Literature DB >> 6580626

Oxygenation of hydrocarbons by cytochrome P-450 model compounds: modification of reactivity by axial ligands.

J P Collman, T Kodadek, S A Raybuck, B Meunier.   

Abstract

The rate of olefin oxygenation catalyzed by synthetic metalloporphyrins is examined, employing sodium hypochlorite as the oxygen atom source. The rate of epoxidation and the stability of the catalyst are shown to be dependent on the nature of the axial ligand employed. A rationale for this effect is presented and analogy is made to the role of the thiolate ligand in cytochrome P-450.

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Year:  1983        PMID: 6580626      PMCID: PMC390122          DOI: 10.1073/pnas.80.22.7039

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  5 in total

1.  Letter: A model for the carbonyl adduct of ferrous cytochrome P450.

Authors:  J P Collman; T N Sorrell
Journal:  J Am Chem Soc       Date:  1975-07-09       Impact factor: 15.419

2.  "Picket fence porphyrins." Synthetic models for oxygen binding hemoproteins.

Authors:  J P Collman; R R Gagne; C A Reed; T R Halbert; G Lang; W T Robinson
Journal:  J Am Chem Soc       Date:  1975-03-19       Impact factor: 15.419

3.  Letter: Oxidized cytochrome P-450. Magnetic circular dichroism evidence for thiolate ligation in the substrate-bound form. Implications for the catalytic mechanism.

Authors:  J H Dawson; R H Holm; J R Trudell; G Barth; R E Linder; E Bunnenberg; C Djerassi; S C Tang
Journal:  J Am Chem Soc       Date:  1976-06-09       Impact factor: 15.419

4.  Proton activities for three states of cytochrome P-450cam.

Authors:  D Dolphin; B R James; H C Welborn
Journal:  Biochem Biophys Res Commun       Date:  1979-05-28       Impact factor: 3.575

Review 5.  Oxygen activation by cytochrome P-450.

Authors:  R E White; M J Coon
Journal:  Annu Rev Biochem       Date:  1980       Impact factor: 23.643

  5 in total
  4 in total

1.  Observations and comments on the mechanism of epoxidation of alkenes by manganese(III) porphyrins with hypochlorite.

Authors:  R W Lee; P C Nakagaki; P N Balasubramanian; T C Bruice
Journal:  Proc Natl Acad Sci U S A       Date:  1988-02       Impact factor: 11.205

2.  The mechanism of photosynthetic water oxidation.

Authors:  G Benger
Journal:  Photosynth Res       Date:  1985-03       Impact factor: 3.573

3.  Target-triggered cascade assembly of a catalytic network as an artificial enzyme for highly efficient sensing.

Authors:  Lei Zhang; Fengjiao Ma; Jianping Lei; Jintong Liu; Huangxian Ju
Journal:  Chem Sci       Date:  2017-04-28       Impact factor: 9.825

4.  Epoxidation of olefins by cytochrome P-450 model compounds: mechanism of oxygen atom transfer.

Authors:  J P Collman; J I Brauman; B Meunier; S A Raybuck; T Kodadek
Journal:  Proc Natl Acad Sci U S A       Date:  1984-05       Impact factor: 11.205

  4 in total

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