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本文引用的文献

1
Algal p-coumaric acid induces oxidative stress and siderophore biosynthesis in the bacterial symbiont Phaeobacter inhibens.藻类对羟基肉桂酸诱导细菌共生体抑食寡养单胞菌氧化应激和铁载体生物合成。
Cell Chem Biol. 2022 Apr 21;29(4):670-679.e5. doi: 10.1016/j.chembiol.2021.08.002. Epub 2021 Aug 25.
2
Prospecting for natural products by genome mining and microcrystal electron diffraction.通过基因组挖掘和微晶体电子衍射寻找天然产物。
Nat Chem Biol. 2021 Aug;17(8):872-877. doi: 10.1038/s41589-021-00834-2. Epub 2021 Jul 26.
3
A Natural Product Chemist's Guide to Unlocking Silent Biosynthetic Gene Clusters.天然产物化学家解锁沉默生物合成基因簇指南。
Annu Rev Biochem. 2021 Jun 20;90:763-788. doi: 10.1146/annurev-biochem-081420-102432. Epub 2021 Apr 13.
4
Microbial synthesis of violacein pigment and its potential applications.紫罗碱色素的微生物合成及其潜在应用。
Crit Rev Biotechnol. 2021 Sep;41(6):879-901. doi: 10.1080/07388551.2021.1892579. Epub 2021 Mar 17.
5
MicroED in natural product and small molecule research.微电镜在天然产物和小分子研究中的应用。
Nat Prod Rep. 2021 Mar 1;38(3):423-431. doi: 10.1039/d0np00035c. Epub 2020 Sep 17.
6
Absolute Configuration and Antibiotic Activity of Piceamycin.比彻霉素的绝对构型与抗菌活性。
J Nat Prod. 2020 Feb 28;83(2):277-285. doi: 10.1021/acs.jnatprod.9b00678. Epub 2020 Feb 19.
7
Phaeobacter inhibens induces apoptosis-like programmed cell death in calcifying Emiliania huxleyi.抑食金球藻诱导钙化的赫氏海链藻发生细胞凋亡样程序性死亡。
Sci Rep. 2019 Mar 21;9(1):5215. doi: 10.1038/s41598-018-36847-6.
8
The CryoEM Method MicroED as a Powerful Tool for Small Molecule Structure Determination.低温电子显微镜方法MicroED作为小分子结构测定的强大工具。
ACS Cent Sci. 2018 Nov 28;4(11):1587-1592. doi: 10.1021/acscentsci.8b00760. Epub 2018 Nov 2.
9
Rapid Structure Determination of Microcrystalline Molecular Compounds Using Electron Diffraction.利用电子衍射快速测定微晶分子化合物的结构
Angew Chem Int Ed Engl. 2018 Dec 10;57(50):16313-16317. doi: 10.1002/anie.201811318. Epub 2018 Nov 15.
10
Roseochelin B, an Algaecidal Natural Product Synthesized by the Roseobacter Phaeobacter inhibens in Response to Algal Sinapic Acid.Roseochelin B,一种由海洋红杆菌(Phaeobacter inhibens)响应藻类芥子酸合成的杀藻天然产物。
Org Lett. 2017 Oct 6;19(19):5138-5141. doi: 10.1021/acs.orglett.7b02424. Epub 2017 Sep 18.

通过 NMR 光谱和微 ED 对海洋藻类-细菌共生体中的隐藻抑制剂进行结构阐明。

Structural Elucidation of Cryptic Algaecides in Marine Algal-Bacterial Symbioses by NMR Spectroscopy and MicroED.

机构信息

Department of Chemistry, Princeton University, Princeton, NJ 08544, USA.

College of Pharmacy, Chonnam National University, Gwangju, 61186, South Korea.

出版信息

Angew Chem Int Ed Engl. 2022 Jan 21;61(4):e202114022. doi: 10.1002/anie.202114022. Epub 2021 Dec 10.

DOI:10.1002/anie.202114022
PMID:34852184
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9056321/
Abstract

Microbial secondary metabolite discovery is often conducted in pure monocultures. In a natural setting, however, where metabolites are constantly exchanged, biosynthetic precursors are likely provided by symbionts or hosts. In the current work, we report eight novel and architecturally unusual secondary metabolites synthesized by the bacterial symbiont Phaeobacter inhibens from precursors that, in a native context, would be provided by their algal hosts. Three of these were produced at low titres and their structures were determined de novo using the emerging microcrystal electron diffraction method. Some of the new metabolites exhibited potent algaecidal activity suggesting that the bacterial symbiont can convert algal precursors, tryptophan and sinapic acid, into complex cytotoxins. Our results have important implications for the parasitic phase of algal-bacterial symbiotic interactions.

摘要

微生物次生代谢产物的发现通常是在纯培养物中进行的。然而,在自然环境中,代谢物不断交换,生物合成前体可能由共生体或宿主提供。在当前的工作中,我们报告了由细菌共生体 Phaeobacter inhibens 从其藻类宿主提供的前体中合成的八种新型和结构不寻常的次生代谢产物。其中三种以低浓度产生,其结构使用新兴的微晶电子衍射方法从头确定。一些新的代谢产物表现出强烈的杀藻活性,这表明细菌共生体可以将藻类前体色氨酸和芥子酸转化为复杂的细胞毒素。我们的研究结果对藻类-细菌共生相互作用的寄生阶段具有重要意义。