title: Facile synthesis of stable lipid analogues possessing a range of alkyl groups: application to artificial glycolipids.
abstract: Efficient preparation of lipid analogues is described in which various long alkoxy chains and 2-hydroxyethyl group were covalently linked with benzoic acid derivatives. An alpha-mannopyranosyl group was stereoselectively introduced by the conventional imidate method into the terminal hydroxy group without any alternation of other moieties in a molecule. The resulting new glycoconjugates acted as models of natural glycolipids for protein-carbohydrate interactions.
authors.affiliation: Department of Bioscience and Biotechnology, Faculty of Science and Engineering, Ritsumeikan University, Kusatsu, Shiga, Japan.
authors.forename: Yasuo
authors.initials: Y
authors.lastname: Azefu
authors.forename: Hitoshi
authors.initials: H
authors.lastname: Tamiaki
authors.forename: Reiko
authors.initials: R
authors.lastname: Sato
authors.forename: Kazunori
authors.initials: K
authors.lastname: Toma
mesh_terms: D000818:Animals; D001565:Benzoates / Q000737:chemistry; D003208:Concanavalin A / Q000378:metabolism; D006001:Glycoconjugates / Q000138:chemical synthesis / Q000737:chemistry; D006017:Glycolipids / Q000138:chemical synthesis* / Q000737:chemistry; D007700:Kinetics; D008055:Lipids / Q000138:chemical synthesis / Q000737:chemistry; D008081:Liposomes / Q000737:chemistry; D008358:Mannose / Q000737:chemistry; D008958:Models, Molecular; D011485:Protein Binding; D012276:Ricin / Q000378:metabolism; D012710:Serum Albumin, Bovine / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D001565:Benzoates; D006001:Glycoconjugates; D006017:Glycolipids; D008055:Lipids; D008081:Liposomes; D003208:Concanavalin A; D012710:Serum Albumin, Bovine; D012276:Ricin; D008358:Mannose