title: A new chemical approach to human ABO histo-blood group type 2 antigens.
abstract: 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.
authors.affiliation: Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan. r8101036@edu.gifu-u.ac.jp.
authors.forename: Atsushi
authors.initials: A
authors.lastname: Hara
authors.affiliation: Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan. aimamura@gifu-u.ac.jp.
authors.forename: Akihiro
authors.initials: A
authors.lastname: Imamura
authors.affiliation: Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan. hando@gifu-u.ac.jp.
authors.forename: Hiromune
authors.initials: H
authors.lastname: Ando
authors.affiliation: Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan. ishida@gifu-u.ac.jp.
authors.forename: Hideharu
authors.initials: H
authors.lastname: Ishida
authors.affiliation: Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan. kiso@gifu-u.ac.jp.
authors.forename: Makoto
authors.initials: M
authors.lastname: Kiso
mesh_terms: D000017:ABO Blood-Group System / Q000737:chemistry*; D000939:Epitopes / Q000737:chemistry; D006801:Humans; D014312:Trisaccharides / Q000737:chemistry
chemical_list: D000017:ABO Blood-Group System; D000939:Epitopes; D014312:Trisaccharides