3-Azidoazetidines as the first scaffolds for β-amino azetidine carboxylic acid peptidomimetics: Azetidine iminosugars containing an acetamido group do not inhibit β-N-acetylhexosaminidases

3-Azidoazetidines as the first scaffolds for β-amino azetidine carboxylic acid peptidomimetics: Azetidine iminosugars containing an acetamido group do not inhibit β-N-acetylhexosaminidases

Stable amides and oligopeptides derived from methyl . trans,trans-3-azido-4-hydroxymethyl-l-azetidine carboxylate, prepared in 19% yield from diacetone allose, is the first example of a β-amino-azetidine carboxylic acid incorporated into peptidomimetics and provides a scaffold for investigating seco...

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Hlavní autoři: Liu, Z, Jenkinson, S, Kato, A, Nakagawa, S, Wormald, M, Yu, C, Fleet, G
Médium: Journal article
Vydáno: Elsevier 2016
Popis
Shrnutí:Stable amides and oligopeptides derived from methyl . trans,trans-3-azido-4-hydroxymethyl-l-azetidine carboxylate, prepared in 19% yield from diacetone allose, is the first example of a β-amino-azetidine carboxylic acid incorporated into peptidomimetics and provides a scaffold for investigating secondary structure induced by a novel β-amino acid. A number of azetidine iminosugars containing a NHAc substituent were prepared but none of them were β-N-acetylhexosaminidase inhibitors.

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