Literature DB >> 27505692

The Enzymology of Organic Transformations: A Survey of Name Reactions in Biological Systems.

Chia-I Lin1, Reid M McCarty1, Hung-Wen Liu1.   

Abstract

Chemical reactions that are named in honor of their true, or at least perceived, discoverers are known as "name reactions". This Review is a collection of biological representatives of named chemical reactions. Emphasis is placed on reaction types and catalytic mechanisms that showcase both the chemical diversity in natural product biosynthesis as well as the parallels with synthetic organic chemistry. An attempt has been made, whenever possible, to describe the enzymatic mechanisms of catalysis within the context of their synthetic counterparts and to discuss the mechanistic hypotheses for those reactions that are currently active areas of investigation. This Review has been categorized by reaction type, for example condensation, nucleophilic addition, reduction and oxidation, substitution, carboxylation, radical-mediated, and rearrangements, which are subdivided by name reactions.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords:  biosynthesis; catalysis; enzymes; name reaction; reaction mechanisms

Mesh:

Substances:

Year:  2017        PMID: 27505692      PMCID: PMC5477795          DOI: 10.1002/anie.201603291

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


  277 in total

1.  Efficient lewis acid catalyzed intramolecular cannizzaro reaction

Authors: 
Journal:  J Org Chem       Date:  2000-12-01       Impact factor: 4.354

2.  Computational investigation of the histidine ammonia-lyase reaction: a modified loop conformation and the role of the zinc(II) ion.

Authors:  Amalia-Laura Seff; Sarolta Pilbák; Ioan Silaghi-Dumitrescu; László Poppe
Journal:  J Mol Model       Date:  2010-10-05       Impact factor: 1.810

3.  Evolution of function in the crotonase superfamily: the stereochemical course of the reaction catalyzed by 2-ketocyclohexanecarboxyl-CoA hydrolase.

Authors:  Ellen D Eberhard; John A Gerlt
Journal:  J Am Chem Soc       Date:  2004-06-16       Impact factor: 15.419

4.  A cope rearrangement in the reaction catalyzed by dimethylallyltryptophan synthase?

Authors:  Louis Y P Luk; Qi Qian; Martin E Tanner
Journal:  J Am Chem Soc       Date:  2011-07-21       Impact factor: 15.419

5.  A semipinacol rearrangement directed by an enzymatic system featuring dual-function FAD-dependent monooxygenase.

Authors:  Yohei Katsuyama; Kirsten Harmrolfs; Dominik Pistorius; Yanyan Li; Rolf Müller
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-21       Impact factor: 15.336

6.  Benzoyl-CoA reductase (dearomatizing), a key enzyme of anaerobic aromatic metabolism. A study of adenosinetriphosphatase activity, ATP stoichiometry of the reaction and EPR properties of the enzyme.

Authors:  M Boll; S S Albracht; G Fuchs
Journal:  Eur J Biochem       Date:  1997-03-15

7.  Tryptophan prenyltransferases showing higher catalytic activities for Friedel-Crafts alkylation of o- and m-tyrosines than tyrosine prenyltransferases.

Authors:  Aili Fan; Xiulan Xie; Shu-Ming Li
Journal:  Org Biomol Chem       Date:  2015-07-21       Impact factor: 3.876

8.  Characterization of hydroxylaminobenzene mutase from pNBZ139 cloned from Pseudomonas pseudoalcaligenes JS45. A highly associated SDS-stable enzyme catalyzing an intramolecular transfer of hydroxy groups.

