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十五肽菌素I-V:由进化枝中一种海洋来源的菌种产生的15个残基的肽菌素

Pentadecaibins I-V: 15-Residue Peptaibols Produced by a Marine-Derived sp. of the Clade.

作者信息

van Bohemen Anne-Isaline, Ruiz Nicolas, Zalouk-Vergnoux Aurore, Michaud Aurore, Robiou du Pont Thibaut, Druzhinina Irina, Atanasova Lea, Prado Soizic, Bodo Bernard, Meslet-Cladiere Laurence, Cochereau Bastien, Bastide Franck, Maslard Corentin, Marchi Muriel, Guillemette Thomas, Pouchus Yves François

机构信息

Université de Nantes, MMS - EA2160, 44000 Nantes, France.

Institute of Chemical, Environmental and Bioscience Engineering, TU Wien, 1040 Vienna, Austria.

出版信息

J Nat Prod. 2021 Apr 23;84(4):1271-1282. doi: 10.1021/acs.jnatprod.0c01355. Epub 2021 Feb 18.

DOI:10.1021/acs.jnatprod.0c01355
PMID:33600182
Abstract

In the course of investigations on peptaibol chemodiversity from marine-derived spp., five new 15-residue peptaibols named pentadecaibins I-V (-) were isolated from the solid culture of the strain sp. MMS1255 belonging to the species complex. Phylogenetic analyses allowed precise positioning of the strain close to lineage inside the clade. Peptaibol sequences were elucidated on the basis of their MS/MS fragmentation and extensive 2D NMR experiments. Amino acid configurations were determined by Marfey's analyses. The pentadecaibins are based on the sequences Ac-Aib-Gly-Ala-Leu-Aib/Iva-Gln-Aib/Iva-Val/Leu-Aib-Ala-Aib-Aib-Aib-Gln-Pheol. Characteristic of the pentadecaibin sequences is the lack of the Aib-Pro motif commonly present in peptaibols produced by spp. Genome sequencing of sp. MMS1255 allowed the detection of a 15-module NRPS-encoding gene closely associated with pentadecaibin biosynthesis. Pentadecaibins were assessed for their potential antiproliferative and antimicrobial activities.

摘要

在对源自海洋的链霉菌属物种的肽菌素化学多样性进行研究的过程中,从属于该物种复合体的菌株sp. MMS1255的固体培养物中分离出了五种新的15个残基的肽菌素,命名为十五肽菌素I-V(-)。系统发育分析能够将该菌株精确地定位在进化枝内靠近谱系的位置。肽菌素序列是根据它们的MS/MS碎片和广泛的二维核磁共振实验确定的。氨基酸构型通过马尔菲分析确定。十五肽菌素基于序列Ac-Aib-Gly-Ala-Leu-Aib/Iva-Gln-Aib/Iva-Val/Leu-Aib-Ala-Aib-Aib-Aib-Gln-Pheol。十五肽菌素序列的特点是缺乏通常存在于链霉菌属产生的肽菌素中的Aib-Pro基序。对菌株sp. MMS1255进行基因组测序,使得能够检测到一个与十五肽菌素生物合成密切相关的15模块NRPS编码基因。对十五肽菌素的潜在抗增殖和抗菌活性进行了评估。

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