Miller Gavin J, Broberg Karl R, Rudd Claire, Helliwell Madeleine R, Jayson Gordon C, Gardiner John M
Manchester Institute of Biotechnology and School of Chemistry, 131 Princess Street, University of Manchester M1 7DN, UK.
Org Biomol Chem. 2015 Dec 14;13(46):11208-19. doi: 10.1039/c5ob01706h. Epub 2015 Sep 18.
d-Glucosamine derivatives bearing latent O4 functionality provide modified H/HS-type disaccharide donors for a final stage capping approach enabling introduction of conjugation-suitable, non-reducing terminal functionality to biologically important glycosaminoglycan oligosaccharides. Application to the synthesis of the first O4-terminus modified synthetic LMWH decasaccharide and an HS-like dodecasaccharide is reported.
带有潜在O4官能团的d-葡萄糖胺衍生物为最后阶段的封端方法提供了修饰的H/HS型二糖供体,从而能够将适合共轭的非还原末端官能团引入到具有生物学重要性的糖胺聚糖寡糖中。本文报道了其在首个O4末端修饰的合成低分子量肝素十糖和类硫酸乙酰肝素十二糖合成中的应用。