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由一种源自海葵的 属海洋细菌产生的三种新的异巴豆酰-3-羟基丁酸同系物。

Three new -isocrotonyl-3-hydroxybutyric acid congeners produced by a sea anemone-derived marine bacterium of the genus .

作者信息

Li Dandan, Harunari Enjuro, Zhou Tao, Oku Naoya, Igarashi Yasuhiro

机构信息

Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan.

出版信息

Beilstein J Org Chem. 2020 Jul 29;16:1869-1874. doi: 10.3762/bjoc.16.154. eCollection 2020.

DOI:10.3762/bjoc.16.154
PMID:32802204
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7404252/
Abstract

Liquid cultures of sp. SI9, isolated from the outer tissue of the sea anemone , was found to produce three new -isocrotonyl-3-hydroxybutyric acid derivatives, -isocrotonyl-3-hydroxypentanoic acid (), -isocrotonyl-3-hydroxyhexanoic acid (), and -()-2-hexenoyl-3-hydroxybutyric acid (), together with the known -isocrotonyl-3-hydroxybutyric acid (). The structures of - were established by NMR spectroscopy and mass spectrometry, coupled with anisotropy-based chiral analysis, revealing the same -configuration for all congeners -. The compounds - were weakly growth-inhibitory against a marine fish ulcer pathogenic bacterium, NBRC16015. Structural similarities among -, the -isocrotonylated 3-hydroxybutyrate oligomers , and microbial biopolymer polyhydroxyalkanoates (PHA) suggest the presence of a common biosynthetic machinery, and hence a possible dehydrative modification at the hydroxy terminus of PHA.

摘要

从海葵外部组织分离出的SI9菌株的液体培养物被发现可产生三种新的异巴豆酰基-3-羟基丁酸衍生物，即异巴豆酰基-3-羟基戊酸（）、异巴豆酰基-3-羟基己酸（）和（）-2-己烯酰基-3-羟基丁酸（），以及已知的异巴豆酰基-3-羟基丁酸。通过核磁共振光谱和质谱，结合基于各向异性的手性分析确定了的结构，揭示了所有同系物-具有相同的-构型。化合物-对海洋鱼类溃疡病原菌NBRC16015具有微弱的生长抑制作用。-、异巴豆酰化3-羟基丁酸低聚物和微生物生物聚合物聚羟基脂肪酸酯（PHA）之间的结构相似性表明存在共同的生物合成机制，因此PHA的羟基末端可能存在脱水修饰。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1133/7404252/9a285552df8c/Beilstein_J_Org_Chem-16-1869-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1133/7404252/01d2a427b1d9/Beilstein_J_Org_Chem-16-1869-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1133/7404252/8abfc0614a43/Beilstein_J_Org_Chem-16-1869-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1133/7404252/9a285552df8c/Beilstein_J_Org_Chem-16-1869-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1133/7404252/01d2a427b1d9/Beilstein_J_Org_Chem-16-1869-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1133/7404252/8abfc0614a43/Beilstein_J_Org_Chem-16-1869-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1133/7404252/9a285552df8c/Beilstein_J_Org_Chem-16-1869-g004.jpg

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2
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J Antibiot (Tokyo). 2019 Aug;72(8):634-639. doi: 10.1038/s41429-019-0192-x. Epub 2019 May 22.
3
LPSN - List of Prokaryotic names with Standing in Nomenclature (bacterio.net), 20 years on.
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Int J Syst Evol Microbiol. 2018 Jun;68(6):1825-1829. doi: 10.1099/ijsem.0.002786. Epub 2018 May 4.
4
Polyhydroxybutyrate production from marine source and its application.聚羟基丁酸酯的海洋来源生产及其应用。
Int J Biol Macromol. 2018 May;111:102-108. doi: 10.1016/j.ijbiomac.2017.12.155. Epub 2017 Dec 29.
5
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6
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