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基于丝氨酸和苏氨酸大环内酯支架的三邻苯二酚类生物合成考虑因素。

Biosynthetic considerations of triscatechol siderophores framed on serine and threonine macrolactone scaffolds.

机构信息

Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106-9510, USA.

出版信息

Metallomics. 2017 Jul 19;9(7):824-839. doi: 10.1039/c7mt00111h.

DOI:10.1039/c7mt00111h
PMID:28594012
Abstract

Bacteria often produce siderophores to facilitate iron uptake. One of the most studied siderophores is enterobactin, the macrolactone trimer of 2,3-dihydroxybenzoyl-l-serine, produced by E. coli and many other enteric bacteria. Other siderophores are variants of enterobactin, with structural modifications including expansion of the tri-serine core to a tetra-serine macrolactone, substitution of l-serine with l-threonine, insertion of amino acids (i.e., Gly, l-Ala, d-Lys, d- and l-Arg, l-Orn), catechol glucosylation, and linearization of the tri-serine macrolactone core. In this review we summarize the current understanding of the biosyntheses of these enterobactin variants, placing them in contrast with the well-established biosynthesis of enterobactin.

摘要

细菌通常会产生铁载体来促进铁的摄取。其中研究最多的铁载体是肠菌素,这是由大肠杆菌和许多其他肠道细菌产生的 2,3-二羟基苯甲酰-l-丝氨酸的大环三聚物。其他铁载体是肠菌素的变体,其结构修饰包括将三丝氨酸核心扩展为四丝氨酸大环内酯、用 l-苏氨酸替代 l-丝氨酸、插入氨基酸(即 Gly、l-Ala、d-Lys、d-和 l-Arg、l-Orn)、儿茶酚葡萄糖苷化以及三丝氨酸大环内酯核心的线性化。在这篇综述中,我们总结了目前对这些肠菌素变体生物合成的理解,将它们与已建立的肠菌素生物合成进行对比。

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