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

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...

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Detalles Bibliográficos
Autores principales: Miller, Gavin J., Broberg, Karl. R., Rudd, Claire, Helliwell, Madeleine R., Jayson, Gordon C., Gardiner, John M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4672752/
https://www.ncbi.nlm.nih.gov/pubmed/26381107
http://dx.doi.org/10.1039/c5ob01706h
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author Miller, Gavin J.
Broberg, Karl. R.
Rudd, Claire
Helliwell, Madeleine R.
Jayson, Gordon C.
Gardiner, John M.
author_facet Miller, Gavin J.
Broberg, Karl. R.
Rudd, Claire
Helliwell, Madeleine R.
Jayson, Gordon C.
Gardiner, John M.
author_sort Miller, Gavin J.
collection PubMed
description 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.
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spelling pubmed-46727522015-12-21 A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides Miller, Gavin J. Broberg, Karl. R. Rudd, Claire Helliwell, Madeleine R. Jayson, Gordon C. Gardiner, John M. Org Biomol Chem Chemistry 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. Royal Society of Chemistry 2015-11-17 2015-12-14 /pmc/articles/PMC4672752/ /pubmed/26381107 http://dx.doi.org/10.1039/c5ob01706h Text en This journal is © The Royal Society of Chemistry 2015 http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Miller, Gavin J.
Broberg, Karl. R.
Rudd, Claire
Helliwell, Madeleine R.
Jayson, Gordon C.
Gardiner, John M.
A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides
title A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides
title_full A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides
title_fullStr A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides
title_full_unstemmed A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides
title_short A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides
title_sort latent reactive handle for functionalising heparin-like and lmwh deca- and dodecasaccharides
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4672752/
https://www.ncbi.nlm.nih.gov/pubmed/26381107
http://dx.doi.org/10.1039/c5ob01706h
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