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Molecular Networking-Guided Discovery and Characterization of Stechlisins, a Group of Cyclic Lipopeptides from a Pseudomonas sp.
Journal of Natural Products ( IF 5.1 ) Pub Date : 2020-08-21 , DOI: 10.1021/acs.jnatprod.0c00263
Michael Marner 1 , Maria A Patras 1 , Michael Kurz 2 , Florian Zubeil 1 , Frank Förster 1 , Sören Schuler 1 , Armin Bauer 2 , Peter Hammann 2 , Andreas Vilcinskas 1, 3 , Till F Schäberle 1, 3 , Jens Glaeser 1
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Increasingly sensitive analytical instruments and robust downstream data processing tools have revolutionized natural product research over the past decade. A molecular networking-guided survey led to the identification of 33 new cyclic lipopeptides (CLPs) from the culture broth of the proteobacterium Pseudomonas sp. FhG100052. The compound family resembles members of the amphisin group of CLPs that possess a 3-hydroxy fatty acid linked to the N-terminus of an undecapeptide core. Culture optimization led to the isolation and subsequent structure elucidation of one known and five new derivatives by extensive MS/MS and NMR experiments in combination with Marfey’s analysis. The data were in agreement with in silico analysis of the corresponding biosynthetic gene cluster. Most strikingly, the length of the incorporated fatty acid defined the growth inhibitory effects against Moraxella catarrhalis FH6810, as observed by MIC values ranging from no inhibition (>128 μg/mL) to 4 μg/mL.

中文翻译:

Stechlisins 的分子网络引导发现和表征,一组来自假单胞菌的环状脂肽。

在过去十年中,越来越敏感的分析仪器和强大的下游数据处理工具彻底改变了天然产物的研究。分子网络引导的调查导致从变形杆菌的培养液中鉴定出 33 种新的环状脂肽 (CLP) 。FhG100052。该化合物家族类似于 CLP 的 amphisin 组的成员,这些 CLP 具有与十一肽核心的 N 末端相连的 3-羟基脂肪酸。通过广泛的 MS/MS 和 NMR 实验结合 Marfey 的分析,培养优化导致了一种已知衍生物和五种新衍生物的分离和随后的结构解析。数据与in silico 一致分析相应的生物合成基因簇。最引人注目的是,掺入脂肪酸的长度定义了对卡他莫拉氏菌FH6810的生长抑制作用,如通过从无抑制 (>128 μg/mL) 到 4 μg/mL 的 MIC 值所观察到的。
更新日期:2020-09-25
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