Structures of Iridoid Synthase from Cantharanthus roseus with Bound NAD(+), NADPH, or NAD(+)/10-Oxogeranial: Reaction Mechanisms
文献类型：期刊论文
| 作者 | Hu, Yumei1; Liu, Weidong1; Malwal, Satish R.2; Zheng, Yingying1; Feng, Xinxin2; Ko, Tzu-Ping3; Chen, Chun-Chi1; Xu, Zhongxia1; Liu, Meixia1; Han, Xu1 |
| 刊名 | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
 |
| 出版日期 | 2015-12-14 |
| 卷号 | 54期号:51页码:15478-15482 |
| 关键词 | biosynthesis enzyme mechanisms monoterpenes natural products X-ray crystallography |
| 英文摘要 | Structures of the iridoid synthase nepetalactol synthase in the presence of NAD(+), NADPH or NAD(+)/10-oxogeranial were solved. The 10-oxogeranial substrate binds in a transoid-O1-C3 conformation and can be reduced by hydride addition to form the byproduct S-10-oxo-citronellal. Tyr178 Oz is positioned 2.5 angstrom from the substrate O1 and provides the second proton required for reaction. Nepetalactol product formation requires rotation about C1-C2 to form the cisoid isomer, leading to formation of the cis-enolate, together with rotation about C4-C5, which enables cyclization and lactol production. The structure is similar to that of progesterone-5 beta-reductase, with almost identical positioning of NADP, Lys146-(147), Tyr178(179), and F342(343), but only Tyr178 and Phe342 appear to be essential for activity. The transoid 10-oxogeranial structure also serves as a model for beta-face hydride attack in progesterone 5 beta-reductases and is of general interest in the context of asymmetric synthesis. |
| WOS标题词 | Science & Technology ; Physical Sciences |
| 类目[WOS] | Chemistry, Multidisciplinary |
| 研究领域[WOS] | Chemistry |
| 关键词[WOS] | PROGESTERONE 5-BETA-REDUCTASE ; BIOSYNTHESIS ; CYCLIZATION |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000368058500026 |
| 源URL | [http://124.16.173.210/handle/834782/1551]  |
| 专题 | 天津工业生物技术研究所_结构生物学与蛋白酶学实验室 郭瑞庭_期刊论文 |
| 作者单位 | 1.Chinese Acad Sci, Tianjin Inst Ind Biotechnol, Tianjin 300308, Peoples R China 2.Univ Illinois, Dept Chem, Urbana, IL 61801 USA 3.Acad Sinica, Inst Biol Chem, Taipei 11529, Taiwan |
| 推荐引用方式 GB/T 7714 | Hu, Yumei,Liu, Weidong,Malwal, Satish R.,et al. Structures of Iridoid Synthase from Cantharanthus roseus with Bound NAD(+), NADPH, or NAD(+)/10-Oxogeranial: Reaction Mechanisms[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2015,54(51):15478-15482. |
| APA | Hu, Yumei.,Liu, Weidong.,Malwal, Satish R..,Zheng, Yingying.,Feng, Xinxin.,...&Guo, Rey-Ting.(2015).Structures of Iridoid Synthase from Cantharanthus roseus with Bound NAD(+), NADPH, or NAD(+)/10-Oxogeranial: Reaction Mechanisms.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,54(51),15478-15482. |
| MLA | Hu, Yumei,et al."Structures of Iridoid Synthase from Cantharanthus roseus with Bound NAD(+), NADPH, or NAD(+)/10-Oxogeranial: Reaction Mechanisms".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 54.51(2015):15478-15482. |
入库方式： OAI收割
来源：天津工业生物技术研究所
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