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Herein, the biosynthetic pathway of the carbamoylated <jats:sc>D<\/jats:sc>\u2010GulN moiety was delineated. An N\u2010acetyl\u2010<jats:sc>D<\/jats:sc>\u2010galactosamine is first attached to the streptolidine lactam by the glycosyltransferse StnG and then epimerized to N\u2010acetyl\u2010<jats:sc>D<\/jats:sc>\u2010gulosamine by the putative epimerase StnJ. After carbamoylation by the carbamoyltransferase StnQ, N\u2010acetyl\u2010<jats:sc>D<\/jats:sc>\u2010GulN is deacetylated by StnI to furnish the carbamoylated <jats:sc>D<\/jats:sc>\u2010GulN moiety. In\u2005vitro studies characterized two novel enzymes: StnG is an unprecedented GT\u2010A fold N\u2010glycosyltransferase that glycosylates the imine nitrogen atom of guanidine, and StnI is the first reported N\u2010acetyl\u2010<jats:sc>D<\/jats:sc>\u2010GulN deacetylase.<\/jats:p>","DOI":"10.1002\/anie.201412190","type":"journal-article","created":{"date-parts":[[2015,2,26]],"date-time":"2015-02-26T08:33:55Z","timestamp":1424939635000},"page":"5175-5178","source":"Crossref","is-referenced-by-count":31,"title":["Biosynthesis of the Carbamoylated <scp>D<\/scp>\u2010Gulosamine Moiety of Streptothricins: Involvement of a Guanidino\u2010<i>N<\/i>\u2010glycosyltransferase and an <i>N<\/i>\u2010Acetyl\u2010<scp>D<\/scp>\u2010gulosamine Deacetylase"],"prefix":"10.1002","volume":"54","author":[{"given":"Zhengyan","family":"Guo","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jine","family":"Li","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hua","family":"Qin","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Min","family":"Wang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xun","family":"Lv","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xuebing","family":"Li","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yihua","family":"Chen","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2015,2,26]]},"reference":[{"key":"e_1_2_2_1_2","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"crossref","first-page":"299","DOI":"10.1128\/jb.46.3.299-310.1943","volume":"46","author":"Waksman S. 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