Stereochemistry of the hydrogen abstraction from pyridoxamine phosphate catalyzed by alanine racemase of Bacillus stearothermophilus

Akira Watanabe, Tohru Yoshimura, Young Hee Lim, Yoichi Kurokawa, Kenji Soda, Nobuyoshi Esaki

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Alanine racemase of Bacillus stearothermophilus catalyzes transamination as a side reaction. Stereospecificity for the hydrogen abstraction from C-4′ of pyridoxamine 5′-phosphate occurring in the latter half transamination was examined. Both apo-wild-type and apo-fragmentary alanine racemases abstracted approximately 20 and 80% of tritium from the stereospecifically-labeled (4′S)- and (4′R)-[4′-3H]PMP, respectively, in the presence of pyruvate. Alanine racemase catalyzes the abstraction of both 4′S- and 4′R-hydrogen like amino acid racemase with broad substrate specificity. However, R-isomer preference is a characteristic property of alanine racemase.

Original languageEnglish
Pages (from-to)145-150
Number of pages6
JournalJournal of Molecular Catalysis - B Enzymatic
Volume12
Issue number1-6
DOIs
Publication statusPublished - 2001 Feb 28
Externally publishedYes

Fingerprint

Alanine Racemase
Geobacillus stearothermophilus
Stereochemistry
Bacilli
Hydrogen
Phosphates
Tritium
Isomers
Amino Acid Isomerases
Amino acids
Pyridoxamine
Substrates
Substrate Specificity
Pyruvic Acid
pyridoxamine phosphate

Keywords

  • Alanine racemase
  • Pyridoxal 5′-phosphate
  • Stereochemistry
  • Transamination

ASJC Scopus subject areas

  • Biochemistry
  • Catalysis
  • Process Chemistry and Technology

Cite this

Stereochemistry of the hydrogen abstraction from pyridoxamine phosphate catalyzed by alanine racemase of Bacillus stearothermophilus. / Watanabe, Akira; Yoshimura, Tohru; Lim, Young Hee; Kurokawa, Yoichi; Soda, Kenji; Esaki, Nobuyoshi.

In: Journal of Molecular Catalysis - B Enzymatic, Vol. 12, No. 1-6, 28.02.2001, p. 145-150.

Research output: Contribution to journalArticle

Watanabe, Akira ; Yoshimura, Tohru ; Lim, Young Hee ; Kurokawa, Yoichi ; Soda, Kenji ; Esaki, Nobuyoshi. / Stereochemistry of the hydrogen abstraction from pyridoxamine phosphate catalyzed by alanine racemase of Bacillus stearothermophilus. In: Journal of Molecular Catalysis - B Enzymatic. 2001 ; Vol. 12, No. 1-6. pp. 145-150.
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AU - Esaki, Nobuyoshi

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