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

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 num...

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Autores principales: Hara, Atsushi, Imamura, Akihiro, Ando, Hiromune, Ishida, Hideharu, Kiso, Makoto
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270767/
https://www.ncbi.nlm.nih.gov/pubmed/24384923
http://dx.doi.org/10.3390/molecules19010414
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author Hara, Atsushi
Imamura, Akihiro
Ando, Hiromune
Ishida, Hideharu
Kiso, Makoto
author_facet Hara, Atsushi
Imamura, Akihiro
Ando, Hiromune
Ishida, Hideharu
Kiso, Makoto
author_sort Hara, Atsushi
collection PubMed
description 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.
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spelling pubmed-62707672018-12-20 A New Chemical Approach to Human ABO Histo-Blood Group Type 2 Antigens Hara, Atsushi Imamura, Akihiro Ando, Hiromune Ishida, Hideharu Kiso, Makoto Molecules Article 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. MDPI 2013-12-31 /pmc/articles/PMC6270767/ /pubmed/24384923 http://dx.doi.org/10.3390/molecules19010414 Text en © 2013 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Hara, Atsushi
Imamura, Akihiro
Ando, Hiromune
Ishida, Hideharu
Kiso, Makoto
A New Chemical Approach to Human ABO Histo-Blood Group Type 2 Antigens
title A New Chemical Approach to Human ABO Histo-Blood Group Type 2 Antigens
title_full A New Chemical Approach to Human ABO Histo-Blood Group Type 2 Antigens
title_fullStr A New Chemical Approach to Human ABO Histo-Blood Group Type 2 Antigens
title_full_unstemmed A New Chemical Approach to Human ABO Histo-Blood Group Type 2 Antigens
title_short A New Chemical Approach to Human ABO Histo-Blood Group Type 2 Antigens
title_sort new chemical approach to human abo histo-blood group type 2 antigens
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270767/
https://www.ncbi.nlm.nih.gov/pubmed/24384923
http://dx.doi.org/10.3390/molecules19010414
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