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Concise assembly of linear alpha(1-->6)-linked octamannan fluorescent probe.

ABSTRACT: Synthesis of a fluorescently labelled (dansylated) linear alpha(1-->6)-linked octamannan, using glycosyl fluoride donors and thioglycosyl acceptors is described. A selective and convergent two-stage activation progression was executed to construct di-, tetra and octa-mannosyl thioglycosides in three glycosylation steps with excellent yield. Further a 5-N,N-Dimethylaminonaphthalene-1-sulfonamidoethyl (dansyl) group was coupled to 1-azidoethyl octamannosyl thioglycoside. Global deprotection of the coupled product afforded the desired dansylated homo-linear alpha(1-->6)-linked octamannan.

SUBMITTER: Aqueel MS

PROVIDER: S-EPMC2598757 | biostudies-literature | 2008 Dec

REPOSITORIES: biostudies-literature

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Concise assembly of linear alpha(1-->6)-linked octamannan fluorescent probe.

Aqueel Mohammad S MS Pathak Vibha V Pathak Ashish K AK

Tetrahedron letters 20081201 50

Synthesis of a fluorescently labelled (dansylated) linear alpha(1-->6)-linked octamannan, using glycosyl fluoride donors and thioglycosyl acceptors is described. A selective and convergent two-stage activation progression was executed to construct di-, tetra and octa-mannosyl thioglycosides in three glycosylation steps with excellent yield. Further a 5-N,N-Dimethylaminonaphthalene-1-sulfonamidoethyl (dansyl) group was coupled to 1-azidoethyl octamannosyl thioglycoside. Global deprotection of the ...[more]

PMID: 20011026

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