B blood group, determinant

Kanie O, Ito Y, Ogawa T. Orthogonal glycosylation strategy in synthesis of extended blood group B determinant. Tetrahedron Lett. 1996 37 4551-4554. 

FIGURE 1.12 The human blood group B determinant (38) and the Lewis tetrasaccharide antigen (sLe , 39). 

A -methylacetamide 113. The acetimidates react in the presence of pTsOH as a promoter to give 1,2-cw-glycosides in excellent stereoselectivity [280,281], The synthesis of the blood group B determinant, oligosaccharide 120 [282], using Sinay s imidate procedure is illustrated in Scheme 4.19. 

The orthogonal glycosylation strategy was also employed in the synthesis of the blood group B determinant [30] and was applied to polymer-supported synthetic strategies [31]. 

The GalNAcal-3 residue of blood group A is added to the H determinant by blood group A a3-GalNAc-transferase (EC 2.4.1.40), and the blood group B determinant similarly by blood group B a3-Gal-transferase (EC 2.4.1.37). A related linear B o 3-Gal-transferase (EC 2.4.1.151) from nonprimates synthesizes the linear B determinant on terminal Gal residues without the Fucal-2 substitution. These three enzymes are retaining transferases of the CAZy GT6 family with a GT-A fold (Table 4). 

Figure 25.12 Structures of the A, B, and 0 blood-group antigenic determinants.

The Lewis b (Leb) blood-group tetrasaccharide determinant (356) was synthesised by Matta and co-workers [235] via the disaccharide (355) which was deacetonated and deacetylated and the product converted into the pertrimethylsilyl ether (357). Treatment of (357) with pyridine — acetic anhydride — acetic acid [236] caused acetylation of the primary hydroxyl groups and subsequent treatment with acidic methanol gave (358). This was converted into the 3, 4-O-isopropylidene derivative (359) which was... 

The Chemical Synthesis of 2-D-(a-i.-fucopyranosyl)-3-(3-(a-D-galactopyranosyl)-D-galactose. The Terminal Structure of the Blood-Group B Antigenic Determinant. R. U. Lemieux and... 

Syntheses of Core Chain Trisaccharides Related to Human Blood Group Antigenic Determinants, R. U. Lemieux, S. Z. Abbas, and B. Y. Chung, Can. J. Chem., 60 (1982) 68-75. 

Ernst, L. K., Rajan, V. P., Larsen, R. D., Ruff, M. M. and Lowe, J. B. (1989). Stable expression of blood group H determinants and GDP-L-fucose 0-D-galactoside 2-a-L-fucosyltransferase in mouse cells after transfection with human DNA. J. Biol. Chem. 264, 3436-3447. 

Lemieux, R U, Driguez, H, Chemical synthesis of 2-0-(a-L-fucopyranosyl)-3-0-(a-D-galacto-pyranosyl)-D-galactose. Terminal structure of the blood-group B antigenic determinant, J. Am. Chem. Soc., 97, 4069-4075, 1975. 

Prevalence in Asian Strains The Lewis A, B, D, and Blood-Group A Determinants 130... 

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