Literature DB >> 22568620

Thiamin pyrimidine biosynthesis in Candida albicans : a remarkable reaction between histidine and pyridoxal phosphate.

Rung-Yi Lai1, Siyu Huang, Michael K Fenwick, Amrita Hazra, Yang Zhang, Kanagalaghatta Rajashankar, Benjamin Philmus, Cynthia Kinsland, Jennie Mansell Sanders, Steven E Ealick, Tadhg P Begley.   

Abstract

In Saccharomyces cerevisiae , thiamin pyrimidine is formed from histidine and pyridoxal phosphate (PLP). The origin of all of the pyrimidine atoms has been previously determined using labeling studies and suggests that the pyrimidine is formed using remarkable chemistry that is without chemical or biochemical precedent. Here we report the overexpression of the closely related Candida albicans pyrimidine synthase (THI5p) and the reconstitution and preliminary characterization of the enzymatic activity. A structure of the C. albicans THI5p shows PLP bound at the active site via an imine with Lys62 and His66 in close proximity to the PLP. Our data suggest that His66 of the THI5 protein is the histidine source for pyrimidine formation and that the pyrimidine synthase is a single-turnover enzyme.

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Year:  2012        PMID: 22568620      PMCID: PMC3415583          DOI: 10.1021/ja302474a

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


  9 in total

Review 1.  Cofactor biosynthesis--still yielding fascinating new biological chemistry.

Authors:  Tadhg P Begley; Abhishek Chatterjee; Jeremiah W Hanes; Amrita Hazra; Steven E Ealick
Journal:  Curr Opin Chem Biol       Date:  2008-04-02       Impact factor: 8.822

2.  A "radical dance" in thiamin biosynthesis: mechanistic analysis of the bacterial hydroxymethylpyrimidine phosphate synthase.

Authors:  Abhishek Chatterjee; Amrita B Hazra; Sameh Abdelwahed; David G Hilmey; Tadhg P Begley
Journal:  Angew Chem Int Ed Engl       Date:  2010-11-08       Impact factor: 15.336

3.  2'-hydroxypyridoxol, a biosynthetic precursor of vitamins B(6) and B(1) in yeast.

Authors:  Johannes Zeidler; Nisar Ullah; Ram Nath Gupta; Richard M Pauloski; Brian G Sayer; Ian D Spenser
Journal:  J Am Chem Soc       Date:  2002-05-01       Impact factor: 15.419

4.  The direct precursor of the pyrimidine moiety of thiamin is not urocanic acid but histidine in Saccharomyces cerevisiae.

Authors:  Shiho Ishida; Keiko Tazuya-Murayama; Yukie Kijima; Kazuko Yamada
Journal:  J Nutr Sci Vitaminol (Tokyo)       Date:  2008-02       Impact factor: 2.000

5.  The THI5 gene family of Saccharomyces cerevisiae: distribution of homologues among the hemiascomycetes and functional redundancy in the aerobic biosynthesis of thiamin from pyridoxine.

Authors:  Raymond Wightman; Peter A Meacock
Journal:  Microbiology       Date:  2003-06       Impact factor: 2.777

6.  Biosynthesis of vitamin B1 in yeast. Derivation of the pyrimidine unit from pyridoxine and histidine. Intermediacy of urocanic acid.

Authors:  Johannes Zeidler; Brian G Sayer; Ian D Spenser
Journal:  J Am Chem Soc       Date:  2003-10-29       Impact factor: 15.419

7.  Pyrimidine moiety of thiamin is biosynthesized from pyridoxine and histidine in Saccharomyces cerevisiae.

Authors:  K Tazuya; C Azumi; K Yamada; H Kumaoka
Journal:  Biochem Mol Biol Int       Date:  1995-07

Review 8.  The structural and biochemical foundations of thiamin biosynthesis.

Authors:  Christopher T Jurgenson; Tadhg P Begley; Steven E Ealick
Journal:  Annu Rev Biochem       Date:  2009       Impact factor: 23.643

9.  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

  9 in total
  19 in total

1.  High-resolution crystal structure of the eukaryotic HMP-P synthase (THIC) from Arabidopsis thaliana.

Authors:  Sandrine Coquille; Céline Roux; Angad Mehta; Tadhg P Begley; Teresa B Fitzpatrick; Stéphane Thore
Journal:  J Struct Biol       Date:  2013-10-23       Impact factor: 2.867

2.  Analysis of Chlamydomonas thiamin metabolism in vivo reveals riboswitch plasticity.

Authors:  Michael Moulin; Ginnie T D T Nguyen; Mark A Scaife; Alison G Smith; Teresa B Fitzpatrick
Journal:  Proc Natl Acad Sci U S A       Date:  2013-08-19       Impact factor: 11.205

3.  Structure of a Clostridium botulinum C143S thiaminase I/thiamin complex reveals active site architecture .

Authors:  Megan D Sikowitz; Brateen Shome; Yang Zhang; Tadhg P Begley; Steven E Ealick
Journal:  Biochemistry       Date:  2013-10-25       Impact factor: 3.162

4.  The Nitrogen Atom of Vitamin B6 Is Essential for the Catalysis of Radical Aminomutases.

Authors:  Amarendra Nath Maity; Jun-Ru Chen; Quan-Yuan Li; Shyue-Chu Ke
Journal:  Int J Mol Sci       Date:  2022-05-06       Impact factor: 6.208

5.  Pyridoxal and α-Ketoglutarate Independently Improve Function of Saccharomyces cerevisiae Thi5 in the Metabolic Network of Salmonella enterica.

Authors:  Michael D Paxhia; Diana M Downs
Journal:  J Bacteriol       Date:  2021-10-18       Impact factor: 3.476

6.  Induction of the Sugar-Phosphate Stress Response Allows Saccharomyces cerevisiae 2-Methyl-4-Amino-5-Hydroxymethylpyrimidine Phosphate Synthase To Function in Salmonella enterica.

Authors:  Lauren D Palmer; Michael D Paxhia; Diana M Downs
Journal:  J Bacteriol       Date:  2015-08-31       Impact factor: 3.490

7.  The last piece in the vitamin B1 biosynthesis puzzle: structural and functional insight into yeast 4-amino-5-hydroxymethyl-2-methylpyrimidine phosphate (HMP-P) synthase.

Authors:  Sandrine Coquille; Céline Roux; Teresa B Fitzpatrick; Stéphane Thore
Journal:  J Biol Chem       Date:  2012-10-09       Impact factor: 5.157

8.  An Unusual Route for p-Aminobenzoate Biosynthesis in Chlamydia trachomatis Involves a Probable Self-Sacrificing Diiron Oxygenase.

Authors:  Yamilet Macias-Orihuela; Thomas Cast; Ian Crawford; Kevin J Brandecker; Jennifer J Thiaville; Alexey G Murzin; Valérie de Crécy-Lagard; Robert H White; Kylie D Allen
Journal:  J Bacteriol       Date:  2020-09-23       Impact factor: 3.490

9.  Functional characterization of the HMP-P synthase of Legionella pneumophila (Lpg1565).

Authors:  Michael D Paxhia; Michele S Swanson; Diana M Downs
Journal:  Mol Microbiol       Date:  2020-11-03       Impact factor: 3.979

10.  The Moderately (D)efficient Enzyme: Catalysis-Related Damage In Vivo and Its Repair.

Authors:  Ulschan Bathe; Bryan J Leong; Donald R McCarty; Christopher S Henry; Paul E Abraham; Mark A Wilson; Andrew D Hanson
Journal:  Biochemistry       Date:  2021-11-03       Impact factor: 3.321

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