Enzymatic Glycosylation of Vancomycin Aglycon: Completion of a Total Synthesis of Vancomycin and N- and C-Terminus Substituent Effects of the Aglycon Substrate

Nakayama, AtsushiOkano, AkinoriFeng, YiqingCollins, James C.Collins, Karen C.Walsh, ChristopherBoger, Dale L.2014-08-132014Nakayama, Atsushi, Akinori Okano, Yiqing Feng, James C. Collins, Karen C. Collins, Christopher T. Walsh, and Dale L. Boger. 2014. “Enzymatic Glycosylation of Vancomycin Aglycon: Completion of a Total Synthesis of Vancomycin and N- and C-Terminus Substituent Effects of the Aglycon Substrate.” Organic Letters 16 (13): 3572-3575. doi:10.1021/ol501568t. http://dx.doi.org/10.1021/ol501568t.1523-7060http://nrs.harvard.edu/urn-3:HUL.InstRepos:12717480Studies on the further development of the sequential glycosylations of the vancomycin aglycon catalyzed by the glycosyltransferases GtfE and GtfD and the observation of unusual, perhaps unexpected, aglycon substrate substituent effects on the rate and efficiency of the initial glycosylation reaction are reported.en-USEnzymatic Glycosylation of Vancomycin Aglycon: Completion of a Total Synthesis of Vancomycin and N- and C-Terminus Substituent Effects of the Aglycon SubstrateJournal Article2014-08-1310.1021/ol501568t