Elhalabi Jordan, Rice Kevin G
Department of Medicinal Chemistry, College of Pharmacy, University of Michigan, Ann Arbor, Michigan, USA.
Nucleosides Nucleotides Nucleic Acids. 2004;23(1-2):195-205. doi: 10.1081/ncn-120027828.
The syntheses of a novel uridine diphosphate galactose (UDP-Gal) analog, (UDP-2,4,6-tri-O-acetyl-3-S-acetyl-3-thio-alpha-D-galactopyranose) (11) and the thiolpyridine protected (Uridine 5'-[3-S-(2-S-pyridyl)-3-thio-alpha-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 beta-1,4-galactosyltransferase.
描述了一种新型尿苷二磷酸半乳糖（UDP-Gal）类似物（UDP-2,4,6-三-O-乙酰基-3-S-乙酰基-3-硫代-α-D-吡喃半乳糖）（11）和硫醇吡啶保护的（尿苷5'-[3-S-(2-S-吡啶基)-3-硫代-α-D-吡喃半乳糖基二磷酸]类似物（12）的合成。所报道的合成方法依赖于硫醇吡啶的新用途来生成12，12是一种经过适当保护的中间体，可通过β-1,4-半乳糖基转移酶进行酶转移之前通过还原生成UDP-硫代半乳糖衍生物。
