title: The First Total Synthesis of 6-Sulfo-de-N-acetylsialyl Lewis(x) Ganglioside: A Superior Ligand for Human L-Selectin.
abstract: Originally discovered as a minor by-product of 6-sulfo-N-acetylsialyl Lewis(x) , the de-N-acetylated form 1 is a superior L-selectin ligand to the N-acetyl form. To substantiate the extraordinary reactivity of 1, it was synthesized for the first time and its binding to L-selectin investigated. Compound 1 and related structures may be high-affinity endogenous ligands for L-selectin that are involved in the interaction of leukocytes with the vascular endothelium.
authors.affiliation: Department of Applied Bioorganic Chemistry, Gifu University, Gifu 501-1193, Japan, Fax: (+81) 58-293-2840.
authors.forename: S
authors.initials: S
authors.lastname: Komba
authors.forename: C
authors.initials: C
authors.lastname: Galustian
authors.forename: H
authors.initials: H
authors.lastname: Ishida
authors.forename: T
authors.initials: T
authors.lastname: Feizi
authors.forename: R
authors.initials: R
authors.lastname: Kannagi
authors.forename: M
authors.initials: M
authors.lastname: Kiso
keywords: Oligosaccharides; Selectin; Sialyl Lewisx; Total synthesis