The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
ANTIMETABOLITES PRODUCED BY MICROORGANISMS. XIII
THE SYNTHESIS AND MICROBIOLOGICAL PRODUCTION OF A NOVEL AMINO ACID, L-2-AMINO-4-(2-AMINOETHOXY) BUTANOIC ACID
JAMES P. SCANNELLDAVID L. PRUESSHELEN A. AXABRAHAM JACOBYMARTHA KELLETTARTHUR STEMPEL
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1976 年 29 巻 1 号 p. 38-43

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A novel amino acid, L-2-amino-4-(2-aminoethoxy)-butanoic acid, was isolated from a fermentation broth of Streptomyces sp. X-11, 085. It was shown to be identical with the chemical reduction product of an antimetabolite antibiotic, L-2-amino-4-(2-aminoethoxy)-trans-3-butenoic acid, a co-product in the fermentation. Addition of the title compound to the fermentation led to an enhanced yield of the antimetabolitesuggesting that the saturated amino acid serves as a precursor for the antimetabolite.
A de novo chemical synthesis and enzymatic resolution of the title compound are also reported.

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