



@article {2212,
	title = {Synthesis of an O-alkynyl-chitosan and its chemoselective conjugation with a PEG-like amino-azide through click chemistry},
	journal = {Carbohydrate PolymersCarbohydr Polym},
	volume = {87},
	year = {2012},
	note = {Cited By (since 1996): 1Export Date: 21 November 2012Source: ScopusCODEN: CAPODdoi: 10.1016/j.carbpol.2011.07.043Language of Original Document: EnglishCorrespondence Address: Gomes, P.; CIQ-UP, Departamento de Qu{\'\i}mica e Bioqu{\'\i}mica, Universidade Do Porto, Rua do Campo Alegre 687, 4169-007 Porto, Portugal; email: pgomes@fc.up.ptReferences: Amaral, I.F., Granja, P., Barbosa, M.A., Chemical modification of chitosan by phosphorylation: An XPS, FT-IR and SEM study (2005) Journal of Biomaterials Science, Polymer Edition, 16, pp. 1575-1593;Amaral, I.F., Lamghari, M., Sousa, S.R., Sampaio, P., Barbosa, M.A., Rat bone marrow stromal cell osteogenic differentiation and fibronectin adsorption on chitosan membranes: The effect of the degree of acetylation (2005) Journal of Biomedical Materials Research, 75 A, pp. 387-397; 
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},
	month = {2012///},
	pages = {240 - 249},
	abstract = {N-Phthaloyl-chitosan O-prop-2-ynyl carbamate was prepared as a biopolymer amenable to undergo chemoselective conjugation by azide-alkyne coupling, while allowing upturn of chitosan{\textquoteright}s amines after dephthaloylation. N-phthaloylchitosan was prepared according to previously described methods and, due to its low solubility in current organic media, subsequent modifications were run in heterogeneous conditions. Activation of hydroxyls with carbonyl-1,1'- diimidazole and coupling to propargylamine yielded N-phthaloyl-chitosan O-prop-2-ynyl carbamate, then coupled to a model PEG-like azide by azide-alkyne coupling, giving the expected triazolyl conjugate. N-Dephthaloylation allowed recovery of the free amines, responsible for chitosan{\textquoteright}s bioadhesion and tissue-regeneration properties. The structures of all polymers were confirmed by Fourier-transformed infra-red (FT-IR) and X-ray photoelectron (XPS) spectroscopies, as well as by solid-state nuclear magnetic resonance (SSNMR). All chitosan derivatives were poorly soluble in both aqueous and organic media, which makes them suitable for topical applications or for removal of toxic substances from either the gastric intestinal tract or environmental sources. {\textcopyright} 2011 Elsevier Ltd. All Rights Reserved.},
	keywords = {1 ,3-Dipolarcycloaddition, Acetylene, Amines, Azide-alkyne coupling, Bio-adhesion, Bioadhesion, Biomaterials, chitosan, click chemistry, Cycloaddition, FTIR, Huisgen{\textquoteright}s 1,3-dipolar cycloaddition, Nuclear magnetic resonance, Nuclear magnetic resonance spectroscopy, Photoelectron spectroscopy, Resonance, Size exclusion chromatography, Size-exclusion chromatography, Solid state NMR, Solid-state NMR, Tissue, X ray photoelectron spectroscopy, XPS},
	isbn = {01448617 (ISSN)},
	url = {http://www.scopus.com/inward/record.url?eid=2-s2.0-80054771159\&partnerID=40\&md5=3760f41563573759f0ce676fe813d6c6},
	author = {Oliveira, J.R. and Martins, M.C.L. and Mafra, L. and Gomes, P.}
}