Authors:  Z He; L J Nadeau; J C Spain
Journal:  Eur J Biochem       Date:  2000-02

9.  An aldol switch discovered in stilbene synthases mediates cyclization specificity of type III polyketide synthases.

Authors:  Michael B Austin; Marianne E Bowman; Jean-Luc Ferrer; Joachim Schröder; Joseph P Noel
Journal:  Chem Biol       Date:  2004-09

10.  Crystal structure of a dodecameric FMN-dependent UbiX-like decarboxylase (Pad1) from Escherichia coli O157: H7.

Authors:  Erumbi S Rangarajan; Yunge Li; Pietro Iannuzzi; Ante Tocilj; Li-Wei Hung; Allan Matte; Miroslaw Cygler
Journal:  Protein Sci       Date:  2004-09-30       Impact factor: 6.725

View more
  17 in total

1.  Origin of high stereocontrol in olefin cyclopropanation catalyzed by an engineered carbene transferase.

Authors:  Antonio Tinoco; Yang Wei; John-Paul Bacik; Daniela M Carminati; Eric J Moore; Nozomi Ando; Yong Zhang; Rudi Fasan
Journal:  ACS Catal       Date:  2018-12-28       Impact factor: 13.084

Review 2.  Enzymatic Cascade Reactions in Biosynthesis.

Authors:  Christopher T Walsh; Bradley S Moore
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-20       Impact factor: 15.336

Review 3.  Recent Advances in Enzymatic Complexity Generation: Cyclization Reactions.

Authors:  Christopher T Walsh; Yi Tang
Journal:  Biochemistry       Date:  2017-12-20       Impact factor: 3.162

4.  Evidence for an Enzyme-Catalyzed Rauhut-Currier Reaction during the Biosynthesis of Spinosyn A.

Authors:  Sei-Hyun Choi; Byungsun Jeon; Namho Kim; Hsin-Hui Wu; Tzu-Ping Ko; Mark W Ruszczycky; Eta A Isiorho; Yung-Nan Liu; Adrian T Keatinge-Clay; Ming-Daw Tsai; Hung-Wen Liu
Journal:  J Am Chem Soc       Date:  2021-11-23       Impact factor: 15.419

5.  Additive and Emergent Catalytic Properties of Dimeric Unnatural Amino Acid Derivatives: Aldol and Conjugate Additions.

Authors:  María de Gracia Retamosa; Andrea Ruiz-Olalla; Maddalen Agirre; Abel de Cózar; Tamara Bello; Fernando P Cossío
Journal:  Chemistry       Date:  2021-10-13       Impact factor: 5.020

6.  Mechanism of Methyldehydrofosmidomycin Maturation: Use Olefination to Enable Chain Elongation.

Authors:  Xiaojun Li; Shan Xue; Yisong Guo; Wei-Chen Chang
Journal:  J Am Chem Soc       Date:  2022-04-28       Impact factor: 16.383

7.  Genome Mining of Alkaloidal Terpenoids from a Hybrid Terpene and Nonribosomal Peptide Biosynthetic Pathway.

Authors:  Danielle A Yee; Thomas B Kakule; Wei Cheng; Mengbin Chen; Christine T Y Chong; Yang Hai; Leibniz F Hang; Yiu-Sun Hung; Nicholas Liu; Masao Ohashi; Ikechukwu C Okorafor; Yongxiang Song; Mancheng Tang; Zhuan Zhang; Yi Tang
Journal:  J Am Chem Soc       Date:  2020-01-03       Impact factor: 15.419

8.  Scalable and Selective β-Hydroxy-α-Amino Acid Synthesis Catalyzed by Promiscuous l-Threonine Transaldolase ObiH.

Authors:  Tyler J Doyon; Prasanth Kumar; Sierra Thein; Maeve Kim; Abigail Stitgen; Abbigail M Grieger; Cormac Madigan; Patrick H Willoughby; Andrew R Buller
Journal:  Chembiochem       Date:  2021-11-15       Impact factor: 3.164

Review 9.  Biosynthesis and synthetic biology of psychoactive natural products.

Authors:  Cooper S Jamieson; Joshua Misa; Yi Tang; John M Billingsley
Journal:  Chem Soc Rev       Date:  2021-06-21       Impact factor: 60.615

10.  SAM-dependent enzyme-catalysed pericyclic reactions in natural product biosynthesis.

Authors:  Masao Ohashi; Fang Liu; Yang Hai; Mengbin Chen; Man-Cheng Tang; Zhongyue Yang; Michio Sato; Kenji Watanabe; K N Houk; Yi Tang
Journal:  Nature       Date:  2017-09-13       Impact factor: 49.962

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.