The Synthesis of Blood Group Antigenic A Trisaccharide and Its Biotinylated Derivative

The Synthesis of Blood Group Antigenic A Trisaccharide and Its Biotinylated Derivative Full article

Journal

Molecules
ISSN: 1420-3049

Output data

Year: 2021, Volume: 26, Number: 19, Article number : 5887, Pages count : DOI: 10.3390/molecules26195887

Authors

Kazakova Ekaterina D. ¹ , Yashunsky Dmitry V. ¹ , Nifantiev Nikolay E. ¹

Affiliations

1	Laboratory of Glycoconjugate Chemistry, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, 119991 Moscow, Russia

Blood group antigenic A trisaccharide represents the terminal residue of all A blood group antigens and plays a key role in blood cell recognition and blood group compatibility. Herein, we describe the synthesis of the spacered A trisaccharide by means of an assembly scheme that employs in its most complex step the recently proposed glycosyl donor of the 2-azido-2-deoxy-selenogalactoside type, bearing stereocontrolling 3-O-benzoyl and 4,6-O-(di-tert-butylsilylene)-protecting groups. Its application provided efficient and stereoselective formation of the required α-glycosylation product, which was then deprotected and subjected to spacer biotinylation to give both target products, which are in demand for biochemical studies.

Kazakova E.D. , Yashunsky D.V. , Nifantiev N.E.
The Synthesis of Blood Group Antigenic A Trisaccharide and Its Biotinylated Derivative
Molecules. 2021. V.26. N19. 5887 . DOI: 10.3390/molecules26195887 WOS Scopus OpenAlex

≡ Web of science:	WOS:000707118900001
≡ Scopus:	2-s2.0-85116134503
≡ OpenAlex:	W3202775852