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

Authors
Peluso, S Imperiali, B
Citation
S. Peluso et B. Imperiali, Asparagine surrogates for the assembly of N-linked glycopeptide mimetics by chemoselective ligation, TETRAHEDR L, 42(11), 2001, pp. 2085-2087
Citations number
15
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
11
Year of publication
2001
Pages
2085 - 2087
Database
ISI
SICI code
0040-4039(20010311)42:11<2085:ASFTAO>2.0.ZU;2-D
Abstract
Alanine-beta -hydroxylamine (A betax) and alanine-beta -hydrazide (A betaz) have been developed as asparagine surrogates for the assembly of N-linked glycopeptide mimetics by chemoselective ligation. The utility of these resi dues is illustrated with the synthesis of the oligosaccharyl transferase su bstrate mimetics 1 and 2, and conjugation thereof with GlcNAc to obtain the N-glycopeptide mimetics 3 and 4. (C) 2001 Elsevier Science Ltd. All rights reserved.