Affordable Access

Publisher Website

Syntheses of a series of lacto-N-neotetraose clusters using a carbosilane dendrimer scaffold

Authors
Journal
Carbohydrate Research
0008-6215
Publisher
Elsevier
Publication Date
Volume
341
Issue
4
Identifiers
DOI: 10.1016/j.carres.2005.11.037

Abstract

Abstract 4-Pentenyl (2,3,4,6-tetra- O-acetyl-β- d-galactopyranosyl)-(1→4)-(3,6-di- O-acetyl-2-deoxy-2-phthalimido-β- d-glucopyranosyl)-(1→3)-(2,6-di- O-benzoyl-β- d-galactopyranosyl)-(1→4)-2,3,6-tri- O-benzoyl-β- d-glucopyranoside ( 4) was synthesized by regioselective glycosylation of 4-pentenyl (2,6,-di- O-benzoyl-β- d-galactopyranosyl)-(1→4)-2,3,6-tri- O-benzoyl-β- d-glucopyranoside and (2,3,4,6-tetra- O-acetyl-β- d-galactopyranosyl)-(1→4)-3,6-di- O-acetyl-2-deoxy-2-phthalimido-β- d-glucopyranosyl chloride. By conversion of the protecting groups followed by thioacetylation, 4 was transformed into the corresponding lacto- N-neotetraose derivative, 5-(acetylthio)pentenyl (2,3,4,6-tetra- O-acetyl-β- d-galactopyranosyl)-(1→4)- O-(3,6-di- O-acetyl-2-acetamido-2-deoxy-β- d-glucopyranosyl)-(1→3)-(2,4,6-di- O-acetyl-β- d-galactopyranosyl)-(1→4)-2,3,6-tri- O-acetyl-β- d-glucopyranoside ( 6). The lacto- N-neotetraose derivative 6 was introduced into carbosilane dendrimer cores of three shapes, and three kinds of new carbosilane dendrimers peripherally functionalized by lacto- N-neotetraose were obtained.

There are no comments yet on this publication. Be the first to share your thoughts.

Statistics

Seen <100 times
0 Comments

More articles like this

Syntheses of a series of lacto-N-neotetraose clust...

on Carbohydrate Research Mar 20, 2006

Sialyl α(2 → 3) lactose clusters using carbosilane...

on Bioorganic & Medicinal Chemist... Jan 01, 2008

Thiosialoside clusters using carbosilane dendrimer...

on Bioorganic & Medicinal Chemist... Jan 01, 2007

Thiosialoside clusters using carbosilane dendrimer...

on Bioorganic & Medicinal Chemist... Feb 01, 2007
More articles like this..