Studies on the formation of the penicillin antigen. II. Some reactions of D-benzylpenicillenic acid in aqueous solution at pH 7.5.

作者: Bernard B. Levine

DOI: 10.1016/0003-9861(61)90314-9

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摘要: Abstract A method of preparing d -benzylpenicillenic acid in high purity is reported. -Benzylpenicillenic acid, a rearrangement product benzylpenicillin, reacted rapidly with water and β-alanine at pH 7.5 to yield -benzylpenicilloic N-( -α-benzylpenicilloyl) β-alanine, respectively. These compounds are probably formed as mixture their diastereomers. Speetrophotometric evidence suggests that may undergo an exchange reaction oxidized glutathione acid-glutathione mixed disulfide. The possibility be the active intermediate by which benzylpenicillin undergoes irreversible tissue bacterial proteins vivo discussed.

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