多粘菌素S的结构。（芽孢杆菌属抗生素的研究。 XXI）

The structure of polymyxin S. (Studies on antibiotics from the genus Bacillus. XXI).

作者信息

Shoji J, Kato T, Hinoo H

出版信息

J Antibiot (Tokyo). 1977 Dec;30(12):1035-41. doi: 10.7164/antibiotics.30.1035.

DOI:10.7164/antibiotics.30.1035

PMID:202583

Abstract

Amino acid analysis on the acid hydrolyzate of polymyxin S1 revealed its amino acid composition. Isolation of the constituent amino acids and measurement of their optical activities clarified their chiralities: Dab(5L), Thr(3L), Ser(1D) and Phe(1D). The constituent fatty acid was identified with anteisononanoic acid by gas chromatography and mass spectrometry. By the action of polymyxin acylase, deacyl polymyxin S was obtained. Successive EDMAN degradation reaction on deacyl polymyxin S revealed the amino acid sequence. Further evidence for the structure of polymyxin S1 was obtained by partial acid hydrolysis on tetra-(DNP)-polymyxin S1.

摘要

对多粘菌素S1的酸水解产物进行氨基酸分析，揭示了其氨基酸组成。分离组成氨基酸并测量其旋光活性，明确了它们的手性：二氨基丁酸（5L）、苏氨酸（3L）、丝氨酸（1D）和苯丙氨酸（1D）。通过气相色谱和质谱法将组成脂肪酸鉴定为异壬酸。通过多粘菌素酰基转移酶的作用，得到了脱酰基多粘菌素S。对脱酰基多粘菌素S进行连续的埃德曼降解反应，揭示了氨基酸序列。通过对四 - （二硝基苯基） - 多粘菌素S1进行部分酸水解，获得了多粘菌素S1结构的进一步证据。