Literature DB >> 17580897

The diverse roles of flavin coenzymes--nature's most versatile thespians.

Steven O Mansoorabadi1, Christopher J Thibodeaux, Hung-wen Liu.   

Abstract

Flavin coenzymes play a variety of roles in biological systems. This Perspective highlights the chemical versatility of flavins by reviewing research on five flavoenzymes that have been studied in our laboratory. Each of the enzymes discussed in this review [the acyl-CoA dehydrogenases (ACDs), CDP-6-deoxy-l-threo-d-glycero-4-hexulose-3-dehydrase reductase (E3), CDP-4-aceto-3,6-dideoxygalactose synthase (YerE), UDP-galactopyranose mutase (UGM), and type II isopentenyl diphosphate:dimethylallyl diphosphate isomerase (IDI-2)] utilizes flavin in a distinct role. In particular, the catalytic mechanisms of two of these enzymes, UGM and IDI-2, may involve novel flavin chemistry.

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Year:  2007        PMID: 17580897      PMCID: PMC2519020          DOI: 10.1021/jo0703092

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  131 in total

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Authors:  C Thorpe; V Massey
Journal:  Biochemistry       Date:  1983-06-07       Impact factor: 3.162

2.  Enzymatic synthesis of cytidine diphosphate 3,6-dideoxyhexoses. 8. Mechanistic roles of enzyme E-1 and pyridoxamine 5'-phosphate in the formation of cytidine diphosphate-4-keto-3,6-dideoxy-D-glucose from cytidine diphosphate-4-keto-6-deoxy-D-glucose.

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Journal:  J Biol Chem       Date:  1974-06-25       Impact factor: 5.157

Review 3.  Chemistry and biochemistry of branched-chain sugars.

Authors:  H Grisebach; R Schmid
Journal:  Angew Chem Int Ed Engl       Date:  1972-03       Impact factor: 15.336

4.  Mechanistic studies with general acyl-CoA dehydrogenase and butyryl-CoA dehydrogenase: evidence for the transfer of the beta-hydrogen to the flavin N(5)-position as a hydride.

Authors:  S Ghisla; C Thorpe; V Massey
Journal:  Biochemistry       Date:  1984-07-03       Impact factor: 3.162

5.  Cofactor characterization and mechanistic studies of CDP-6-deoxy-delta 3,4-glucoseen reductase: exploration into a novel enzymatic C-O bond cleavage event.

Authors:  V P Miller; J S Thorson; O Ploux; S F Lo; H W Liu
Journal:  Biochemistry       Date:  1993-11-09       Impact factor: 3.162

6.  Influence of two substrate analogues on thermodynamic properties of medium-chain acyl-CoA dehydrogenase.

Authors:  B D Johnson; M T Stankovich
Journal:  Biochemistry       Date:  1993-10-12       Impact factor: 3.162

7.  Redox properties of human medium-chain acyl-CoA dehydrogenase, modulation by charged active-site amino acid residues.

Authors:  G J Mancini-Samuelson; V Kieweg; K M Sabaj; S Ghisla; M T Stankovich
Journal:  Biochemistry       Date:  1998-10-13       Impact factor: 3.162

Review 8.  The envelope of mycobacteria.

Authors:  P J Brennan; H Nikaido
Journal:  Annu Rev Biochem       Date:  1995       Impact factor: 23.643

9.  Reductive half-reaction in medium-chain acyl-CoA dehydrogenase: modulation of internal equilibrium by carboxymethylation of a specific methionine residue.

Authors:  J G Cummings; S M Lau; P J Powell; C Thorpe
Journal:  Biochemistry       Date:  1992-09-15       Impact factor: 3.162

10.  Characterization of wild-type and an active site mutant of human medium chain acyl-CoA dehydrogenase after expression in Escherichia coli.

Authors:  P Bross; S Engst; A W Strauss; D P Kelly; I Rasched; S Ghisla
Journal:  J Biol Chem       Date:  1990-05-05       Impact factor: 5.157

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  44 in total

1.  A switch between one- and two-electron chemistry of the human flavoprotein iodotyrosine deiodinase is controlled by substrate.

Authors:  Jimin Hu; Watchalee Chuenchor; Steven E Rokita
Journal:  J Biol Chem       Date:  2014-11-13       Impact factor: 5.157

2.  New role of flavin as a general acid-base catalyst with no redox function in type 2 isopentenyl-diphosphate isomerase.

Authors:  Hideaki Unno; Satoshi Yamashita; Yosuke Ikeda; Shin-Ya Sekiguchi; Norie Yoshida; Tohru Yoshimura; Masami Kusunoki; Toru Nakayama; Tokuzo Nishino; Hisashi Hemmi
Journal:  J Biol Chem       Date:  2009-01-21       Impact factor: 5.157

3.  Electrochemistry Broadens the Scope of Flavin Photocatalysis: Photoelectrocatalytic Oxidation of Unactivated Alcohols.

Authors:  Wen Zhang; Keith L Carpenter; Song Lin
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-18       Impact factor: 15.336

4.  Insights into Thiotemplated Pyrrole Biosynthesis Gained from the Crystal Structure of Flavin-Dependent Oxidase in Complex with Carrier Protein.

Authors:  Hem R Thapa; John M Robbins; Bradley S Moore; Vinayak Agarwal
Journal:  Biochemistry       Date:  2019-01-23       Impact factor: 3.162

5.  Active Site Binding Is Not Sufficient for Reductive Deiodination by Iodotyrosine Deiodinase.

Authors:  Nattha Ingavat; Jennifer M Kavran; Zuodong Sun; Steven E Rokita
Journal:  Biochemistry       Date:  2017-02-16       Impact factor: 3.162

Review 6.  Enzymatic chemistry of cyclopropane, epoxide, and aziridine biosynthesis.

Authors:  Christopher J Thibodeaux; Wei-chen Chang; Hung-wen Liu
Journal:  Chem Rev       Date:  2011-10-21       Impact factor: 60.622

7.  Spectroscopic evidence for direct flavin-flavin contact in a bifurcating electron transfer flavoprotein.

Authors:  H Diessel Duan; Nishya Mohamed-Raseek; Anne-Frances Miller
Journal:  J Biol Chem       Date:  2020-07-13       Impact factor: 5.157

8.  A mammalian reductive deiodinase has broad power to dehalogenate chlorinated and brominated substrates.

Authors:  Patrick M McTamney; Steven E Rokita
Journal:  J Am Chem Soc       Date:  2009-10-14       Impact factor: 15.419

9.  Biosynthesis of (-)-(1S,2R)-allocoronamic acyl thioester by an Fe(II)-dependent halogenase and a cyclopropane-forming flavoprotein.

Authors:  Christopher S Neumann; Christopher T Walsh
Journal:  J Am Chem Soc       Date:  2008-10-02       Impact factor: 15.419

10.  Synthesis of rigidified flavin-guanidinium ion conjugates and investigation of their photocatalytic properties.

Authors:  Harald Schmaderer; Mouchumi Bhuyan; Burkhard König
Journal:  Beilstein J Org Chem       Date:  2009-05-28       Impact factor: 2.883

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