Literature DB >> 21975564

Light-initiated hydroxylation of lauric acid using hybrid P450 BM3 enzymes.

Ngoc-Han Tran1, Ngoc Huynh, Thuba Bui, Yen Nguyen, Phuong Huynh, Mary E Cooper, Lionel E Cheruzel.   

Abstract

We have developed hybrid P450 BM3 enzymes consisting of a Ru(II)-diimine photosensitizer covalently attached to non-native single cysteine residues of P450 BM3 heme domain mutants. These enzymes are capable, upon light activation, of selectively hydroxylating lauric acid with 40 times higher total turnover numbers compared to the peroxide shunt. This journal is © The Royal Society of Chemistry 2011

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Year:  2011        PMID: 21975564      PMCID: PMC3213755          DOI: 10.1039/c1cc15124j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  26 in total

Review 1.  P450 BM3: the very model of a modern flavocytochrome.

Authors:  Andrew W Munro; David G Leys; Kirsty J McLean; Ker R Marshall; Tobias W B Ost; Simon Daff; Caroline S Miles; Stephen K Chapman; Dominikus A Lysek; Christopher C Moser; Christopher C Page; P Leslie Dutton
Journal:  Trends Biochem Sci       Date:  2002-05       Impact factor: 13.807

Review 2.  Microbial P450 enzymes in biotechnology.

Authors:  V B Urlacher; S Lutz-Wahl; R D Schmid
Journal:  Appl Microbiol Biotechnol       Date:  2004-01-10       Impact factor: 4.813

3.  A self-sufficient peroxide-driven hydroxylation biocatalyst.

Authors:  Patrick C Cirino; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2003-07-21       Impact factor: 15.336

4.  Dithionite-supported hydroxylation of palmitic acid by cytochrome P450BM-3.

Authors:  X Fang; J R Halpert
Journal:  Drug Metab Dispos       Date:  1996-11       Impact factor: 3.922

5.  Long-range electron transfer.

Authors:  Harry B Gray; Jay R Winkler
Journal:  Proc Natl Acad Sci U S A       Date:  2005-02-28       Impact factor: 11.205

6.  Application of electrochemistry for P450-catalyzed reactions.

Authors:  R W Estabrook; K M Faulkner; M S Shet; C W Fisher
Journal:  Methods Enzymol       Date:  1996       Impact factor: 1.600

7.  Essential role of singlet oxygen species in cytochrome P450-dependent substrate oxygenation by rat liver microsomes.

Authors:  Seiko Hayashi; Hiroyuki Yasui; Hiromu Sakurai
Journal:  Drug Metab Pharmacokinet       Date:  2005-02       Impact factor: 3.614

8.  Long-lifetime Ru(II) complexes as labeling reagents for sulfhydryl groups.

Authors:  F N Castellano; J D Dattelbaum; J R Lakowicz
Journal:  Anal Biochem       Date:  1998-01-15       Impact factor: 3.365

Review 9.  Models and mechanisms of O-O bond activation by cytochrome P450. A critical assessment of the potential role of multiple active intermediates in oxidative catalysis.

Authors:  Peter Hlavica
Journal:  Eur J Biochem       Date:  2004-11

10.  Cobaltocene-mediated catalytic monooxygenation using holo and heme domain cytochrome P450 BM3.

Authors:  Andrew K Udit; Frances H Arnold; Harry B Gray
Journal:  J Inorg Biochem       Date:  2004-09       Impact factor: 4.155

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  13 in total

1.  Promoting P450 BM3 heme domain dimerization with a tris(5-iodoacetamido-1,10-phenanthroline)Ru(II) complex.

Authors:  Mallory Kato; Bridget Foley; Julia Vu; Michael Huynh; Kathreena Lucero; Caroline Harmon; Lionel Cheruzel
Journal:  Biotechnol Appl Biochem       Date:  2020-06-17       Impact factor: 2.431

Review 2.  Ru(II)-diimine functionalized metalloproteins: From electron transfer studies to light-driven biocatalysis.

Authors:  Quan Lam; Mallory Kato; Lionel Cheruzel
Journal:  Biochim Biophys Acta       Date:  2015-09-25

Review 3.  Keeping the spotlight on cytochrome P450.

Authors:  Hadil Shalan; Mallory Kato; Lionel Cheruzel
Journal:  Biochim Biophys Acta Proteins Proteom       Date:  2017-06-06       Impact factor: 3.036

4.  An efficient light-driven P450 BM3 biocatalyst.

Authors:  Ngoc-Han Tran; Daniel Nguyen; Sudharsan Dwaraknath; Sruthi Mahadevan; Garrett Chavez; Angelina Nguyen; Thanh Dao; Sarah Mullen; Thien-Anh Nguyen; Lionel E Cheruzel
Journal:  J Am Chem Soc       Date:  2013-09-19       Impact factor: 15.419

5.  Regio- and stereoselective hydroxylation of 10-undecenoic acid with a light-driven P450 BM3 biocatalyst yielding a valuable synthon for natural product synthesis.

Authors:  Mallory Kato; Daniel Nguyen; Melissa Gonzalez; Alejandro Cortez; Sarah E Mullen; Lionel E Cheruzel
Journal:  Bioorg Med Chem       Date:  2014-06-05       Impact factor: 3.641

6.  A facile and versatile methodology for cysteine specific labeling of proteins with octahedral polypyridyl d⁶ metal complexes.

Authors:  Sudharsan Dwaraknath; Ngoc-Han Tran; Thanh Dao; Alexander Colbert; Sarah Mullen; Angelina Nguyen; Alejandro Cortez; Lionel Cheruzel
Journal:  J Inorg Biochem       Date:  2014-01-10       Impact factor: 4.155

7.  A series of hybrid P450 BM3 enzymes with different catalytic activity in the light-initiated hydroxylation of lauric acid.

Authors:  Ngoc-Han Tran; Ngoc Huynh; Garrett Chavez; Angelina Nguyen; Sudharsan Dwaraknath; Thien-Anh Nguyen; Maxine Nguyen; Lionel Cheruzel
Journal:  J Inorg Biochem       Date:  2012-06-02       Impact factor: 4.155

Review 8.  Ru(II)-diimine complexes and cytochrome P450 working hand-in-hand.

Authors:  Celine Eidenschenk; Lionel Cheruzel
Journal:  J Inorg Biochem       Date:  2020-09-12       Impact factor: 4.155

Review 9.  Electron flow through metalloproteins.

Authors:  Jay R Winkler; Harry B Gray
Journal:  Chem Rev       Date:  2013-11-27       Impact factor: 60.622

10.  Bio-inspired electron-delivering system for reductive activation of dioxygen at metal centres towards artificial flavoenzymes.

Authors:  Yoann Roux; Rémy Ricoux; Frédéric Avenier; Jean-Pierre Mahy
Journal:  Nat Commun       Date:  2015-09-30       Impact factor: 14.919

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