We describe the ability of an engineered glycosyltransferase (OleD Loki) to catalyze the N‐glycosylation of tertiary‐amine‐containing drugs and trichostatin hydroxamate glycosyl ester formation. As such, this study highlights the first bacterial model catalyst for tertiary‐amine N‐glycosylation and further expands the substrate scope and synthetic potential of engineered OleDs. In addition, this work could open the door to the discovery of similar capabilities among other permissive bacterial glycosyltransferases.
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This work was supported, in part, by National Institute of Health grants R37 AI52218 (J.S.T.) and U01 GM098248 (G.N.P.), the National Center for Advancing Translational Sciences (UL1TR001998), the University of Kentucky College of Pharmacy and the University of Kentucky Center for Pharmaceutical Research and Innovation.
Supporting information for this article can be found under: https://doi.org/10.1002/cbic.201600676.
Hughes, Ryan R.; Shaaban, Khaled A.; Zhang, Jianjun; Cao, Hongnan; Phillips, George N. Jr.; and Thorson, Jon S., "OleD Loki as a Catalyst for Tertiary Amine and Hydroxamate Glycosylation" (2017). Center for Pharmaceutical Research and Innovation Faculty Publications. 5.