DIRECTED BIOSYNTHESIS OF NEW SAFRAMYCIN DERIVATIVES WITH RESTING CELLS OF STREPTOMYCES-LAVENDULAE
DIRECTED BIOSYNTHESIS OF NEW SAFRAMYCIN DERIVATIVES WITH RESTING CELLS OF STREPTOMYCES-LAVENDULAE
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DOI：
10.1128/aac.28.1.5
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发表时间：
1985-01-01
影响因子：
4.9
通讯作者：
MIKAMI, Y
中科院分区：
文献类型：
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作者：
ARAI, T;YAZAWA, K;MIKAMI, Y
Saframycin A是一种由S. lavendulae 314产生的抗肿瘤抗生素，属于n -杂环醌类。生物合成的醌环是由2个酪氨酸分子缩合而成的萨弗霉素A的基本环系统。侧链是由2个氨基酸，即甘氨酸和丙氨酸组成的。补充侧链的各种氨基酸类似物产生了3个新的侧链取代的萨弗霉素衍生物。这3种萨弗霉素分别被命名为Yd-1、Yd-2和Yd-3，它们分别含有2-氨基-正丁酸、甘氨酸和丙氨酸残基，取代了萨弗霉素a侧链中正常的n端丙酮酸。用13c标记的二肽饲喂实验表明，这些氨基酸可能作为二肽单元并入侧链中。萨弗霉素A是由萨弗霉素Y3通过酶解脱胺反应产生的。讨论了薰衣草球菌中萨弗霉素的生物合成。
Saframycin A is an antitumor antibiotic produced by S. lavendulae 314 which falls into the category of the N-heterocyclic quinone group. Biosynthetically the quinone ring is derived from 2 tyrosine molecules which condense to generate the basic ring system of saframycin A. A side chain is derived from 2 amino acids, i.e., glycine and alanine. Supplementation by various amino acid analogs of the side chain produced 3 new saframycin derivatives with a replaced side chain. These 3 saframycins, designated Yd-1, Yd-2 and Yd-3, contained 2-amino-n-butyric acid, glycine and alanine residues, respectively, in place of the normal N-terminal pyruvic acid in the side chain of saframycin A. Feeding experiments with 13C-labeled dipeptide indicated that the amino acids are probably incorporated in the side chain as a dipeptide unit. Saframycin A is produced from saframycin Y3 by an enzymatic deamination reaction. Saframycin biosynthesis in S. lavendulae is discussed.