title: Synthesis of glycuronamides of amino acids, constituents of microbial polysaccharides and their conversion into neoglycoconjugates of copolymer type.
abstract: Glycopyranosiduronic acids, amidically linked to amino acids (alanine, serine, threonine, and lysine) were prepared. O-tert-Butyl and N epsilon-tert-butyloxycarbonyl protected amino acid tert-butyl esters were used in ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate promoted condensation with 2-azidoethyl glycosides of glucuronic and galacturonic acid. Reduction of the azido-function followed by N-acryloylation and removal of blocking groups with trifluoroacetic acid gave the target monomers. These were converted into neoglycoconjugates of copolymer type, potentially useful for immunochemical studies.
authors.affiliation: N.D. Zelinsky Institute of Organic Chemistry, Academy of Sciences, Moscow, USSR.
authors.forename: A Y
authors.initials: AY
authors.lastname: Chernyak
authors.forename: G V
authors.initials: GV
authors.lastname: Sharma
authors.forename: L O
authors.initials: LO
authors.lastname: Kononov
authors.forename: P R
authors.initials: PR
authors.lastname: Krishna
authors.forename: A V
authors.initials: AV
authors.lastname: Rao
authors.forename: N K
authors.initials: NK
authors.lastname: Kochetkov
mesh_terms: D000577:Amides / Q000138:chemical synthesis*; D000596:Amino Acids / Q000737:chemistry*; D016667:Bacterial Capsules / Q000737:chemistry*; D006001:Glycoconjugates / Q000737:chemistry*; D015394:Molecular Structure; D011108:Polymers / Q000737:chemistry*; D014574:Uronic Acids / Q000138:chemical synthesis*
chemical_list: D000577:Amides; D000596:Amino Acids; D006001:Glycoconjugates; D011108:Polymers; D014574:Uronic Acids