• 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

真菌中的卤化作用:我们知道什么,还有什么有待发现?

Halogenation in Fungi: What Do We Know and What Remains to Be Discovered?

机构信息

Institut des Substances et Organismes de la Mer, ISOMer, UR 2160, Nantes Université, F-44000 Nantes, France.

Laboratoire Universitaire de Biodiversité et Écologie Microbienne, INRAE, University Brest, F-29280 Plouzané, France.

出版信息

Molecules. 2022 May 14;27(10):3157. doi: 10.3390/molecules27103157.

DOI:10.3390/molecules27103157
PMID:35630634
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9144378/
Abstract

In nature, living organisms produce a wide variety of specialized metabolites to perform many biological functions. Among these specialized metabolites, some carry halogen atoms on their structure, which can modify their chemical characteristics. Research into this type of molecule has focused on how organisms incorporate these atoms into specialized metabolites. Several families of enzymes have been described gathering metalloenzymes, flavoproteins, or S-adenosyl-L-methionine (SAM) enzymes that can incorporate these atoms into different types of chemical structures. However, even though the first halogenation enzyme was discovered in a fungus, this clade is still lagging behind other clades such as bacteria, where many enzymes have been discovered. This review will therefore focus on all halogenation enzymes that have been described in fungi and their associated metabolites by searching for proteins available in databases, but also by using all the available fungal genomes. In the second part of the review, the chemical diversity of halogenated molecules found in fungi will be discussed. This will allow the highlighting of halogenation mechanisms that are still unknown today, therefore, highlighting potentially new unknown halogenation enzymes.

摘要

在自然界中,生物体产生各种各样的特殊代谢物来执行许多生物功能。在这些特殊代谢物中,有些在其结构上带有卤素原子,这可以改变它们的化学特性。对这类分子的研究集中在生物体如何将这些原子纳入特殊代谢物中。已经描述了几类酶,包括金属酶、黄素蛋白或 S-腺苷-L-甲硫氨酸 (SAM) 酶,它们可以将这些原子纳入不同类型的化学结构中。然而,尽管第一个卤化酶是在真菌中发现的,但这个分支仍然落后于其他分支,如细菌,在细菌中已经发现了许多酶。因此,本综述将重点介绍在真菌中发现的所有卤化酶及其相关代谢物,并通过搜索数据库中的蛋白质,以及使用所有可用的真菌基因组来描述。在综述的第二部分,将讨论在真菌中发现的卤化分子的化学多样性。这将突出今天仍然未知的卤化机制,从而突出潜在的新未知卤化酶。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/0ddd406f1ad4/molecules-27-03157-g033.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/b8fb9732b1fb/molecules-27-03157-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/bfe2a680c809/molecules-27-03157-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/a7beb7580548/molecules-27-03157-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/d40fbb361b5f/molecules-27-03157-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/8810949c3dc7/molecules-27-03157-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/2d7c513db2fb/molecules-27-03157-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/f0fdf1eaf054/molecules-27-03157-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/c10181152a3b/molecules-27-03157-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/77ca8fda36fc/molecules-27-03157-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/22d2e4d21f07/molecules-27-03157-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/a4294f23869c/molecules-27-03157-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/01fbfa540696/molecules-27-03157-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/a422adea3604/molecules-27-03157-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/b09c0ad3d671/molecules-27-03157-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/b3b4262b8a6d/molecules-27-03157-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/d011eacbdade/molecules-27-03157-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/9b68fa5800f2/molecules-27-03157-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/d82b48a48f2c/molecules-27-03157-g018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/6dd22843410d/molecules-27-03157-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/bfb7ae44bf9a/molecules-27-03157-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/9a0bd54f0e66/molecules-27-03157-g021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/ab39a3090ff6/molecules-27-03157-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/38934d909568/molecules-27-03157-g023.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/ea281fda3e3e/molecules-27-03157-g024.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/b2099254592c/molecules-27-03157-g025.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/adffdf214664/molecules-27-03157-g026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/385abc5636f5/molecules-27-03157-g027.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/7e8784f9850d/molecules-27-03157-g028.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/7118e48eecd6/molecules-27-03157-g029.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/13233c4d505b/molecules-27-03157-g030.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/90303f92225b/molecules-27-03157-g031.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/18cbacfe966f/molecules-27-03157-g032.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/0ddd406f1ad4/molecules-27-03157-g033.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/b8fb9732b1fb/molecules-27-03157-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/bfe2a680c809/molecules-27-03157-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/a7beb7580548/molecules-27-03157-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/d40fbb361b5f/molecules-27-03157-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/8810949c3dc7/molecules-27-03157-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/2d7c513db2fb/molecules-27-03157-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/f0fdf1eaf054/molecules-27-03157-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/c10181152a3b/molecules-27-03157-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/77ca8fda36fc/molecules-27-03157-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/22d2e4d21f07/molecules-27-03157-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/a4294f23869c/molecules-27-03157-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/01fbfa540696/molecules-27-03157-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/a422adea3604/molecules-27-03157-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/b09c0ad3d671/molecules-27-03157-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/b3b4262b8a6d/molecules-27-03157-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/d011eacbdade/molecules-27-03157-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/9b68fa5800f2/molecules-27-03157-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/d82b48a48f2c/molecules-27-03157-g018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/6dd22843410d/molecules-27-03157-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/bfb7ae44bf9a/molecules-27-03157-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/9a0bd54f0e66/molecules-27-03157-g021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/ab39a3090ff6/molecules-27-03157-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/38934d909568/molecules-27-03157-g023.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/ea281fda3e3e/molecules-27-03157-g024.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/b2099254592c/molecules-27-03157-g025.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/adffdf214664/molecules-27-03157-g026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/385abc5636f5/molecules-27-03157-g027.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/7e8784f9850d/molecules-27-03157-g028.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/7118e48eecd6/molecules-27-03157-g029.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/13233c4d505b/molecules-27-03157-g030.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/90303f92225b/molecules-27-03157-g031.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/18cbacfe966f/molecules-27-03157-g032.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f13c/9144378/0ddd406f1ad4/molecules-27-03157-g033.jpg

