Moenomycin Biosynthesis: Structure and Mechanism of Action of the Prenyltransferase MoeN5 | |
Zhang, Lilan1; Chen, Chun-Chi1; Ko, Tzu-Ping2; Huang, Jian-Wen3; Zheng, Yingying1; Liu, Weidong1; Wang, Iren2; Malwal, Satish R.4; Feng, Xinxin4; Wang, Ke4 | |
刊名 | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION |
2016-04-04 | |
卷号 | 55期号:15页码:4716-4720 |
关键词 | biosynthesis drug discovery enzyme mechanisms isoprenoids protein structure |
英文摘要 | The structure of MoeN5, a unique prenyltransferase involved in the biosynthesis of the antibiotic moenomycin, is reported. MoeN5 catalyzes the reaction of geranyl diphosphate (GPP) with the cis-farnesyl group in phosphoglycolipid 5 to form the (C-25) moenocinyl-sidechain-containing lipid 7. GPP binds to an allylic site (S1) and aligns well with known S1 inhibitors. Alkyl glycosides, glycolipids, can bind to both S1 and a second site, S2. Long sidechains in S2 are bent and co-locate with the homoallylic substrate isopentenyl diphosphate in other prenyltransferases. These observations support a MoeN5 mechanism in which 5 binds to S2 with its C6-C11 group poised to attack C1 in GPP to form the moenocinyl sidechain, with the more distal regions of 5 aligning with the distal glucose in decyl maltoside. The results are of general interest because they provide the first structures of MoeN5 and a structural basis for its mechanism of action, results that will facilitate the design of new antibiotics. |
WOS标题词 | Science & Technology ; Physical Sciences |
类目[WOS] | Chemistry, Multidisciplinary |
研究领域[WOS] | Chemistry |
关键词[WOS] | CELL WALL SYNTHESIS ; ANTIBIOTICS ; INHIBITORS ; SYNTHASE |
收录类别 | SCI |
语种 | 英语 |
WOS记录号 | WOS:000373615900015 |
内容类型 | 期刊论文 |
源URL | [http://124.16.173.210/handle/834782/2241] |
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, Ind Enzymes Natl Engn Lab, Tianjin 300308, Peoples R China 2.Acad Sinica, Inst Biol Chem, Taipei 11529, Taiwan 3.AsiaPac Biotechnol Co Ltd, Dongguan 523808, Peoples R China 4.Univ Illinois, Dept Chem, 1209 W Calif St, Urbana, IL 61801 USA |
推荐引用方式 GB/T 7714 | Zhang, Lilan,Chen, Chun-Chi,Ko, Tzu-Ping,et al. Moenomycin Biosynthesis: Structure and Mechanism of Action of the Prenyltransferase MoeN5[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2016,55(15):4716-4720. |
APA | Zhang, Lilan.,Chen, Chun-Chi.,Ko, Tzu-Ping.,Huang, Jian-Wen.,Zheng, Yingying.,...&Guo, Rey-Ting.(2016).Moenomycin Biosynthesis: Structure and Mechanism of Action of the Prenyltransferase MoeN5.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,55(15),4716-4720. |
MLA | Zhang, Lilan,et al."Moenomycin Biosynthesis: Structure and Mechanism of Action of the Prenyltransferase MoeN5".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 55.15(2016):4716-4720. |
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