• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

酶促合成辅助发现海洋海绵中富含脯氨酸的大环肽。

Enzymatic Synthesis Assisted Discovery of Proline-Rich Macrocyclic Peptides in Marine Sponges.

机构信息

School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, GA 30332, USA.

University of Guam Marine Laboratory, UOG Station, Mangilao, Guam 96923, USA.

出版信息

Chembiochem. 2021 Aug 17;22(16):2614-2618. doi: 10.1002/cbic.202100275. Epub 2021 Jul 8.

DOI:10.1002/cbic.202100275
PMID:34185944
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8415105/
Abstract

Proline-rich macrocyclic peptides (PRMPs) are natural products present in geographically and phylogenetically dispersed marine sponges. The large diversity and low abundance of PRMPs in sponge metabolomes precludes isolation and structure elucidation of each individual PRMP congener. Here, using standards developed via biomimetic enzymatic synthesis of PRMPs, a mass spectrometry-based workflow to sequence PRMPs was developed and validated to reveal that the diversity of PRMPs in marine sponges is much greater than that has been realized by natural product isolation-based strategies. Findings are placed in the context of diversity-oriented transamidative macrocyclization of peptide substrates in sponge holobionts.

摘要

富含脯氨酸的大环肽(PRMPs)是存在于地理上和系统发育上分散的海洋海绵中的天然产物。海绵代谢组中 PRMP 的多样性大且丰度低,这使得每个单独的 PRMP 同系物的分离和结构阐明变得困难。在这里,通过 PRMP 的仿生酶合成来制定标准,开发并验证了一种基于质谱的 PRMP 测序工作流程,结果表明海洋海绵中 PRMP 的多样性比基于天然产物分离的策略所认识到的要大得多。研究结果被置于海绵共生体中肽底物的多样性导向的转酰胺化大环化的背景下。

相似文献

1
Enzymatic Synthesis Assisted Discovery of Proline-Rich Macrocyclic Peptides in Marine Sponges.酶促合成辅助发现海洋海绵中富含脯氨酸的大环肽。
Chembiochem. 2021 Aug 17;22(16):2614-2618. doi: 10.1002/cbic.202100275. Epub 2021 Jul 8.
2
Short macrocyclic peptides in sponge genomes.海绵基因组中的短环肽。
Proc Natl Acad Sci U S A. 2024 Mar 12;121(11):e2314383121. doi: 10.1073/pnas.2314383121. Epub 2024 Mar 5.
3
Natural Proline-Rich Cyclopolypeptides from Marine Organisms: Chemistry, Synthetic Methodologies and Biological Status.来自海洋生物的天然富含脯氨酸的环多肽:化学、合成方法及生物学状况。
Mar Drugs. 2016 Oct 26;14(11):194. doi: 10.3390/md14110194.
4
Proline-containing cyclopeptides from the marine sponge Phakellia fusca.来源于海洋海绵 Phakellia fusca 的脯氨酸环肽。
J Nat Prod. 2010 Apr 23;73(4):650-5. doi: 10.1021/np9008267.
5
First Total Synthesis and Biological Screening of a Proline-Rich Cyclopeptide from a Caribbean Marine Sponge.首次全合成及对一种源自加勒比海海洋海绵的富含脯氨酸环肽的生物筛选。
Mar Drugs. 2016 Dec 15;14(12):228. doi: 10.3390/md14120228.
6
First report on the synthesis and structural studies of -Phakellistatin 18: a rotamer of marine natural product phakellistatin 18.首次报道 -Phakellistatin 18 的合成及结构研究:海洋天然产物 Phakellistatin 18 的旋光异构体。
Nat Prod Res. 2023 May;37(9):1470-1479. doi: 10.1080/14786419.2021.2023141. Epub 2022 Jan 5.
7
Stylopeptide 2, a proline-rich cyclodecapeptide from the sponge Stylotella sp.柱肽2,一种从海绵柱形海绵属物种中提取的富含脯氨酸的环十肽。
J Nat Prod. 2008 Mar;71(3):453-6. doi: 10.1021/np0704856. Epub 2008 Jan 15.
8
Phakellistatins: An Underwater Unsolved Puzzle.海鞘素:一个水下未解之谜。
Mar Drugs. 2017 Mar 18;15(3):78. doi: 10.3390/md15030078.
9
Presence of Bromotyrosine Alkaloids in Marine Sponges Is Independent of Metabolomic and Microbiome Architectures.海洋海绵中溴酪氨酸生物碱的存在与代谢组学和微生物群落结构无关。
mSystems. 2021 Mar 16;6(2):e01387-20. doi: 10.1128/mSystems.01387-20.
10
Multi-Omic Profiling of Sponges Reveals Diverse Metabolomic and Microbiome Architectures that Are Non-overlapping with Ecological Neighbors.对海绵的多组学分析揭示了与生态邻居无重叠的多样化代谢组学和微生物组结构。
Mar Drugs. 2020 Feb 19;18(2):124. doi: 10.3390/md18020124.

