Literature DB >> 16248642

An unprecedented twist to ODCase catalytic activity.

Masahiro Fujihashi1, Angelica M Bello, Ewa Poduch, Lianhu Wei, Subhash C Annedi, Emil F Pai, Lakshmi P Kotra.   

Abstract

Orotidine-5'-monophosphate decarboxylase (ODCase) has evolved to catalyze a decarboxylation reaction, most probably via a carbanion species at the C6 position of orotidine-5'-monophosphate. We reveal an unusual biochemical pathway of conversion of 6-cyano-uridine-5'-monophosphate by ODCase to barbiturate-5'-monophosphate via perhaps an electrophilic center at the C6 position, leading to inhibition. This potential of ODCase is very useful in the design of novel inhibitors.

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Year:  2005        PMID： 16248642     DOI： 10.1021/ja054865u

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


  10 in total

1.  Structural determinants for the inhibitory ligands of orotidine-5'-monophosphate decarboxylase.

Authors:  Maria Elena Meza-Avina; Lianhu Wei; Yan Liu; Ewa Poduch; Angelica M Bello; Ram K Mishra; Emil F Pai; Lakshmi P Kotra
Journal:  Bioorg Med Chem       Date:  2010-04-09       Impact factor: 3.641

2.  Indiscriminate binding by orotidine 5'-phosphate decarboxylase of uridine 5'-phosphate derivatives with bulky anionic c6 substituents.

Authors:  Charles A Lewis; Richard Wolfenden
Journal:  Biochemistry       Date:  2007-10-30       Impact factor: 3.162

3.  Novel interactions of fluorinated nucleotide derivatives targeting orotidine 5'-monophosphate decarboxylase.

Authors:  Melissa Lewis; Maria Elena Meza-Avina; Lianhu Wei; Ian E Crandall; Angelica Mara Bello; Ewa Poduch; Yan Liu; Christopher J Paige; Kevin C Kain; Emil F Pai; Lakshmi P Kotra
Journal:  J Med Chem       Date:  2011-03-21       Impact factor: 7.446

4.  Atomic resolution structure of the orotidine 5'-monophosphate decarboxylase product complex combined with surface plasmon resonance analysis: implications for the catalytic mechanism.

Authors:  Masahiro Fujihashi; Kazuya Mito; Emil F Pai; Kunio Miki
Journal:  J Biol Chem       Date:  2013-02-10       Impact factor: 5.157

5.  Substrate distortion contributes to the catalysis of orotidine 5'-monophosphate decarboxylase.

Authors:  Masahiro Fujihashi; Toyokazu Ishida; Shingo Kuroda; Lakshmi P Kotra; Emil F Pai; Kunio Miki
Journal:  J Am Chem Soc       Date:  2013-11-11       Impact factor: 15.419

6.  Accelerated hydrolysis of α-halo and α-cyano pyridinium relative to uracil derivatives: a model for ODCase-catalyzed hydrolysis of 6-cyanoUMP.

Authors:  Sha Huang; Freeman M Wong; George T Gassner; Weiming Wu
Journal:  Tetrahedron Lett       Date:  2011-08-03       Impact factor: 2.415

7.  Hydrolysis of α-chloro-substituted 2- and 4-pyridones: rate enhancement by zwitterionic structure.

Authors:  Ronald C Tan; Janie Q T Vien; Weiming Wu
Journal:  Bioorg Med Chem Lett       Date:  2011-12-03       Impact factor: 2.823

8.  Structural characterization of the molecular events during a slow substrate-product transition in orotidine 5'-monophosphate decarboxylase.

Authors:  Masahiro Fujihashi; Lianhu Wei; Lakshmi P Kotra; Emil F Pai
Journal:  J Mol Biol       Date:  2009-02-21       Impact factor: 5.469

9.  Mechanism of OMP decarboxylation in orotidine 5'-monophosphate decarboxylase.

Authors:  Hao Hu; Amy Boone; Weitao Yang
Journal:  J Am Chem Soc       Date:  2008-10-08       Impact factor: 15.419

Review 10.  Accelerating antibiotic discovery through artificial intelligence.

Authors:  Marcelo C R Melo; Jacqueline R M A Maasch; Cesar de la Fuente-Nunez
Journal:  Commun Biol       Date:  2021-09-09
  10 in total

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