Regioselective glycosylations in solution and on soluble and insoluble polymeric supports

Richard Geurtsen; Geert Jan Boons

doi:10.1002/1099-0690(200205)2002:9<1473::AID-EJOC1473>3.0.CO;2-O

Regioselective glycosylations in solution and on soluble and insoluble polymeric supports

Richard Geurtsen
, Geert Jan Boons^*

^*Corresponding author for this work

University of Georgia
extern

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

A protected tetrasaccharide 13 derived from the mucin oligosaccharides surrounding oocytes of Xenopus laevis, was prepared by a two directional glycosylation methodology whereby an immobilized thioglycosyl donor 3 was coupled in solution in a regioselective manner with an acceptor 4 thal has two hydroxyls of differing reactivity. High regioselectivity was achieved when MPEG was used as a polymeric support, whereas site-site reactions occurred when TentaGelr® was employed for immobilization.

Original language	English
Pages (from-to)	1473-1477
Number of pages	5
Journal	European Journal of Organic Chemistry
Issue number	9
DOIs	https://doi.org/10.1002/1099-0690(200205)2002:9<1473::AID-EJOC1473>3.0.CO;2-O
Publication status	Published - 1 Jan 2002
Externally published	Yes

Keywords

Carbohydrates
Glycosylation
Polymer support

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10.1002/1099-0690(200205)2002:9<1473::AID-EJOC1473>3.0.CO;2-O

Cite this

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title = "Regioselective glycosylations in solution and on soluble and insoluble polymeric supports",

abstract = "A protected tetrasaccharide 13 derived from the mucin oligosaccharides surrounding oocytes of Xenopus laevis, was prepared by a two directional glycosylation methodology whereby an immobilized thioglycosyl donor 3 was coupled in solution in a regioselective manner with an acceptor 4 thal has two hydroxyls of differing reactivity. High regioselectivity was achieved when MPEG was used as a polymeric support, whereas site-site reactions occurred when TentaGelr{\textregistered} was employed for immobilization.",

keywords = "Carbohydrates, Glycosylation, Polymer support",

author = "Richard Geurtsen and Boons, \{Geert Jan\}",

year = "2002",

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doi = "10.1002/1099-0690(200205)2002:9<1473::AID-EJOC1473>3.0.CO;2-O",

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AU - Geurtsen, Richard

AU - Boons, Geert Jan

PY - 2002/1/1

Y1 - 2002/1/1

N2 - A protected tetrasaccharide 13 derived from the mucin oligosaccharides surrounding oocytes of Xenopus laevis, was prepared by a two directional glycosylation methodology whereby an immobilized thioglycosyl donor 3 was coupled in solution in a regioselective manner with an acceptor 4 thal has two hydroxyls of differing reactivity. High regioselectivity was achieved when MPEG was used as a polymeric support, whereas site-site reactions occurred when TentaGelr® was employed for immobilization.

AB - A protected tetrasaccharide 13 derived from the mucin oligosaccharides surrounding oocytes of Xenopus laevis, was prepared by a two directional glycosylation methodology whereby an immobilized thioglycosyl donor 3 was coupled in solution in a regioselective manner with an acceptor 4 thal has two hydroxyls of differing reactivity. High regioselectivity was achieved when MPEG was used as a polymeric support, whereas site-site reactions occurred when TentaGelr® was employed for immobilization.

KW - Carbohydrates

KW - Glycosylation

KW - Polymer support

UR - https://www.scopus.com/pages/publications/0036096338

U2 - 10.1002/1099-0690(200205)2002:9<1473::AID-EJOC1473>3.0.CO;2-O

DO - 10.1002/1099-0690(200205)2002:9<1473::AID-EJOC1473>3.0.CO;2-O

M3 - Article

AN - SCOPUS:0036096338

SN - 1434-193X

SP - 1473

EP - 1477

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 9

ER -

Regioselective glycosylations in solution and on soluble and insoluble polymeric supports

Abstract

Keywords

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