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Amide N-glycosylation by Asm25, an N-glycosyltransferase of ansamitocins

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Amide N-glycosylation by Asm25, an N-glycosyltransferase of ansamitocins.htm (413bytes)
Date
2008
Author
Bai, Linquan(Shanghai Jiao Tong Univ)
Li, Lei(Shanghai Jiao Tong Univ)
Zhang, Yirong(Shanghai Jiao Tong Univ)
Deng, Zixin(Shanghai Jiao Tong Univ)
Zhao, Peiji(Chinese Acad Sci)
Ma, Juan(Chinese Acad Sci)
Zeng, Ying(Chinese Acad Sci)
Dai, Huanqin(Chinese Acad Sci)
Chen, Gang(Chinese Acad Sci)
Hao, Xiaojiang(Chinese Acad Sci)
Shen, Yuemao
沈月毛
Lu, Chunhua
鲁春华
Wu, Zhaoxian
Li, Yaoyao
Wu, Xuan
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  • 生命科学-已发表论文 [5901]
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Abstract
Ansamitocins are potent antitumor maytansinoids produced by Actinosynnema pretiosum. Their biosynthesis involves the initial assembly of a macrolactam polyketide, followed by a series of postpolyketide synthase (PKS) modifications. Three ansamitocin glycosides were isolated from A. pretiosum and fully characterized structurally as novel ansamitocin derivatives, carrying a (3-D-glucosyl group attached to the macrolactam amide nitrogen in place of the N-methyl group. By gene inactivation and complementation, asm25 was identified as the N-glycosyltransferase gene responsible for the macrolactam amide N-glycosylation of ansamitocins. Soluble, enzymatically active Asm25 protein was obtained from asm25-expressing E, coli by solubilization from inclusion bodies. Its optimal reaction conditions, including temperature, pH, metal ion requirement, and Km/Kcat, were determined. Asm25 also showed broad substrate specificity toward other ansamycins and synthetic indolin-2-ones. To the best of our knowledge, this represents the first in vitro characterization of a purified antibiotic N-glycosyltransferase.
Citation
CHEMISTRY & BIOLOGY,Volume 15, Issue 8, 25 August 2008, Pages 863-874
URI
http://dx.doi.org/doi:10.1016/j.chembiol.2008.06.007
https://dspace.xmu.edu.cn/handle/2288/10349

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