Carbamate linker strategy in solid-phase synthesis of amino-functionalized glycoconjugates for attachment to solid surfaces and investigation of protein-carbohydrate interactions
2009 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 3, 349-57 p.Article in journal (Refereed) Published
Amino-functionalized serine-based galactose and glucose neoglycolipids were prepared by solid-phase synthesis using a carbamate strategy for anchoring amino functionalities to a (2-fluoro-4-hydroxymethylphenoxy)acetic acid linker resin. Key synthetic steps were monitored with gel-phase 19F NMR spectroscopy. Cleavage from the solid support was performed with trifluoroacetic acid. The terminal amine of the neoglycolipids was conjugated with didecyl squarate and then immobilized in amino-functionalized microtiter plates and the glycoconjugates were successfully probed with a galactose-binding lectin.
Place, publisher, year, edition, pages
Weinheim: WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim , 2009. no 3, 349-57 p.
Solid-phase synthesis, Glycoconjugates, Carbohydrates, Proteins, Carbohydrate protein interactions, Carbamate linker, Gel-phase 19F NMR spectroscopy, Microtiter plates
Other Basic Medicine
IdentifiersURN: urn:nbn:se:umu:diva-11489DOI: 10.1002/ejoc.200800670OAI: oai:DiVA.org:umu-11489DiVA: diva2:151160