Artigo Acesso aberto Revisado por pares

Structure of alahopcin(nourseimycin), a new dipeptide antibiotic.

1985; Springer Nature; Volume: 38; Issue: 3 Linguagem: Inglês

10.7164/antibiotics.38.302

ISSN

1881-1469

Autores

Satoshi Horii, Hiroshi Fukase, Eiji Higashide, Masahiko Yoneda, Hiroyuki Nishida, Heiichi Sakai, Akira Hirota, Akira Isogai,

Tópico(s)

Marine Sponges and Natural Products

Resumo

The structure of alahopcin (nourseimycin) (1), a new dipeptide antibiotic isolated from Streptomyces, has been established to be (2S, 3R)-2-[(L-alanyl)amino]-4-formyl-3-(hydroxy-aminocarbonyl)butyric acid. 1 exists in two cyclic hemiacetal type tautomers formed by intramolecular ring closure between the hydroxyamino group and the formyl group in aqueous solution. The structure of the new weakly acidic amino acid (2), a constituent of 1, is revealed to be (2S, 3R)-2-amino-4-formyl-3-(hydroxyaminocarbonyl)butyric acid, and 2 also exists in two cyclic hemiacetal type tautomers in aqueous solution.

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