N-Aminosulfamide peptide mimic synthesis by alkylation of aza-sulfurylglycinyl peptides |
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Authors: | Turcotte Stéphane Bouayad-Gervais Samir H Lubell William D |
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Affiliation: | Département de chimie, Université de Montréal, C.P. 6128, Succursale Centre-Ville, Montréal, Québec H3C 3J7, Canada. |
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Abstract: | N-Aminosulfamides are peptidomimetics in which the C(α)H and the carbonyl of an amino acid residue are both respectively replaced by a nitrogen atom and a sulfonyl group. Aza-sulfurylglycinyl tripeptide analogs were effectively synthesized from amino acid building blocks by condensations of N-protected amino hydrazides and p-nitrophenylsulfamidate esters. The installation of N-alkyl chains and access to other aza-sulfuryl amino acid residues were effectively achieved by chemoselective alkylation. |
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