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Literature summary for 5.1.1.1 extracted from

  • Yoshimura, T.; Goto, M.
    D-amino acids in the brain: structure and function of pyridoxal phosphate-dependent amino acid racemases (2008), FEBS J., 275, 3527-3537.
    View publication on PubMed

Protein Variants

Protein Variants Comment Organism
K39A Lys39 is the catalytic residue required for the abstraction and addition of the alpha-hydrogen of D-alanine, As shown by site-directed mutagenesis (K39A mutant) and chemical rescue studies. Tyr265 is catalytic residue for L-alanine, shown by site-directed mutagenesis (Y265A mutant) Geobacillus stearothermophilus
Y265A Lys39 is the catalytic residue required for the abstraction and addition of the alpha-hydrogen of D-alanine, As shown by site-directed mutagenesis (K39A mutant) and chemical rescue studies. Tyr265 is catalytic residue for L-alanine, shown by site-directed mutagenesis (Y265A mutant) Geobacillus stearothermophilus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
L-alanine Salmonella enterica subsp. enterica serovar Typhimurium
-
D-alanine
-
?
L-alanine Bacillus subtilis
-
D-alanine
-
?
L-alanine Escherichia coli
-
D-alanine
-
?
L-alanine Geobacillus stearothermophilus
-
D-alanine
-
?
L-alanine Bipolaris zeicola
-
D-alanine responsible for the synthesis of the d-alanine moiety present in cyclosporin A and of HC-toxin ?
L-alanine Tolypocladium inflatum responsible for the synthesis of the d-alanine moiety present in cyclosporin A and of HC-toxin D-alanine
-
?

Organism

Organism UniProt Comment Textmining
Bacillus subtilis
-
-
-
Bipolaris zeicola
-
-
-
Escherichia coli
-
-
-
Geobacillus stearothermophilus P10724
-
-
Salmonella enterica subsp. enterica serovar Typhimurium
-
-
-
Tolypocladium inflatum
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
L-alanine
-
Salmonella enterica subsp. enterica serovar Typhimurium D-alanine
-
?
L-alanine
-
Bacillus subtilis D-alanine
-
?
L-alanine
-
Escherichia coli D-alanine
-
?
L-alanine
-
Geobacillus stearothermophilus D-alanine
-
?
L-alanine
-
Bipolaris zeicola D-alanine responsible for the synthesis of the d-alanine moiety present in cyclosporin A and of HC-toxin ?
L-alanine responsible for the synthesis of the d-alanine moiety present in cyclosporin A and of HC-toxin Tolypocladium inflatum D-alanine
-
?

Synonyms

Synonyms Comment Organism
ALR
-
Geobacillus stearothermophilus
DadB
-
Salmonella enterica subsp. enterica serovar Typhimurium
DadB
-
Bacillus subtilis
DadB
-
Escherichia coli

Cofactor

Cofactor Comment Organism Structure
pyridoxal 5'-phosphate
-
Tolypocladium inflatum
pyridoxal 5'-phosphate
-
Bipolaris zeicola
pyridoxal 5'-phosphate once per 1 million turnovers of racemization a H-atom is added to C4-atom of the substrate moiety of the anionic intermediate instead of the reprotonation of the abstracted hydrogen at C(alpha) resulting in pyridoxamine 5'-phosphate Geobacillus stearothermophilus
pyridoxal 5'-phosphate stabilizes anionic intermediate after abstraction of alpha-hydrogen of the substrate amino acid by forming a quinoid intermediate Salmonella enterica subsp. enterica serovar Typhimurium
pyridoxal 5'-phosphate stabilizes anionic intermediate after abstraction of alpha-hydrogen of the substrate amino acid by forming a quinoid intermediate Bacillus subtilis
pyridoxal 5'-phosphate stabilizes anionic intermediate after abstraction of alpha-hydrogen of the substrate amino acid by forming a quinoid intermediate Escherichia coli