A New Chemical Approach to Human ABO Histo-Blood Group Type 2 Antigens

Molecules

Atsushi Hara¹  Akihiro Imamura¹  Hiromune Ando¹  Hideharu Ishida¹ 

[1] Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan; E-Mails:

关键词: blood group antigen;    oligosaccharide;    glycosylation;    Heyns rearrangement;   

DOI  :  10.3390/molecules19010414

来源: mdpi

【 摘 要 】

A new chemical approach to synthesizing human ABO histo-blood type 2 antigenic determinants was developed. N-Phthaloyl-protected lactosaminyl thioglycoside derived from lactulose via the Heyns rearrangement was employed to obtain a type 2 core disaccharide. Use of this scheme lowered the overall number of reaction steps. Stereoselective construction of the α-galactosaminide/galactoside found in A- and B-antigens, respectively, was achieved by using a unique di-tert-butylsilylene-directed α-glycosylation method. The proposed synthetic scheme provides an alternative to existing procedures for preparing ABO blood group antigens.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland.