Abstract
The syntheses of a novel uridine diphosphate galactose (UDP‐Gal) analog, (UDP‐2,4,6‐tri‐O‐acetyl‐3‐S‐acetyl‐3‐thio‐α‐d‐galactopyranose) (11) and the thiolpyridine protected (Uridine 5′‐[3‐S‐(2‐S‐pyridyl)‐3‐thio‐α‐d‐galactopyranosyl diphosphate) analog (12) are described. The reported synthesis relies on the novel use of thiolpyridine to generate 12 which is a suitably protected intermediate for generating a UDP‐thioGal derivative by reduction prior to enzyme transfer via β‐1,4‐galactosyltransferase.
†In honor and celebration of the 70th birthday of Professor Leroy B. Townsend.
Acknowledgments
The authors acknowledge Magdalena Przydzial for her help in generating ESI‐MS data. Financial support from NIH AI33189, GM48049 are gratefully acknowledged.
Notes
†In honor and celebration of the 70th birthday of Professor Leroy B. Townsend.