相似文献

1
Halogenation in Fungi: What Do We Know and What Remains to Be Discovered?真菌中的卤化作用:我们知道什么,还有什么有待发现?
Molecules. 2022 May 14;27(10):3157. doi: 10.3390/molecules27103157.
2
Structural perspective on enzymatic halogenation.酶促卤化反应的结构视角
Acc Chem Res. 2009 Jan 20;42(1):147-55. doi: 10.1021/ar800088r.
3
Halogenases: A Biotechnological Alternative for the Synthesis of Halogenated Pharmaceuticals.卤化酶:合成卤代药物的一种生物技术替代方法。
Mini Rev Med Chem. 2016;16(14):1100-11. doi: 10.2174/1389557516666160623100619.
4
Specific Enzymatic Halogenation-From the Discovery of Halogenated Enzymes to Their Applications In Vitro and In Vivo.特定酶卤化反应——从卤化酶的发现到其在体外和体内的应用。
Angew Chem Int Ed Engl. 2016 May 23;55(22):6374-89. doi: 10.1002/anie.201509573. Epub 2016 Apr 5.
5
Enzymatic Halogenases and Haloperoxidases: Computational Studies on Mechanism and Function.酶促卤化酶和卤过氧化物酶:作用机制与功能的计算研究
Adv Protein Chem Struct Biol. 2015;100:113-51. doi: 10.1016/bs.apcsb.2015.06.001. Epub 2015 Jul 8.
6
Independent Evolution of Six Families of Halogenating Enzymes.六种卤化酶家族的独立进化
PLoS One. 2016 May 6;11(5):e0154619. doi: 10.1371/journal.pone.0154619. eCollection 2016.
7
Biological dehalogenation and halogenation reactions.生物脱卤和卤化反应。
Chemosphere. 2003 Jul;52(2):299-312. doi: 10.1016/S0045-6535(03)00204-2.
8
Mechanistic considerations of halogenating enzymes.卤化酶的作用机制探讨
Nature. 2009 Aug 13;460(7257):848-54. doi: 10.1038/nature08303.
9
Halogenating Enzymes for Active Agent Synthesis: First Steps Are Done and Many Have to Follow.卤化酶用于活性药物合成:已迈出第一步,后续仍有许多工作要做。
Molecules. 2019 Nov 5;24(21):4008. doi: 10.3390/molecules24214008.
10
Enzymatic Halogenation and Dehalogenation Reactions: Pervasive and Mechanistically Diverse.酶促卤化和脱卤反应:普遍存在且机制多样。
Chem Rev. 2017 Apr 26;117(8):5619-5674. doi: 10.1021/acs.chemrev.6b00571. Epub 2017 Jan 20.

