Gold Nanoparticles Decorated with Mannose-6-phosphate Analogues
| Autor: | Rashda Bibi, Jean-Norbert Assam-Evoung, Sabrina Houaidji, Stéphanie Combemale, Véronique Barragan-Montero |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2014 |
| Předmět: |
Halogenation
Stereochemistry Glycoconjugate Metal Nanoparticles Neovascularization Physiologic Pharmaceutical Science Nanoparticle Chick Embryo Mannose 6-phosphate Article Chorioallantoic Membrane Analytical Chemistry lcsh:QD241-441 chemistry.chemical_compound angiogenesis Nucleophile lcsh:Organic chemistry mannose-6-phosphate Drug Discovery Animals Particle Size Physical and Theoretical Chemistry C-C coupling reaction glyconanoparticle glycoconjugate chemistry.chemical_classification Mannosephosphates Cycloaddition Reaction Chemistry Organic Chemistry Combinatorial chemistry Cycloaddition Chemistry (miscellaneous) Colloidal gold click chemistry Click chemistry Molecular Medicine Angiogenesis Inducing Agents Gold |
| Zdroj: | Molecules, Vol 19, Iss 1, Pp 1120-1149 (2014) Molecules; Volume 19; Issue 1; Pages: 1120-1149 Molecules |
| ISSN: | 1420-3049 |
| Popis: | Herein, the preparation of neoglycoconjugates bearing mannose-6-phosphate analogues is described by: (a) synthesis of a cyclic sulfate precursor to access the carbohydrate head-group by nucleophilic displacement with an appropriate nucleophile; (b) introduction of spacers on the mannose-6-phosphate analogues via Huisgen's cycloaddition, the Julia reaction, or the thiol-ene reaction under ultrasound activation. With the resulting compounds in hand, gold nanoparticles could be functionalized with various carbohydrate derivatives (glycoconjugates) and then tested for angiogenic activity. It was observed that the length and flexibility of the spacer separating the sugar analogue from the nanoparticle have little influence on the biological response. One particular nanoparticle system substantially inhibits blood vessel growth in contrast to activation by the corresponding monomeric glycoconjugate, thereby demonstrating the importance of multivalency in angiogenic activity. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|