水稻褐鞘假单胞菌的植物毒性代谢产物fuscopeptins的结构

Structure of fuscopeptins, phytotoxic metabolites of Pseudomonas fuscovaginae.

作者信息

Ballio A, Bossa F, Camoni L, Di Giorgio D, Flamand M C, Maraite H, Nitti G, Pucci P, Scaloni A

机构信息

Dipartimento di Scienze Biochimiche 'A. Rossi Fanelli' e Centro di Biologia Molecolare del CNR, Università 'La Sapienza', Roma, Italy.

出版信息

FEBS Lett. 1996 Mar 4;381(3):213-6. doi: 10.1016/0014-5793(96)00043-9.

DOI:10.1016/0014-5793(96)00043-9

PMID:8601458

Abstract

The structure of the fuscopeptins, bioactive lipodepsipeptides produced in culture by the gramineae pathogen Pseudomonas fuscovaginae, has been determined. The combined use of FAB mass spectroscopy NMR spectroscopy and chemical and enzymatic procedures allowed one to define a peptide moiety corresponding to Z-Dhb-D-Pro-L-Leu-D-Ala-D-Ala-D-Ala-D-Ala-D-Val-Gly-D-Ala-D-Val-D-Ala-D- Val-Z-Dhb-Da-Thr-L-Ala-L-Dab-D-Dab-L-Phe with the terminal carboxyl group closing a macrocyclic ring on the hydroxyl group of the allothreonine residue. The N-terminus is in turn acylated by 3-hydroxyoctanoate in fuscopeptin A and 3-hydroxydecanoate in fuscopeptin B. Some preliminary data on the biological activity of fuscopeptins are also reported.

摘要

禾本科病原菌玉米细菌性条斑病菌（Pseudomonas fuscovaginae）在培养过程中产生的具有生物活性的脂缩肽fuscopeptins的结构已被确定。通过结合使用快原子轰击质谱（FAB mass spectroscopy）、核磁共振光谱（NMR spectroscopy）以及化学和酶促方法，得以确定一个肽部分，其对应于Z-Dhb-D-脯氨酸-L-亮氨酸-D-丙氨酸-D-丙氨酸-D-丙氨酸-D-丙氨酸-D-缬氨酸-甘氨酸-D-丙氨酸-D-缬氨酸-D-丙氨酸-D-缬氨酸-Z-Dhb-D-苏氨酸-L-丙氨酸-L-二氨基丁酸-D-二氨基丁酸-L-苯丙氨酸，其末端羧基与别苏氨酸残基的羟基形成一个大环。在fuscopeptin A中，N端依次被3-羟基辛酸酰化，在fuscopeptin B中被3-羟基癸酸酰化。还报道了关于fuscopeptins生物活性的一些初步数据。