Huisgen-based conjugation of water-soluble porphyrins to deprotected sugars: Towards mild strategies for the labelling of glycans

Giuntini, Francesca; Bryden, Francesca; Daly, Robin; Scanlan, Eoin M.; Boyle, Ross W.

Abstract

Fully deprotected alkynyl-functionalised mono- and oligosaccharides undergo CuAAC-based conjugation with water-soluble porphyrin azides in aqueous environments. The mild reaction conditions are fully compatible with the presence of labile glycosidic bonds. This approach provides an ideal strategy to conjugate tetrapyrroles to complex carbohydrates.

Citation

Giuntini, F., Bryden, F., Daly, R., Scanlan, E. M., & Boyle, R. W. (2014). Huisgen-based conjugation of water-soluble porphyrins to deprotected sugars: Towards mild strategies for the labelling of glycans. Organic & biomolecular chemistry, 12(8), 1203-1206. https://doi.org/10.1039/c3ob42306a

• Journal Article Type: Article
• Acceptance Date: Dec 23, 2013
• Online Publication Date: Jan 2, 2014
• Publication Date: Feb 28, 2014
• Deposit Date: Aug 27, 2015
• Publicly Available Date: Nov 23, 2017
• Journal: Organic & biomolecular chemistry
• Print ISSN: 1477-0520
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 12
• Issue: 8
• Pages: 1203-1206
• DOI: https://doi.org/10.1039/c3ob42306a
• Keywords: Water-soluble porphyrins; Glycans; Deprotected sugars
• Public URL: https://hull-repository.worktribe.com/output/378172
• Publisher URL: http://pubs.rsc.org/en/Content/ArticleLanding/2014/OB/c3ob42306a#!divAbstract
• Additional Information: Copy of article first published in: Organic & biomolecular chemistry, 2014, v.12, issue 8.
• Contract Date: Nov 23, 2017