引用本文的文献

1
Discovery, biosynthesis, and bioactivities of peptidic natural products from marine sponges and sponge-associated bacteria.来自海洋海绵及海绵共生细菌的肽类天然产物的发现、生物合成及生物活性
Nat Prod Rep. 2025 Sep 12. doi: 10.1039/d5np00048c.
2
Transformation-Guided Genome Mining Provides Access to Brominated Lanthipeptides.转化引导的基因组挖掘可获取溴化羊毛硫肽。
Org Lett. 2025 Jan 31;27(4):984-988. doi: 10.1021/acs.orglett.4c04529. Epub 2025 Jan 17.
3
Halogenase-Assisted Alkyne/Aryl Bromide Sonogashira Coupling for Ribosomally Synthesized Peptides.

本文引用的文献

1
Expanding the chemical space of synthetic cyclic peptides using a promiscuous macrocyclase from prenylagaramide biosynthesis.利用来自异戊烯拉加酰胺生物合成的混杂大环化酶扩展合成环肽的化学空间。
ACS Catal. 2020 Jul 2;10(13):7146-7153. doi: 10.1021/acscatal.0c00623. Epub 2020 Jun 17.
2
New developments in RiPP discovery, enzymology and engineering.RiPP 发现、酶学和工程的新进展。
Nat Prod Rep. 2021 Jan 1;38(1):130-239. doi: 10.1039/d0np00027b. Epub 2020 Sep 16.
3
Leveraging orthogonal mass spectrometry based strategies for comprehensive sequencing and characterization of ribosomal antimicrobial peptide natural products.
卤代酶辅助炔烃/芳基溴代物 Sonogashira 偶联反应用于核糖体合成的肽。
J Am Chem Soc. 2024 Nov 6;146(44):30009-30013. doi: 10.1021/jacs.4c12210. Epub 2024 Oct 23.
4
Discovery and Folding Dynamics of a Fused Bicyclic Cysteine Knot Undecapeptide from the Marine Sponge .从海洋海绵中发现并折叠融合双环半胱氨酸结十一肽的动力学
J Org Chem. 2024 Sep 6;89(17):12748-12752. doi: 10.1021/acs.joc.4c01104. Epub 2024 Aug 27.
5
Short macrocyclic peptides in sponge genomes.海绵基因组中的短环肽。
Proc Natl Acad Sci U S A. 2024 Mar 12;121(11):e2314383121. doi: 10.1073/pnas.2314383121. Epub 2024 Mar 5.
6
Pseudobulbiferamides: Plasmid-Encoded Ureidopeptide Natural Products with Biosynthetic Gene Clusters Shared Among Marine Bacteria of Different Genera.假块茎酰胺:具有生物合成基因簇的质粒编码脲肽天然产物,这些基因簇在不同属的海洋细菌中共享。
J Nat Prod. 2023 Oct 27;86(10):2414-2420. doi: 10.1021/acs.jnatprod.3c00595. Epub 2023 Sep 15.
7
A Leader-Guided Substrate Tolerant RiPP Brominase Allows Suzuki-Miyaura Cross-Coupling Reactions for Peptides and Proteins.一种由领导者引导的、具有基质耐受性的 RiPP 溴化酶,可用于肽和蛋白质的铃木-宫浦交叉偶联反应。
Biochemistry. 2023 Jun 20;62(12):1838-1843. doi: 10.1021/acs.biochem.3c00222. Epub 2023 Jun 5.
8
