论文题目: | Biosynthesis of the Carbamoylated D-Gulosamine Moiety of Streptothricins: Involvement of a Guanidino-N-glycosyltransferase and an N-Acetyl-D-gulosamine Deacetylase |
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作者: | Guo Zhengyan# Li Jine#, Qin Hua#, Wang Min, Lv Xun, Li Xuebing, Chen Yihua*. |
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刊物名称: | Angew Chem Int Ed Engl |
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年份: | 2015 |
影响因子: | 11.7 |
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摘要: | Streptothricins (STNs) are atypical aminoglycosides containing a rare carbamoylated D-gulosamine (D-GulN) moiety, and the antimicrobial activity of STNs has been exploited for crop protection. Herein, the biosynthetic pathway of the carbamoylated D-GulN moiety was delineated. An N-acetyl-D-galactosamine is first attached to the streptolidine lactam by the glycosyltransferse StnG and then epimerized to N-acetyl-D-gulosamine by the putative epimerase StnJ. After carbamoylation by the carbamoyltransferase StnQ, N-acetyl-D-GulN is deacetylated by StnI to furnish the carbamoylated D-GulN moiety. In vitro studies characterized two novel enzymes: StnG is an unprecedented GT-A fold N-glycosyltransferase that glycosylates the imine nitrogen atom of guanidine, and StnI is the first reported N-acetyl-D-GulN deacetylase. |
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