Related Experiment Video
Updated: May 8, 2026

High-throughput Synthesis of Carbohydrates and Functionalization of Polyanhydride Nanoparticles
Published on: July 6, 2012
Monoglycoconjugated phthalocyanines: effect of sugar and linkage on photodynamic activity
Dominique Lafont1, Yunus Zorlu, Huguette Savoie
1Laboratoire de Chimie Organique II-Glycochimie ICBMS-UMR 5246, CNRS-Université Claude Bernard Lyon 1, Université de Lyon, Batiment Curien, 43 Bd du 11 Novembre, 69622 Villeurbanne Cedex, France.
Background:
Click chemistry can be advantageously used to graft carbohydrates on phthalocyanines which are potent photosensitisers, but the effect of the presence of triazole moieties on photodynamic efficiency was not investigated systematically to date. The nature and linkage of the sugar were investigated in order to define structure-activity relationships.
Method:
Two sets of monoglycoconjugated water-soluble phthalocyanines have been designed and their photodynamic activity and uptake investigated in HT-29 human colon adenocarcinoma cells. Carbohydrates: galactose, mannose or lactose were grafted onto Zn(II) phthalocyanines either by glycosylation or by click reaction.
Results:
The triazole linkage formed by click conjugation lowered the biological efficiency for mannose and galactose, compared to classical glycosylation grafting. The mannose conjugate formed by glycosylation was the most photodynamically active, without correlation with the photosensitiser cell uptake.
Related Concept Videos
Phosphodiester Linkages
Phosphodiester bond forms when a phosphoric acid molecule (H3PO4) links with two hydroxyl groups (–OH) of two other molecules, forming two ester bonds. Two water molecules are released in this process. The phosphodiester bond is commonly found in nucleic acids (DNA and RNA) and plays a critical role in their structure and function.
Phosphodiester Bonds Link Nucleotides Together
DNA and RNA are polynucleotides or long chains of nucleotides that are linked together. A nucleotide is...
Biosynthesis of Polysaccharides
Protein Glycosylation
Glycosylation occurs in...

