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Gewählte Publikation:

Reiter, A; Zamyatina, A; Schindl, H; Hofinger, A; Kosma, P.
(1999): Synthesis of Pseudomonas aeruginosa lipopolysaccharide core antigens containing 7-O-carbamoyl-L-glycero-alpha-D-manno-heptopyranosyl residues.
Carbohydr Res. 1999; 317(1-4):39-52 FullText FullText_BOKU

Abstract:
The monosaccharide allyl 7-O-carbamoyl-L-glycero-alpha-D-manno-heptopyranoside, the reducing disaccharide 7-O-carbamoyl-L-glycero-alpha-D-manno-heptopyranosyl-(1 --> 3)-L-glycero-D-manno-heptopyranose and the disaccharides allyl 7-O-carbamoyl-L-glycero-alpha-D-manno-heptopyranosyl-(1 --> 3)-L-glycero-beta- and alpha-D-manno-heptopyranoside were prepared in good yields. The 7-O-carbamoyl substituent was regioselectively introduced via NH3-NH4HCO3 treatment of a 6,7-O-carbonate group. Glycosylation steps were carried out using Me3SiOTf or BF3E2O promoted coupling of allyl alcohol with trichloroacetimidate or fluoride glycosyl donors, respectively. The deprotected allyl glycosides were reacted with cysteamine to afford spacer glycosides which were subsequently linked to bovine serum albumin. The artificial antigens which are related to the dephosphorylated heptose region of the lipopolysaccharide core region from Pseudomonas aeruginosa classified into RNA group I may be used for the characterization of monoclonal antibodies directed against inner core epitopes of human-pathogenic Pseudomonas species. (C) 1999 Elsevier Science Ltd. All rights reserved.
Autor*innen der BOKU Wien:
Hofinger-Horvath Andreas
Kosma Paul
Zamyatina Alla
BOKU Gendermonitor:

Find related publications in this database (using NML MeSH Indexing)
Carbohydrate Conformation -
Disaccharides - chemical synthesis
Indicators and Reagents -
Lipopolysaccharides - chemical synthesis
Optical Rotation -
Pseudomonas aeruginosa - immunology

Find related publications in this database (Keywords)
Pseudomonas aeruginosa
lipopolysaccharide
heptose
carbamate
neoglycoprotein


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