Literature DB >> 25867044

The use of ene adducts to study and engineer enoyl-thioester reductases.

Raoul G Rosenthal1, Bastian Vögeli2, Nick Quade3, Guido Capitani4, Patrick Kiefer1, Julia A Vorholt1, Marc-Olivier Ebert5, Tobias J Erb6.   

Abstract

An improved understanding of enzymes' catalytic proficiency and stereoselectivity would further enable applications in chemistry, biocatalysis and industrial biotechnology. We use a chemical probe to dissect individual catalytic steps of enoyl-thioester reductases (Etrs), validating an active site tyrosine as the cryptic proton donor and explaining how it had eluded definitive identification. This information enabled the rational redesign of Etr, yielding mutants that create products with inverted stereochemistry at wild type-like turnover frequency.

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Year:  2015        PMID： 25867044     DOI： 10.1038/nchembio.1794

Source DB:  PubMed          Journal:  Nat Chem Biol        ISSN： 1552-4450            Impact factor:   15.040


  32 in total

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Journal:  Science       Date:  2010-07-16       Impact factor: 47.728

2.  Human prostaglandin reductase 1 (PGR1): Substrate specificity, inhibitor analysis and site-directed mutagenesis.

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Journal:  Chem Biol Interact       Date:  2015-01-22       Impact factor: 5.192

3.  Features and development of Coot.

Authors:  P Emsley; B Lohkamp; W G Scott; K Cowtan
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2010-03-24

4.  Candida tropicalis expresses two mitochondrial 2-enoyl thioester reductases that are able to form both homodimers and heterodimers.

Authors:  Juha M Torkko; Kari T Koivuranta; Alexander J Kastaniotis; Tomi T Airenne; Tuomo Glumoff; Mika Ilves; Andreas Hartig; Aner Gurvitz; J Kalervo Hiltunen
Journal:  J Biol Chem       Date:  2003-07-30       Impact factor: 5.157

5.  A bacteriophage T7 RNA polymerase/promoter system for controlled exclusive expression of specific genes.

Authors:  S Tabor; C C Richardson
Journal:  Proc Natl Acad Sci U S A       Date:  1985-02       Impact factor: 11.205

6.  The crystal structure of a mammalian fatty acid synthase.

Authors:  Timm Maier; Marc Leibundgut; Nenad Ban
Journal:  Science       Date:  2008-09-05       Impact factor: 47.728

7.  Structural studies of an A2-type modular polyketide synthase ketoreductase reveal features controlling α-substituent stereochemistry.

Authors:  Jianting Zheng; Shawn K Piasecki; Adrian T Keatinge-Clay
Journal:  ACS Chem Biol       Date:  2013-06-24       Impact factor: 5.100

8.  Structural basis for catalytic and inhibitory mechanisms of human prostaglandin reductase PTGR2.

Authors:  Yu-Hauh Wu; Tzu-Ping Ko; Rey-Ting Guo; Su-Ming Hu; Lee-Ming Chuang; Andrew H-J Wang
Journal:  Structure       Date:  2008-11-12       Impact factor: 5.006

9.  Divergence of multimodular polyketide synthases revealed by a didomain structure.

Authors:  Jianting Zheng; Darren C Gay; Borries Demeler; Mark A White; Adrian T Keatinge-Clay
Journal:  Nat Chem Biol       Date:  2012-05-27       Impact factor: 15.040

10.  Phaser crystallographic software.

Authors:  Airlie J McCoy; Ralf W Grosse-Kunstleve; Paul D Adams; Martyn D Winn; Laurent C Storoni; Randy J Read
Journal:  J Appl Crystallogr       Date:  2007-07-13       Impact factor: 3.304
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  9 in total

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Authors:  Man-Cheng Tang; Yi Zou; Kenji Watanabe; Christopher T Walsh; Yi Tang
Journal:  Chem Rev       Date:  2016-12-12       Impact factor: 60.622

2.  Structural Basis for Cyclopropanation by a Unique Enoyl-Acyl Carrier Protein Reductase.

Authors:  Dheeraj Khare; Wendi A Hale; Ashootosh Tripathi; Liangcai Gu; David H Sherman; William H Gerwick; Kristina Håkansson; Janet L Smith
Journal:  Structure       Date:  2015-10-29       Impact factor: 5.006

Review 3.  Stereocontrol within polyketide assembly lines.

Authors:  Adrian T Keatinge-Clay
Journal:  Nat Prod Rep       Date:  2016-02       Impact factor: 13.423

4.  A conserved threonine prevents self-intoxication of enoyl-thioester reductases.

Authors:  Raoul G Rosenthal; Bastian Vögeli; Tristan Wagner; Seigo Shima; Tobias J Erb
Journal:  Nat Chem Biol       Date:  2017-05-15       Impact factor: 15.040

5.  Four amino acids define the CO2 binding pocket of enoyl-CoA carboxylases/reductases.

Authors:  Gabriele M M Stoffel; David Adrian Saez; Hasan DeMirci; Bastian Vögeli; Yashas Rao; Jan Zarzycki; Yasuo Yoshikuni; Soichi Wakatsuki; Esteban Vöhringer-Martinez; Tobias J Erb
Journal:  Proc Natl Acad Sci U S A       Date:  2019-06-26       Impact factor: 11.205

6.  InhA, the enoyl-thioester reductase from Mycobacterium tuberculosis forms a covalent adduct during catalysis.

Authors:  Bastian Vögeli; Raoul G Rosenthal; Gabriele M M Stoffel; Tristan Wagner; Patrick Kiefer; Niña Socorro Cortina; Seigo Shima; Tobias J Erb
Journal:  J Biol Chem       Date:  2018-09-14       Impact factor: 5.157

7.  How the Destabilization of a Reaction Intermediate Affects Enzymatic Efficiency: The Case of Human Transketolase.

Authors:  Mario Prejanò; Fabiola E Medina; Maria J Ramos; Nino Russo; Pedro A Fernandes; Tiziana Marino
Journal:  ACS Catal       Date:  2020-02-07       Impact factor: 13.084

8.  Benzylmalonyl-CoA dehydrogenase, an enzyme involved in bacterial auxin degradation.

Authors:  Karola Schühle; Martin Saft; Bastian Vögeli; Tobias J Erb; Johann Heider
Journal:  Arch Microbiol       Date:  2021-05-31       Impact factor: 2.552

9.  Structural and catalytic characterization of Blastochloris viridis and Pseudomonas aeruginosa homospermidine synthases supports the essential role of cation-π interaction.

Authors:  F Helfrich; Axel J Scheidig
Journal:  Acta Crystallogr D Struct Biol       Date:  2021-09-23       Impact factor: 7.652
  9 in total

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