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马赛菌素生物合成在sp. NR 4-1中的中间体和分流产物。

Intermediates and shunt products of massiliachelin biosynthesis in sp. NR 4-1.

作者信息

Steinmetz Till, Lombe Blaise Kimbadi, Nett Markus

机构信息

Department of Biochemical and Chemical Engineering, Laboratory of Technical Biology, TU Dortmund University, Emil-Figge-Strasse 66, 44227 Dortmund, Germany.

出版信息

Beilstein J Org Chem. 2023 Jun 23;19:909-917. doi: 10.3762/bjoc.19.69. eCollection 2023.

DOI:10.3762/bjoc.19.69
PMID:37377775
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10291242/
Abstract

Siderophores are small molecules secreted by microorganisms in order to scavenge iron from the environment. An example is the thiazoline-containing natural product massiliachelin, which is produced by sp. NR 4-1 under iron-deficient conditions. Based on experimental evidence and genome analysis, it was suspected that this bacterium synthesizes further iron-chelating molecules. After a thorough inspection of its metabolic profile, six previously overlooked compounds were isolated that were active in the chrome azurol S (CAS) assay. Mass spectrometric measurements and nuclear magnetic resonance spectroscopic analyses identified these compounds as possible biosynthetic intermediates or shunt products of massiliachelin. Their bioactivity was tested against one Gram-positive and three Gram-negative bacteria.

摘要

铁载体是微生物分泌的小分子,用于从环境中获取铁。一个例子是含噻唑啉的天然产物马赛菌素,它由sp. NR 4-1在缺铁条件下产生。基于实验证据和基因组分析,怀疑这种细菌能合成更多的铁螯合分子。在对其代谢谱进行全面检查后,分离出了六种先前被忽视的化合物,它们在铬天青S(CAS)测定中具有活性。质谱测量和核磁共振光谱分析确定这些化合物可能是马赛菌素的生物合成中间体或分流产物。测试了它们对一种革兰氏阳性菌和三种革兰氏阴性菌的生物活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8d0/10291242/c066694a81e1/Beilstein_J_Org_Chem-19-909-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8d0/10291242/59639458f6be/Beilstein_J_Org_Chem-19-909-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8d0/10291242/8c13f618573a/Beilstein_J_Org_Chem-19-909-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8d0/10291242/ecb2951cc9c9/Beilstein_J_Org_Chem-19-909-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8d0/10291242/c066694a81e1/Beilstein_J_Org_Chem-19-909-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8d0/10291242/59639458f6be/Beilstein_J_Org_Chem-19-909-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8d0/10291242/8c13f618573a/Beilstein_J_Org_Chem-19-909-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8d0/10291242/ecb2951cc9c9/Beilstein_J_Org_Chem-19-909-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8d0/10291242/c066694a81e1/Beilstein_J_Org_Chem-19-909-g005.jpg

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