引用本文的文献

1
Insight into the Structure of Victorin, the Host-Selective Toxin from the Oat Pathogen . Studies of the Unique Dehydroamino Acid β-Chlorodehydroalanine.洞悉来自燕麦病原体的宿主选择性毒素 Victorin 的结构:独特的去氢氨基酸β-氯代脱水丝氨酸的研究。
J Agric Food Chem. 2023 Aug 2;71(30):11642-11653. doi: 10.1021/acs.jafc.3c01387. Epub 2023 Jul 24.
2
Heterologous Expression and Biochemical Characterization of a New Chloroperoxidase Isolated from the Deep-Sea Hydrothermal Vent Black Yeast Hortaea werneckii UBOCC-A-208029.深海热液喷口黑酵母 Hortaea werneckii UBOCC-A-208029 新型漆酶的异源表达和生化特性分析。
Mar Biotechnol (NY). 2023 Aug;25(4):519-536. doi: 10.1007/s10126-023-10222-7. Epub 2023 Jun 24.
3

本文引用的文献

1
Recent advances in the chemistry and biology of azaphilones.氮杂蒽酮类化合物在化学和生物学方面的最新进展。
RSC Adv. 2020 Mar 10;10(17):10197-10220. doi: 10.1039/d0ra00894j. eCollection 2020 Mar 6.
2
Secondary Metabolites from Marine-Derived Fungi and Actinobacteria as Potential Sources of Novel Colorectal Cancer Drugs.海洋来源真菌和放线菌的次生代谢产物作为新型结直肠癌药物的潜在来源。
Mar Drugs. 2022 Jan 12;20(1):67. doi: 10.3390/md20010067.
3
Enzymatic Bromocyclization of α- and γ-Allenols by Chloroperoxidase from Curvularia inaequalis.
The Lichen Flavin-Dependent Halogenase, DnHal: Identification, Heterologous Expression and Functional Characterization.
依赖于地衣黄素的卤化酶 DnHal:鉴定、异源表达及功能特征分析。
Appl Biochem Biotechnol. 2023 Nov;195(11):6708-6736. doi: 10.1007/s12010-022-04304-w. Epub 2023 Mar 13.
4
Halogenase-Targeted Genome Mining Leads to the Discovery of (±) Pestalachlorides A1a, A2a, and Their Atropisomers.靶向卤化酶的基因组挖掘导致发现(±)草皮氯素A1a、A2a及其阻转异构体。
Antibiotics (Basel). 2022 Sep 25;11(10):1304. doi: 10.3390/antibiotics11101304.
青霉属斜卧青霉细胞色素 P450 单加氧酶催化的α-及γ-烯醇的酶促溴环化反应
ChemistryOpen. 2022 Jan;11(1):e202100236. doi: 10.1002/open.202100236.
4
Halogenases: a palette of emerging opportunities for synthetic biology-synthetic chemistry and C-H functionalisation.卤代酶:合成生物学-合成化学和 C-H 官能化的新兴机遇组合。
Chem Soc Rev. 2021 Sep 7;50(17):9443-9481. doi: 10.1039/d0cs01551b. Epub 2021 Aug 9.
5
antiSMASH 6.0: improving cluster detection and comparison capabilities.antiSMASH 6.0:提高簇检测和比较能力。
Nucleic Acids Res. 2021 Jul 2;49(W1):W29-W35. doi: 10.1093/nar/gkab335.
6
Biosynthesis of Cyclochlorotine: Identification of the Genes Involved in Oxidative Transformations and Intramolecular ,-Transacylation.环穿心莲内酯的生物合成:参与氧化转化和分子内,-转酰化的基因鉴定。
Org Lett. 2021 Apr 2;23(7):2616-2620. doi: 10.1021/acs.orglett.1c00525. Epub 2021 Mar 18.
7
A Review: Halogenated Compounds from Marine Fungi.海洋真菌中的卤代化合物综述。
Molecules. 2021 Jan 16;26(2):458. doi: 10.3390/molecules26020458.
8
Victorin, the host-selective cyclic peptide toxin from the oat pathogen , is ribosomally encoded.燕麦生旋孢腔菌中宿主选择性环肽毒素 victorin 是核糖体编码的。
Proc Natl Acad Sci U S A. 2020 Sep 29;117(39):24243-24250. doi: 10.1073/pnas.2010573117. Epub 2020 Sep 14.
9
Chlorination versus hydroxylation selectivity mediated by the non-heme iron halogenase WelO5.非血红素卤酶 WelO5 介导的氯化作用与羟化作用选择性。
Phys Chem Chem Phys. 2020 Apr 29;22(16):8699-8712. doi: 10.1039/d0cp00791a.
10
Natural Products as Sources of New Drugs over the Nearly Four Decades from 01/1981 to 09/2019.天然产物:1981 年 1 月至 2019 年 9 月近四十年来的新药来源
J Nat Prod. 2020 Mar 27;83(3):770-803. doi: 10.1021/acs.jnatprod.9b01285. Epub 2020 Mar 12.