Literature DB >> 23893546

Enantioselective intramolecular C-H amination catalyzed by engineered cytochrome P450 enzymes in vitro and in vivo.

John A McIntosh1, Pedro S Coelho, Christopher C Farwell, Z Jane Wang, Jared C Lewis, Tristan R Brown, Frances H Arnold.   

Abstract

Entities:  

Keywords:  CH activation; cytochromes; enzyme catalysis; protein engineering; synthetic biology

Mesh：

Substances：

Year:  2013        PMID： 23893546      PMCID： PMC3988694          DOI： 10.1002/anie.201304401

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


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  19 in total

Review 1.  Multiple mechanisms and multiple oxidants in P450-catalyzed hydroxylations.

Authors:  Martin Newcomb; Paul F Hollenberg; Minor J Coon
Journal:  Arch Biochem Biophys       Date:  2003-01-01       Impact factor: 4.013

Review 2.  Mechanism of oxidation reactions catalyzed by cytochrome p450 enzymes.

Authors:  Bernard Meunier; Samuël P de Visser; Sason Shaik
Journal:  Chem Rev       Date:  2004-09       Impact factor: 60.622

Review 3.  P450(BM3) (CYP102A1): connecting the dots.

Authors:  Christopher J C Whitehouse; Stephen G Bell; Luet-Lok Wong
Journal:  Chem Soc Rev       Date:  2011-10-18       Impact factor: 54.564

4.  C-H bond activation in heme proteins: the role of thiolate ligation in cytochrome P450.

Authors:  Michael T Green
Journal:  Curr Opin Chem Biol       Date:  2009-04-03       Impact factor: 8.822

5.  Enantioselective intramolecular benzylic C-H bond amination: efficient synthesis of optically active benzosultams.

Authors:  Masami Ichinose; Hidehiro Suematsu; Yoichi Yasutomi; Yota Nishioka; Tatsuya Uchida; Tsutomu Katsuki
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-12       Impact factor: 15.336

Review 6.  Diversity of P450 enzymes in the biosynthesis of natural products.

Authors:  Larissa M Podust; David H Sherman
Journal:  Nat Prod Rep       Date:  2012-07-23       Impact factor: 13.423

Review 7.  Ammonia lyases and aminomutases as biocatalysts for the synthesis of α-amino and β-amino acids.

Authors:  Nicholas J Turner
Journal:  Curr Opin Chem Biol       Date:  2010-12-03       Impact factor: 8.822

Review 8.  Catalytic C-H functionalization by metalloporphyrins: recent developments and future directions.

Authors:  Hongjian Lu; X Peter Zhang
Journal:  Chem Soc Rev       Date:  2010-11-19       Impact factor: 54.564

9.  Olefin cyclopropanation via carbene transfer catalyzed by engineered cytochrome P450 enzymes.

Authors:  Pedro S Coelho; Eric M Brustad; Arvind Kannan; Frances H Arnold
Journal:  Science       Date:  2012-12-20       Impact factor: 47.728

10.  A serine-substituted P450 catalyzes highly efficient carbene transfer to olefins in vivo.

Authors:  Pedro S Coelho; Z Jane Wang; Maraia E Ener; Stefanie A Baril; Arvind Kannan; Frances H Arnold; Eric M Brustad
Journal:  Nat Chem Biol       Date:  2013-06-23       Impact factor: 15.040
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  48 in total

1.  Effect of proximal ligand substitutions on the carbene and nitrene transferase activity of myoglobin.

Authors:  Eric J Moore; Rudi Fasan
Journal:  Tetrahedron       Date:  2019-03-11       Impact factor: 2.457

Review 2.  Exploiting and engineering hemoproteins for abiological carbene and nitrene transfer reactions.

Authors:  Oliver F Brandenberg; Rudi Fasan; Frances H Arnold
Journal:  Curr Opin Biotechnol       Date:  2017-07-13       Impact factor: 9.740

Review 3.  Expanding P450 catalytic reaction space through evolution and engineering.

Authors:  John A McIntosh; Christopher C Farwell; Frances H Arnold
Journal:  Curr Opin Chem Biol       Date:  2014-03-20       Impact factor: 8.822

Review 4.  Expanding the enzyme universe: accessing non-natural reactions by mechanism-guided directed evolution.

Authors:  Hans Renata; Z Jane Wang; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2015-02-03       Impact factor: 15.336

5.  Squalene hopene cyclases are protonases for stereoselective Brønsted acid catalysis.

Authors:  Stephan C Hammer; Antonija Marjanovic; Jörg M Dominicus; Bettina M Nestl; Bernhard Hauer
Journal:  Nat Chem Biol       Date:  2014-12-15       Impact factor: 15.040

6.  Enzymatic catalysis: New functional twists for P450s.

Authors:  Rudi Fasan
Journal:  Nat Chem       Date:  2017-06-23       Impact factor: 24.427

7.  C-H activation: New recipes for biocatalysis.

Authors:  Eric M Brustad
Journal:  Nat Chem Biol       Date:  2014-01-26       Impact factor: 15.040

8.  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

9.  Improved cyclopropanation activity of histidine-ligated cytochrome P450 enables the enantioselective formal synthesis of levomilnacipran.

Authors:  Z Jane Wang; Hans Renata; Nicole E Peck; Christopher C Farwell; Pedro S Coelho; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-06       Impact factor: 15.336

10.  Asymmetric Enzymatic Synthesis of Allylic Amines: A Sigmatropic Rearrangement Strategy.

Authors:  Christopher K Prier; Todd K Hyster; Christopher C Farwell; Audrey Huang; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-11       Impact factor: 15.336
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