A Facile Synthesis of C-terminal Neoglycopeptides: Incorporation of Urea Moiety between Sugars and Peptides Employing Curtius Rearrangement |
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Authors: | Vommina V. Sureshbabu Rao Venkataramanarao H. P. Hemantha |
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Affiliation: | (1) Department of Studies in Chemistry, Central College Campus, Bangalore University, Dr. B. R. Ambedkar Veedhi, Bangalore , 560 001, India |
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Abstract: | Incorporation of urea moiety in the synthesis of C-terminal neoglycopeptides has been demonstrated through the reaction between suitably protected glycosylamine and Fmoc-peptidyl isocyanates or carbamates. Curtius rearrangement has been made use off for the conversion of peptidyl acid azides in to corresponding isocyanates. The resulting C-terminal neoglycopeptidylureas have been isolated as stable solids which are fully characterized by 1H NMR and mass spectroscopy. |
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Keywords: | Curtius rearrangement neoglycopeptides glycosylamine ureido group Fmoc-peptidyl isocyanates |
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