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Enzymatic Synthesis of β-Lactam Antibiotics andN-Fatty-Acylated Amino Compounds by the Acyl-Transfer Reaction Catalyzed by Penicillin V Acylase fromStreptomyces mobaraensis
Author(s) -
Mayuko Koreishi,
Kazuha TANI,
Yuuichi ISE,
Hiroyuki Imanaka,
Koreyoshi Imamura,
Kazuhiro Nakanishi
Publication year - 2007
Publication title -
bioscience biotechnology and biochemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.509
H-Index - 116
eISSN - 1347-6947
pISSN - 0916-8451
DOI - 10.1271/bbb.70052
Subject(s) - chemistry , penicillin amidase , acylation , acyl group , nucleophile , nucleophilic acyl substitution , enzyme , penicillin , catalysis , antibiotics , substrate (aquarium) , fatty acid , lactam , stereochemistry , amino acid , organic chemistry , biochemistry , biology , ecology , alkyl
Penicillin V acylase from Streptomyces mobaraensis (Sm-PVA) showed high acyl-transfer activity in reactions using methyl esters of carboxylic acid (acyl donor) and amino compounds (nucleophile), to produce the corresponding amides. Moreover, Sm-PVA had broad substrate specificity, as indicated by the fact that it catalyzed the efficient synthesis of beta-lactam antibiotics, capsaicin derivatives, and N-fatty-acyl-amino acid/N-fatty-acyl-peptide derivatives.

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