Nosiheptide Biosynthesis Featuring a Unique Indole Side Ring Formation on the Characteristic Thiopeptide Framework
文献类型：期刊论文
| 作者 | Yu Y(虞沂) ; DUAN LIAN ; Zhang Q(张琪) ; LIAO RIJING ; DING YING ; PAN HAIXUE ; WENDTPIENKOWSKI EVELYN ; Tang GL(唐功利) ; SHEN BEN ; Liu W(刘文) |
| 刊名 | ACS Chem. Biol.
 |
| 出版日期 | 2009 |
| 卷号 | 4期号:10页码:855-864 |
| ISSN号 | 1554-8929 |
| 其他题名 | Nosiheptide Biosynthesis Featuring a Unique Indole Side Ring Formation on the Characteristic Thiopeptide Framework |
| 通讯作者 | 刘文 |
| 英文摘要 | Nosiheptide (NOS), belonging to thee series of thiopeptide antibiotics that exhibit potent activity against various bacterial pathogens, bears a unique indole side ring system and regiospecific hydroxyl groups on the characteristic macrocyclic core. Here, cloning, sequencing, and characterization of the nos gene cluster from Streptomyces actuosus ATCC 25421 as a model for this series of thiopeptides has unveiled new insights Into their biosynthesis. Bioinformatics-based sequence analysis and In vivo Investigation Into the gene functions show that NOS biosynthesis shares a common strategy with recently characterized b or c series thiopeptides for forming the characteristic macrocyclic core, which features a ribosomally synthesized precursor peptide with conserved posttranslational modifications. However, it apparently proceeds via a different route for tailoring the thiopeptide framework, allowing the final product to exhibit the distinct structural characteristics of e series thiopeptides, such as the indole side ring system. Chemical complementation supports the notion that the S-adenosylmethionine-dependent protein NosL may play a central role in converting tryptophan to the key 3-methylindole moiety by an unusual carbon side chain rearrangement, most likely via a radical-initiated mechanism. Characterization of the indole side ring-opened analogue of NOS from the nosN mutant strain Is consistent with the proposed methyltransferase activity of Its encoded protein, shedding light into the timing of the individual steps for Indole side ring biosynthesis. These results also suggest the feasibility of engineering novel thiopeptides for drug discovery by manipulating the NOS biosynthetic machinery. |
| 学科主题 | 生命有机化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1021/cb900133x |
| 语种 | 英语 |
| WOS记录号 | WOS:000272562000006 |
| 公开日期 | 2013-08-23 |
| 源URL | [http://202.127.28.38/handle/331003/28455]  |
| 专题 | 上海有机化学研究所_生命有机化学国家重点实验室 |
| 推荐引用方式 GB/T 7714 | Yu Y,DUAN LIAN,Zhang Q,et al. Nosiheptide Biosynthesis Featuring a Unique Indole Side Ring Formation on the Characteristic Thiopeptide Framework[J]. ACS Chem. Biol.,2009,4(10):855-864. |
| APA | 虞沂.,DUAN LIAN.,张琪.,LIAO RIJING.,DING YING.,...&刘文.(2009).Nosiheptide Biosynthesis Featuring a Unique Indole Side Ring Formation on the Characteristic Thiopeptide Framework.ACS Chem. Biol.,4(10),855-864. |
| MLA | 虞沂,et al."Nosiheptide Biosynthesis Featuring a Unique Indole Side Ring Formation on the Characteristic Thiopeptide Framework".ACS Chem. Biol. 4.10(2009):855-864. |
入库方式： OAI收割
来源：上海有机化学研究所
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