Literature DB >> 18652458

Biosynthesis of the thiamin-thiazole in eukaryotes: identification of a thiazole tautomer intermediate.

Abhishek Chatterjee1, Frank C Schroeder, Christopher T Jurgenson, Steven E Ealick, Tadhg P Begley.   

Abstract

Thiamin thiazole biosynthesis in eukaryotes is still not completely understood. In this report, a late intermediate, tightly bound to the active site of the Saccharomyces cerevisiae thiazole synthase, was identified as an adenylated thiazole tautomer. The reactivity of this unusual compound was evaluated. Its identification provides an additional molecular snapshot of the complex reaction sequence catalyzed by the eukaryotic thiazole synthase and identifies the final step of the thiamin-thiazole biosynthesis.

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Year:  2008        PMID： 18652458      PMCID： PMC6040654          DOI： 10.1021/ja802140a

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  8 in total

Review 1.  Current mechanistic understanding of thiamin diphosphate-dependent enzymatic reactions.

Authors:  Frank Jordan
Journal:  Nat Prod Rep       Date:  2003-04       Impact factor: 13.423

Review 2.  Cofactor biosynthesis: an organic chemist's treasure trove.

Authors:  Tadhg P Begley
Journal:  Nat Prod Rep       Date:  2006-01-04       Impact factor: 13.423

3.  Thiamin biosynthesis in eukaryotes: characterization of the enzyme-bound product of thiazole synthase from Saccharomyces cerevisiae and its implications in thiazole biosynthesis.

Authors:  Abhishek Chatterjee; Christopher T Jurgenson; Frank C Schroeder; Steven E Ealick; Tadhg P Begley
Journal:  J Am Chem Soc       Date:  2006-06-07       Impact factor: 15.419

Review 4.  Thiamin biosynthesis in prokaryotes.

Authors:  T P Begley; D M Downs; S E Ealick; F W McLafferty; A P Van Loon; S Taylor; N Campobasso; H J Chiu; C Kinsland; J J Reddick; J Xi
Journal:  Arch Microbiol       Date:  1999-04       Impact factor: 2.552

5.  Structural insights into the function of the thiamin biosynthetic enzyme Thi4 from Saccharomyces cerevisiae.

Authors:  Christopher T Jurgenson; Abhishek Chatterjee; Tadhg P Begley; Steven E Ealick
Journal:  Biochemistry       Date:  2006-09-19       Impact factor: 3.162

6.  Biosynthesis of thiamin thiazole in eukaryotes: conversion of NAD to an advanced intermediate.

Authors:  Abhishek Chatterjee; Christopher T Jurgenson; Frank C Schroeder; Steven E Ealick; Tadhg P Begley
Journal:  J Am Chem Soc       Date:  2007-02-20       Impact factor: 15.419

Review 7.  Structural biology of enzymes of the thiamin biosynthesis pathway.

Authors:  Ethan Settembre; Tadhg P Begley; Steven E Ealick
Journal:  Curr Opin Struct Biol       Date:  2003-12       Impact factor: 6.809

8.  Regulation of THI4 (MOL1), a thiamine-biosynthetic gene of Saccharomyces cerevisiae.

Authors:  U M Praekelt; K L Byrne; P A Meacock
Journal:  Yeast       Date:  1994-04       Impact factor: 3.239
  8 in total
  12 in total

1.  HMP binding protein ThiY and HMP-P synthase THI5 are structural homologues.

Authors:  Shridhar Bale; Kanagalaghatta R Rajashankar; Kay Perry; Tadhg P Begley; Steven E Ealick
Journal:  Biochemistry       Date:  2010-10-19       Impact factor: 3.162

2.  Vitamins and cofactors: highlights of ESBOC 2009.

Authors:  Edward McDonald
Journal:  Nat Chem Biol       Date:  2009-08       Impact factor: 15.040

Review 3.  Thiamin biosynthesis: still yielding fascinating biological chemistry.

Authors:  Tadhg P Begley; Steven E Ealick; Fred W McLafferty
Journal:  Biochem Soc Trans       Date:  2012-06-01       Impact factor: 5.407

4.  Suppression subtractive hybridization and comparative expression of a pore-forming toxin and glycosyl hydrolase genes in Rhizoctonia solani during potato sprout infection.

Authors:  Rony Chamoun; Jamil Samsatly; Suman B Pakala; Marc A Cubeta; Suha Jabaji
Journal:  Mol Genet Genomics       Date:  2014-12-04       Impact factor: 3.291

5.  Biosynthesis of the thiamin thiazole in Bacillus subtilis: identification of the product of the thiazole synthase-catalyzed reaction.

Authors:  Amrita Hazra; Abhishek Chatterjee; Tadhg P Begley
Journal:  J Am Chem Soc       Date:  2009-03-11       Impact factor: 15.419

6.  A Remarkable Oxidative Cascade That Replaces the Riboflavin C8 Methyl with an Amino Group during Roseoflavin Biosynthesis.

Authors:  Isita Jhulki; Prem K Chanani; Sameh H Abdelwahed; Tadhg P Begley
Journal:  J Am Chem Soc       Date:  2016-06-29       Impact factor: 15.419

7.  Saccharomyces cerevisiae THI4p is a suicide thiamine thiazole synthase.

Authors:  Abhishek Chatterjee; N Dinuka Abeydeera; Shridhar Bale; Pei-Jing Pai; Pieter C Dorrestein; David H Russell; Steven E Ealick; Tadhg P Begley
Journal:  Nature       Date:  2011-10-26       Impact factor: 49.962

8.  The upregulation of thiamine (vitamin B1) biosynthesis in Arabidopsis thaliana seedlings under salt and osmotic stress conditions is mediated by abscisic acid at the early stages of this stress response.

Authors:  Maria Rapala-Kozik; Natalia Wolak; Marta Kujda; Agnieszka K Banas
Journal:  BMC Plant Biol       Date:  2012-01-03       Impact factor: 4.215

9.  Vitamin B1 diversity and characterization of biosynthesis genes in cassava.

Authors:  Nathalie Mangel; Jared B Fudge; Teresa B Fitzpatrick; Wilhelm Gruissem; Hervé Vanderschuren
Journal:  J Exp Bot       Date:  2017-06-15       Impact factor: 6.992

10.  Globally Important Haptophyte Algae Use Exogenous Pyrimidine Compounds More Efficiently than Thiamin.

Authors:  Magdalena A Gutowska; Brateen Shome; Sebastian Sudek; Darcy L McRose; Maria Hamilton; Stephen J Giovannoni; Tadhg P Begley; Alexandra Z Worden
Journal:  mBio       Date:  2017-10-10       Impact factor: 7.867
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