In vivo investigation of the role of SfmO2 in saframycin A biosynthesis by structural characterization of the analogue saframycin O

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	In vivo investigation of the role of SfmO2 in saframycin A biosynthesis by structural characterization of the analogue saframycin O
	Peng C(彭超) ; Tang YM(唐玉敏) ; Li L(李磊) ; Ding W(丁伟) ; Deng W(邓玮) ; Pu JY(蒲津越) ; Liu W(刘文) ; Tang GL(唐功利)
刊名	Sci. China-Chem.
	2012
卷号	55 期号:1 页码:90-97
ISSN号	1674-7291
其他题名	通过鉴定番红霉素O的结构体内研究SfmO2在番红霉素A生物合成中的功能
通讯作者	唐功利
英文摘要	Saframycin A (SFM-A), a tetrahydroisoquinoline antibiotic isolated from Streptomyces lavendulae, shows potent anti-proliferation activities against a variety of tumor cell lines, and shares the core structure with ecteinascidin 743 (ET-743), the anticancer drug for soft-tissue sarcoma. Characterization of the SFM-A biosynthetic gene cluster revealed three nonribosomal peptide synthetase genes and a series of genes encoding oxygenases. To investigate the function of sfmO2 gene, encoding a FAD-dependent monooxygenase/hydroxylase, we constructed the gene replacement mutant (Delta sfmO2) strain S. lavendulae TL2007 and the corresponding gene complementation mutant strain S. lavendulae TL2008. A novel compound, SFM-O, was isolated from the Delta sfmO2 replacement mutant strain and its structure was characterized by comparison to the HRMS and NMR spectra of SFM-A. These findings indicated that SfmO2 is responsible for the oxidation of ring A in the biosynthetic pathway of SFM-A, and the new compound SFM-O could be considered as an advanced intermediate in the semisynthesis of ET-743.
学科主题	生命有机化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1007/s11426-011-4450-4
语种	英语
WOS记录号	WOS:000298968200012
公开日期	2013-08-23
内容类型	期刊论文
源URL	[http://202.127.28.38/handle/331003/28551]
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	Peng C,Tang YM,Li L,et al. In vivo investigation of the role of SfmO2 in saframycin A biosynthesis by structural characterization of the analogue saframycin O[J]. Sci. China-Chem.,2012,55(1):90-97.
APA	彭超.,唐玉敏.,李磊.,丁伟.,邓玮.,...&唐功利.(2012).In vivo investigation of the role of SfmO2 in saframycin A biosynthesis by structural characterization of the analogue saframycin O.Sci. China-Chem.,55(1),90-97.
MLA	彭超,et al."In vivo investigation of the role of SfmO2 in saframycin A biosynthesis by structural characterization of the analogue saframycin O".Sci. China-Chem. 55.1(2012):90-97.