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Discovery of Stealthin Derivatives and Implication of the Amidotransferase FlsN3 in the Biosynthesis of Nitrogen-Containing Fluostatins
Huang, Chunshuai1; Yang, Chunfang; Fang, Zhuangjie1; Zhang, Liping; Zhang, Wenjun; Zhu, Yiguang; Zhang, Changsheng1
2019
Source PublicationMARINE DRUGS
ISSN1660-3397
Volume17Issue:3Pages:150
AbstractDiazobenzofluorene-containing atypical angucyclines exhibit promising biological activities. Here we report the inactivation of an amidotransferase-encoding gene flsN3 in Micromonospora rosaria SCSIO N160, a producer of fluostatins. Bioinformatics analysis indicated that FlsN3 was involved in the diazo formation. Chemical investigation of the flsN3-inactivation mutant resulted in the isolation of a variety of angucycline aromatic polyketides, including four racemic aminobenzo[b]fluorenes stealthins D-G (9-12) harboring a stealthin C-like core skeleton with an acetone or butanone-like side chain. Their structures were elucidated on the basis of nuclear magnetic resonance (NMR) spectroscopic data and X-ray diffraction analysis. A plausible mechanism for the formation of stealthins D-G (9-12) was proposed. These results suggested a functional role of FlsN3 in the formation/modification of N-N bond-containing fluostatins.
DepartmentLMB
Keywordangucyclines N-N bond raceme gene inactivation biosynthesis marine Micromonospora
DOI10.3390/md17030150
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Cited Times:1[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.scsio.ac.cn/handle/344004/17880
Collection中科院海洋生物资源可持续利用重点实验室
Affiliation1.Chinese Acad Sci, CAS Key Lab Trop Marine Bioresources & Ecol, Inst South China Sea Ecol & Environm Engn,Guandon, RNAM Ctr Marine Microbiol,South China Sea Inst Oc, 164 West Xingang Rd, Guangzhou 510301, Guangdong, Peoples R China
2.Univ Chinese Acad Sci, 19 Yuquan Rd, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Huang, Chunshuai,Yang, Chunfang,Fang, Zhuangjie,et al. Discovery of Stealthin Derivatives and Implication of the Amidotransferase FlsN3 in the Biosynthesis of Nitrogen-Containing Fluostatins[J]. MARINE DRUGS,2019,17(3):150.
APA Huang, Chunshuai.,Yang, Chunfang.,Fang, Zhuangjie.,Zhang, Liping.,Zhang, Wenjun.,...&Zhang, Changsheng.(2019).Discovery of Stealthin Derivatives and Implication of the Amidotransferase FlsN3 in the Biosynthesis of Nitrogen-Containing Fluostatins.MARINE DRUGS,17(3),150.
MLA Huang, Chunshuai,et al."Discovery of Stealthin Derivatives and Implication of the Amidotransferase FlsN3 in the Biosynthesis of Nitrogen-Containing Fluostatins".MARINE DRUGS 17.3(2019):150.
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