Characterization of the Amicetin Biosynthesis Gene Cluster from Streptomyces vinaceusdrappus NRRL 2363 Implicates Two Alternative Strategies for Amide Bond Formation
Zhang, GY; Zhang, HB; Li, SM; Xiao, J; Zhang, GT; Zhu, YG; Niu, SW; Ju, JH; Zhang, CS; czhang2006@gmail.com
2012
发表期刊APPLIED AND ENVIRONMENTAL MICROBIOLOGY
ISSN0099-2240
卷号78期号:7页码:2393-2401
摘要Amicetin, an antibacterial and antiviral agent, belongs to a group of disaccharide nucleoside antibiotics featuring an alpha-(1 -> 4)-glycoside bond in the disaccharide moiety. In this study, the amicetin biosynthesis gene cluster was cloned from Streptomyces vinaceusdrappus NRRL 2363 and localized on a 37-kb contiguous DNA region. Heterologous expression of the amicetin biosynthesis gene cluster in Streptomyces lividans TK64 resulted in the production of amicetin and its analogues, thereby confirming the identity of the ami gene cluster. In silico sequence analysis revealed that 21 genes were putatively involved in amicetin biosynthesis, including 3 for regulation and transportation, 10 for disaccharide biosynthesis, and 8 for the formation of the amicetin skeleton by the linkage of cytosine, p-aminobenzoic acid (PABA), and the terminal (+)-alpha-methylserine moieties. The inactivation of the benzoate coenzyme A (benzoate-CoA) ligase gene amiL and the N-acetyltransferase gene amiF led to two mutants that accumulated the same two compounds, cytosamine and 4-acetamido-3-hydroxybenzoic acid. These data indicated that AmiF functioned as an amide synthethase to link cytosine and PABA. The inactivation of amiR, encoding an acyl-CoA-acyl carrier protein transacylase, resulted in the production of plicacetin and norplicacetin, indicating AmiR to be responsible for attachment of the terminal methylserine moiety to form another amide bond. These findings implicated two alternative strategies for amide bond formation in amicetin biosynthesis.
部门归属[Zhang, Gaiyun; Zhang, Haibo; Li, Sumei; Xiao, Ji; Zhang, Guangtao; Zhu, Yiguang; Niu, Siwen; Ju, Jianhua; Zhang, Changsheng] Chinese Acad Sci, CAS Key Lab Marine Bioresources Sustainable Utili, Guangdong Key Lab Marine Mat Med, RNAM Ctr Marine Microbiol,S China Sea Inst Oceano, Guangzhou, Guangdong, Peoples R China
学科领域Biotechnology & Applied Microbiology ; Microbiology
语种英语
资助项目LMB
WOS记录号WOS:000301344300037
引用统计
被引频次:21[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.scsio.ac.cn/handle/344004/9954
专题中科院海洋生物资源可持续利用重点实验室
通讯作者czhang2006@gmail.com
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GB/T 7714
Zhang, GY,Zhang, HB,Li, SM,et al. Characterization of the Amicetin Biosynthesis Gene Cluster from Streptomyces vinaceusdrappus NRRL 2363 Implicates Two Alternative Strategies for Amide Bond Formation[J]. APPLIED AND ENVIRONMENTAL MICROBIOLOGY,2012,78(7):2393-2401.
APA Zhang, GY.,Zhang, HB.,Li, SM.,Xiao, J.,Zhang, GT.,...&czhang2006@gmail.com.(2012).Characterization of the Amicetin Biosynthesis Gene Cluster from Streptomyces vinaceusdrappus NRRL 2363 Implicates Two Alternative Strategies for Amide Bond Formation.APPLIED AND ENVIRONMENTAL MICROBIOLOGY,78(7),2393-2401.
MLA Zhang, GY,et al."Characterization of the Amicetin Biosynthesis Gene Cluster from Streptomyces vinaceusdrappus NRRL 2363 Implicates Two Alternative Strategies for Amide Bond Formation".APPLIED AND ENVIRONMENTAL MICROBIOLOGY 78.7(2012):2393-2401.
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