPHEN LIPPARD; Fiscal Year: 2001
    ..abstract_text> ..
  20. NONHEME IRON AND THE BIOLOGICAL OXIDATION OF METHANE
    STEPHEN LIPPARD; Fiscal Year: 2001
    ....
  21. Fluorescent Sensors to Investigate Zinc Neurochemistry
    STEPHEN LIPPARD; Fiscal Year: 2002
    ..A strategy for attaching the sensors to the extracellular surface of post-synaptic neurons to monitor zinc arrival after synaptic firing will be pursued. ..
  22. NONHEME IRON AND THE BIOLOGICAL OXIDATION OF METHANE
    STEPHEN LIPPARD; Fiscal Year: 2001
    ....
  23. NONHEME IRON AND THE BIOLOGICAL OXIDATION OF METHANE
    STEPHEN LIPPARD; Fiscal Year: 2002
    ..A new carboxylate-bridged diiron catalyst for oxo-transfer chemistry will be pursued. Dinucleating ligands that afford closer MMOH mimics will be employed to afford better hydrocarbon oxidation catalysts. ..
  24. Fluorescent Sensors to Investigate Zinc Neurochemistry
    STEPHEN LIPPARD; Fiscal Year: 2003
    ..A strategy for attaching the sensors to the extracellular surface of post-synaptic neurons to monitor zinc arrival after synaptic firing will be pursued. ..
  25. NONHEME IRON AND THE BIOLOGICAL OXIDATION OF METHANE
    STEPHEN LIPPARD; Fiscal Year: 2003
    ..A new carboxylate-bridged diiron catalyst for oxo-transfer chemistry will be pursued. Dinucleating ligands that afford closer MMOH mimics will be employed to afford better hydrocarbon oxidation catalysts. ..
  26. Fluorescent Sensors to Investigate Zinc Neurochemistry
    STEPHEN LIPPARD; Fiscal Year: 2004
    ..A strategy for attaching the sensors to the extracellular surface of post-synaptic neurons to monitor zinc arrival after synaptic firing will be pursued. ..
  27. Nonheme Diiron Centers and the Biological Oxidation of Hydrocarbons
    Stephen J Lippard; Fiscal Year: 2010
    ..The ability of these hydrocarbon-consuming "superbugs" to degrade chlorinated hydrocarbons has led to their application in the bioremediation of industrial wastewater, decontamination of seawater, and removal of soil pollutants. ..