Characterization of the flavoenzyme XiaK as an N-hydroxylase and implications in indolosesquiterpene diversification
文献类型：期刊论文
| 作者 | Zhang, QB; Li, HX; Yu, L; Sun, Y; Zhu, YG; Zhu, HN; Zhang, LP; Li, SM; Shen, YM; Tian, CL |
| 刊名 | CHEMICAL SCIENCE
 |
| 出版日期 | 2017 |
| 卷号 | 8期号:7页码:5067-5077 |
| 通讯作者 | h.w.liu@mail.utexas.edu ; czhang2006@gmail.com |
| 中文摘要 | Flavoenzymes are ubiquitous in biological systems and catalyze a diverse range of chemical transformations. The flavoenzyme XiaK from the biosynthetic pathway of the indolosesquiterpene xiamycin A is demonstrated to mediate the in vivo biotransformation of xiamycin A into multiple products, including a chlorinated adduct as well as dimers characterized by C-N and N-N linkages that are hypothesized to form via radical-based mechanisms. Isolation and characterization of XiaK in vitro shows that it acts as a flavin-dependent N-hydroxylase that catalyzes the hydroxylation of xiamycin A at the carbazole nitrogen to form N-hydroxyxiamycin, a product which was overlooked in earlier in vivo experiments because its chemical and chromatographic properties are similar to those of oxiamycin. N-Hydroxyxiamycin is shown to be unstable under aerobic conditions, and characterization by electron paramagnetic resonance spectroscopy demonstrates formation of an N-hydroxycarbazole radical adduct. This radical species is proposed to serve as a key intermediate leading to the formation of the multiple xiamycin A adducts. This study suggests that non-enzyme catalyzed reactions may play a greater role in the biosynthesis of natural products than has been previously recognized. |
| 源URL | [http://ir.scsio.ac.cn/handle/344004/16304]  |
| 专题 | 南海海洋研究所_中科院海洋生物资源可持续利用重点实验室 |
| 推荐引用方式 GB/T 7714 | Zhang, QB,Li, HX,Yu, L,et al. Characterization of the flavoenzyme XiaK as an N-hydroxylase and implications in indolosesquiterpene diversification[J]. CHEMICAL SCIENCE,2017,8(7):5067-5077. |
| APA | Zhang, QB.,Li, HX.,Yu, L.,Sun, Y.,Zhu, YG.,...&Zhang, CS.(2017).Characterization of the flavoenzyme XiaK as an N-hydroxylase and implications in indolosesquiterpene diversification.CHEMICAL SCIENCE,8(7),5067-5077. |
| MLA | Zhang, QB,et al."Characterization of the flavoenzyme XiaK as an N-hydroxylase and implications in indolosesquiterpene diversification".CHEMICAL SCIENCE 8.7(2017):5067-5077. |
入库方式： OAI收割
来源：南海海洋研究所
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