L-.BETA.-(5-Hydroxy-2-pyridyl)-alanine and L-.BETA.-(3-hydroxyureido)-alanine from streptomyces.

Shigeharu Inouye, TAKASHI SHOMURA, Takashi Tsuruoka, Yasuaki Ogawa, Hiroshi Watanabe, Junko Yoshida, TARO NIIDA

Chemical and Pharmaceutical Bulletin · 1975 · 36 citations · 0 references

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Abstract

In the course of the chemical screening study on the metabolites from actinomycetes, two unusual amino acids were isolated : L-β-(5-Hydroxy-2-pyridyl)-alanine (1) and L-β-(3-hydroxyureido)-alanine (9). The structures of 1 and 9 were elucidated from the physico-chemical properties of these amino acids and derivatives, and supported by synthesis. Antibacterial activities of 1 and its methylester (2) were antagonized by L-tyrosine, and those of 9 and its derivative (17) by L-glutamine.