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从白色拟无枝酸菌中分离并鉴定新铁载体albachelin的结构

Isolation and structure determination of new siderophore albachelin from Amycolatopsis alba.

作者信息

Kodani Shinya, Komaki Hisayuki, Suzuki Masahiro, Hemmi Hikaru, Ohnishi-Kameyama Mayumi

机构信息

Graduate School of Agriculture, Shizuoka University, 836 Ohya, Suruga-ku, Shizuoka, 422-8529, Japan,

出版信息

Biometals. 2015 Apr;28(2):381-9. doi: 10.1007/s10534-015-9842-z. Epub 2015 Mar 7.

DOI:10.1007/s10534-015-9842-z
PMID:25749409
Abstract

A new siderophore named albachelin was isolated from iron deficient culture of Amycolatopsis alba. The planar structure of albachelin was elucidated by the combination of ESI-MS/MS experiment and NMR spectroscopic analyses of the gallium (III) complex. The structure of albachelin was determined to be a linear peptide consisting of 6 mol of amino acids including 3 mol of serine, one mol each of N-α-acethyl-N-δ-hydroxy-N-δ-formylornithine, N-α-methyl-N-δ-hydroxyornithine, and cyclic N-hydroxyornithine. The stereochemistries of amino acids constituting albachelin were analyzed by applying modified Marfey method to the hydrolysate of albachelin. Based on bioinformatics, we deduced and discussed the possible biosynthetic gene cluster involved in albachelin biosynthesis from the genome sequence of A. alba. By prediction of substrates for adenylation domains, a non-ribosomal peptide biosynthetase gene (AMYAL_RS0130210) was proposed to be the main biosynthetic gene for albachelin biosynthesis. The related genes including transporter for siderophore were found near the NRPS gene as a gene cluster.

摘要

从白色拟无枝酸菌缺铁培养物中分离出一种名为白杆菌素的新型铁载体。通过电喷雾串联质谱(ESI-MS/MS)实验和镓(III)配合物的核磁共振波谱分析相结合的方法阐明了白杆菌素的平面结构。确定白杆菌素的结构为线性肽,由6摩尔氨基酸组成,包括3摩尔丝氨酸、1摩尔N-α-乙酰基-N-δ-羟基-N-δ-甲酰鸟氨酸、1摩尔N-α-甲基-N-δ-羟基鸟氨酸和1摩尔环N-羟基鸟氨酸。通过对白杆菌素水解产物应用改良的马尔菲方法,分析了构成白杆菌素的氨基酸的立体化学。基于生物信息学,我们从白色拟无枝酸菌的基因组序列中推导并讨论了参与白杆菌素生物合成的可能的生物合成基因簇。通过预测腺苷化结构域的底物,提出一个非核糖体肽生物合成酶基因(AMYAL_RS0130210)是白杆菌素生物合成的主要生物合成基因。包括铁载体转运蛋白在内的相关基因在NRPS基因附近作为一个基因簇被发现。

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