Reactive Intermediates in Cytochrome P450 Catalysis

被引：162

作者：

Krest, Courtney M. ^{[1
]}

Onderko, Elizabeth L. ^{[1
]}

Yosca, Timothy H. ^{[1
]}

Calixto, Julio C. ^{[1
]}

Karp, Richard F. ^{[1
]}

Livada, Jovan ^{[1
]}

Rittle, Jonathan ^{[1
]}

Green, Michael T. ^{[1
]}

机构：

[1] Penn State Univ, Dept Chem, University Pk, PA 16802 USA

来源：

JOURNAL OF BIOLOGICAL CHEMISTRY | 2013年 / 288卷 / 24期

关键词：

CHLOROPEROXIDASE COMPOUND-II; KINETIC CHARACTERIZATION; ALIPHATIC HYDROXYLATION; ELECTRON-TRANSFER; OXYGEN-TRANSFER; P450CAM; ACID; OXIDATION; PEROXYNITRITE; CRYOREDUCTION;

D O I：

10.1074/jbc.R113.473108

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Recently, we reported the spectroscopic and kinetic characterizations of cytochrome P450 compound I in CYP119A1, effectively closing the catalytic cycle of cytochrome P450-mediated hydroxylations. In this minireview, we focus on the developments that made this breakthrough possible. We examine the importance of enzyme purification in the quest for reactive intermediates and report the preparation of compound I in a second P450 (P450(ST)). In an effort to bring clarity to the field, we also examine the validity of controversial reports claiming the production of P450 compound I through the use of peroxynitrite and laser flash photolysis.

引用

页码：17074 / 17081

页数：8

共 54 条

[1] Reaction of cytochrome P450BM3 and peroxynitrite yields nitrosyl complex [J].

Behan, Rachel K. ;

Hoffart, Lee M. ;

Stone, Kari L. ;

Krebs, Carsten ;

Green, Michael T. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (18) :5855-5859

[2] On the status of ferryl protonation [J].

Behan, Rachel K. ;

Green, Michael T. .

JOURNAL OF INORGANIC BIOCHEMISTRY, 2006, 100 (04) :448-459

[3] Evidence for basic ferryls in cytochromes P450 [J].

Behan, Rachel K. ;

Hoffart, Lee M. ;

Stone, Kari L. ;

Krebs, Carsten ;

Green, Michael T. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (35) :11471-11474

[4] Oxidation of 10-undecenoic acid by cytochrome P450BM-3 and its Compound I transient [J].

Chen, Xiaohong ;

Su, Zhi ;

Horner, John H. ;

Newcomb, Martin .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (21) :7427-7433

[5] Microsecond freeze-hyperquenching: development of a new ultrafast micro-mixing and sampling technology and application to enzyme catalysis [J].

Cherepanov, AV ;

de Vries, S .

BIOCHIMICA ET BIOPHYSICA ACTA-BIOENERGETICS, 2004, 1656 (01) :1-31

[6]

Daiber A, 2000, EUR J BIOCHEM, V267, P6729, DOI 10.1046/j.1432-1327.2000.01768.x

[7]

Davydov R, 1999, J INORG BIOCHEM, V74, P110

[8] EPR and ENDOR of catalytic intermediates in cryoreduced native and mutant oxy-cytochromes P450cam: Mutation-induced changes in the proton delivery system [J].

Davydov, R ;

Macdonald, IDG ;

Makris, TM ;

Sligar, SG ;

Hoffman, BM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (45) :10654-10655

[9] Substrate modulation of the properties and reactivity of the oxy-ferrous and hydroperoxo-ferric intermediates of cytochrome P450cam as shown by cryoreduction-EPR/ENDOR spectroscopy [J].

Davydov, R ;

Perera, R ;

Jin, SX ;

Yang, TC ;

Bryson, TA ;

Sono, M ;

Dawson, JH ;

Hoffman, BM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (05) :1403-1413

[10] Characterization of the microsomal cytochrome P4502B4O2 activation intermediates by cryoreduction and electron paramagnetic resonance [J].

Davydov, Roman ;

Razeghifard, Reza ;

Im, Sang-Choul ;

Waskell, Lucy ;

Hoffrnan, Brian M. .

BIOCHEMISTRY, 2008, 47 (36) :9661-9666

← 1 2 3 4 5 6 →