Limited Metabolomic Overlap between Commensal Bacteria and Marine Sponge Holobionts Revealed by Large Scale Culturing and Mass Spectrometry-Based Metabolomics: An Undergraduate Laboratory Pedagogical Effort at Georgia Tech.通过大规模培养和基于质谱的代谢组学揭示共生细菌和海洋海绵共生体之间有限的代谢物重叠:佐治亚理工学院的本科实验室教学成果。
Mar Drugs. 2023 Jan 14;21(1):53. doi: 10.3390/md21010053.
9
Current Progress in the Chemoenzymatic Synthesis of Natural Products.天然产物的化学酶法合成研究进展。
Molecules. 2022 Sep 27;27(19):6373. doi: 10.3390/molecules27196373.
10
A Silent Biosynthetic Gene Cluster from a Methanotrophic Bacterium Potentiates Discovery of a Substrate Promiscuous Proteusin Cyclodehydratase.一株产甲烷菌沉默生物合成基因簇促进了具有广泛底物特异性的 Proteusin 环脱水酶的发现。
ACS Chem Biol. 2022 Jun 17;17(6):1577-1585. doi: 10.1021/acschembio.2c00251. Epub 2022 Jun 6.
利用基于正交质谱的策略对核糖体抗菌肽天然产物进行全面测序和表征。
Nat Prod Rep. 2021 Mar 1;38(3):489-509. doi: 10.1039/d0np00046a. Epub 2020 Sep 15.
4
Phakefustatins A-C: Kynurenine-Bearing Cycloheptapeptides as RXRα Modulators from the Marine Sponge .Phakefustatins A-C:海洋海绵来源的含犬尿氨酸的环庚七肽作为 RXRα 调节剂。
Org Lett. 2020 Sep 4;22(17):6703-6708. doi: 10.1021/acs.orglett.0c01586. Epub 2020 Jul 23.
5
Precursor-Guided Mining of Marine Sponge Metabolomes Lends Insight into Biosynthesis of Pyrrole-Imidazole Alkaloids.先驱物导向的海洋海绵代谢组学挖掘为吡咯并咪唑生物碱生物合成提供了新视角。
ACS Chem Biol. 2020 Aug 21;15(8):2185-2194. doi: 10.1021/acschembio.0c00375. Epub 2020 Jul 29.
6
Highlights of marine natural products having parallel scaffolds found from marine-derived bacteria, sponges, and tunicates.海洋来源细菌、海绵和被囊动物中具有平行骨架的海洋天然产物的研究亮点。
J Antibiot (Tokyo). 2020 Aug;73(8):504-525. doi: 10.1038/s41429-020-0330-5. Epub 2020 Jun 8.
7
Chemical Ecology of Marine Sponges: New Opportunities through "-Omics".海洋海绵的化学生态学:通过“组学”带来的新机遇。
Integr Comp Biol. 2019 Oct 1;59(4):765-776. doi: 10.1093/icb/icz014.
8
Dereplication of microbial metabolites through database search of mass spectra.通过质谱数据库搜索对微生物代谢物进行去重。
Nat Commun. 2018 Oct 2;9(1):4035. doi: 10.1038/s41467-018-06082-8.
9
Parallel lives of symbionts and hosts: chemical mutualism in marine animals.共生体和宿主的平行生活:海洋动物中的化学互惠关系。
Nat Prod Rep. 2018 Apr 25;35(4):357-378. doi: 10.1039/c7np00053g.
10
Characterization of the Fast and Promiscuous Macrocyclase from Plant PCY1 Enables the Use of Simple Substrates.鉴定来自植物 PCY1 的快速和多功能环化酶,使简单的底物得以应用。
ACS Chem Biol. 2018 Mar 16;13(3):801-811. doi: 10.1021/acschembio.8b00050. Epub 2018 Feb 12.