In nature, the attachment of sugars to small molecules is often used to mediate targeting, mechanism of action and/or pharmacology. As an alternative to pathway engineering or total synthesis, we report a useful method, in vitro glycorandomization (IVG), to diversify the glycosylation patterns of complex natural products. We have used flexible glycosyltransferases on nucleotide diphosphosugar (NDP-sugar) libraries to generate glycorandomized natural products and then applied chemoselective ligation to produce monoglycosylated vancomycins that rival vancomycin.
|Number of pages||3|
|State||Published - Dec 2003|
Bibliographical noteFunding Information:
We gratefully acknowledge the University of Wisconsin-Madison School of Pharmacy Analytical Facility for LC-MS support (Gary Girdaukas) and Christopher T. Walsh and Heather Losey for graciously providing the glycosyltransferase E expression strain. J.S.T. is an Alfred P. Sloan Research Fellow. This work was supported in part by the US National Institutes of Health (GM58196, CA84374 and AI52218).
ASJC Scopus subject areas
- Applied Microbiology and Biotechnology
- Molecular Medicine
- Biomedical Engineering