A highly convergent approach to O- and N-linked glycopeptides analogues |
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Authors: | Francesco Peri Laura Cipolla Barbara La Ferla Pascal Dumy Francesco Nicotra |
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Affiliation: | (1) Department of Biotechnology and Biosciences, University of Milano-Bicocca, Via Emanueli 12, I-20126 Milano;(2) LEDSS-5, University J. Fourier, 301 Rue de la Chimie, BP 53, F-38041 Grenoble cedex 9 |
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Abstract: | ![]() Deprotected C-glycopyranosyl-ketones have been conjugated by a chemoselective approach to a peptide or an amino acid bearing an aminooxy group on the N-terminus or on the side-chain, respectively. The coupling reaction, performed in aqueous media, does not require protecting groups on the peptide or saccharide moieties, nor auxiliary coupling reagents. |
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Keywords: | glycomimetics C-glycosides glycopeptides chemoselective ligation Aoa, aminooxyacetyl Boc, tert-Butoxycarbonyl Dpr, /content/k3426j363nj40172/xxlarge945.gif" alt=" agr" align=" BASELINE" BORDER=" 0" >, /content/k3426j363nj40172/xxlarge946.gif" alt=" beta" align=" MIDDLE" BORDER=" 0" >-L-Diaminopropionic acid DIPEA, Diisopropylethylamine DMF, N,N-Dimethylformamide Fmoc, 9-Fluorenylmethoxycarbonyl PyBOP, Benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate |
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