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Asparagine surrogates for the assembly of N-linked glycopeptide mimetics by chemoselective ligation

✍ Scribed by Stéphane Peluso; Barbara Imperiali

Book ID: 104230182
Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 66 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)00104-6

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✦ Synopsis

Alanine-b-hydroxylamine (Abx) and alanine-b-hydrazide (Abz) have been developed as asparagine surrogates for the assembly of N-linked glycopeptide mimetics by chemoselective ligation. The utility of these residues is illustrated with the synthesis of the oligosaccharyl transferase substrate mimetics 1 and 2, and conjugation thereof with GlcNAc to obtain the N-glycopeptide mimetics 3 and 4.

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