A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides

Gavin Miller; Karl Broberg; C Rudd; Madeleine Helliwell; GC Jayson; John Gardiner

doi:10.1039/C5OB01706H

A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides

Gavin Miller, Karl Broberg, C Rudd, Madeleine Helliwell, GC Jayson, John Gardiner

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

Abstract

D-Glucosamine derivatives bearing latent O4 functionality provide modified H/HS-type disaccharide donors for a final stage capping approach enabling introduction of conjugation-suitable, non-reducing terminal functionality to biologically important glycosaminoglycan oligosaccharides. Application to the synthesis of the first O4-terminus modified synthetic LMWH decasaccharide and an HS-like dodecasaccharide is reported.

Original language	English
Pages (from-to)	11208-11219
Journal	Organic & biomolecular chemistry
Volume	13
Issue number	46
DOIs	https://doi.org/10.1039/C5OB01706H
Publication status	Published - 9 Sept 2015

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title = "A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides",

abstract = "D-Glucosamine derivatives bearing latent O4 functionality provide modified H/HS-type disaccharide donors for a final stage capping approach enabling introduction of conjugation-suitable, non-reducing terminal functionality to biologically important glycosaminoglycan oligosaccharides. Application to the synthesis of the first O4-terminus modified synthetic LMWH decasaccharide and an HS-like dodecasaccharide is reported.",

author = "Gavin Miller and Karl Broberg and C Rudd and Madeleine Helliwell and GC Jayson and John Gardiner",

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AU - Miller, Gavin

AU - Broberg, Karl

AU - Rudd, C

AU - Helliwell, Madeleine

AU - Jayson, GC

AU - Gardiner, John

PY - 2015/9/9

Y1 - 2015/9/9

N2 - D-Glucosamine derivatives bearing latent O4 functionality provide modified H/HS-type disaccharide donors for a final stage capping approach enabling introduction of conjugation-suitable, non-reducing terminal functionality to biologically important glycosaminoglycan oligosaccharides. Application to the synthesis of the first O4-terminus modified synthetic LMWH decasaccharide and an HS-like dodecasaccharide is reported.

AB - D-Glucosamine derivatives bearing latent O4 functionality provide modified H/HS-type disaccharide donors for a final stage capping approach enabling introduction of conjugation-suitable, non-reducing terminal functionality to biologically important glycosaminoglycan oligosaccharides. Application to the synthesis of the first O4-terminus modified synthetic LMWH decasaccharide and an HS-like dodecasaccharide is reported.

U2 - 10.1039/C5OB01706H

DO - 10.1039/C5OB01706H

M3 - Article

SN - 1477-0520

VL - 13

SP - 11208

EP - 11219

JO - Organic & biomolecular chemistry

JF - Organic & biomolecular chemistry

IS - 46

ER -

A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides

Abstract

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