title: Chemoenzymatic synthesis of biotin-appended analogues of gangliosides GM2, GM1, GD1a and GalNAc-GD1a for solid-phase applications and improved ELISA tests.
abstract: Biotinylated analogues of gangliosides GM2, GM1, GD1a and GalNAc-GD1a were synthesized in high yields using glycosyltransferases from Campylobacter jejuni. The presence of a biotin moiety in the aglycone part of these mimics allows for attachment of these materials onto various streptavidin-coated surfaces. Analysis of the interaction of biotin-appended GM1 with the B subunit of Escherichia coli heat-labile enterotoxin performed in a modified ELISA procedure shows the potential of this compound to replace the natural GM1 in toxin detection.
authors: Laboratory of Organic Chemistry, Wageningen University, Wageningen, The Netherlands.
authors: Aliaksei V
authors: AV
authors: Pukin
authors: Dion E A
authors: DE
authors: Florack
authors: Denis
authors: D
authors: Brochu
authors: Barend
authors: B
authors: van Lagen
authors: Gerben M
authors: GM
authors: Visser
authors: Tom
authors: T
authors: Wennekes
authors: Michel
authors: M
authors: Gilbert
authors: Han
authors: H
authors: Zuilhof
mesh_terms: D001710:Biotin / Q000031:analogs & derivatives*; D016123:Campylobacter jejuni / Q000201:enzymology*; D004797:Enzyme-Linked Immunosorbent Assay / Q000379:methods; D005732:Gangliosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D016695:Glycosyltransferases / Q000378:metabolism*
chemical_list: D005732:Gangliosides; D001710:Biotin; D016695:Glycosyltransferases