THE N-(2-HYDROXYBENZYL) PROTECTING GROUP FOR AMIDE BOND PROTECTION INSOLID-PHASE PEPTIDE-SYNTHESIS

Authors
JOHNSON T QUIBELL M
Citation
T. Johnson et M. Quibell, THE N-(2-HYDROXYBENZYL) PROTECTING GROUP FOR AMIDE BOND PROTECTION INSOLID-PHASE PEPTIDE-SYNTHESIS, Tetrahedron letters, 35(3), 1994, pp. 463-466
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
3
Year of publication
1994
Pages
463 - 466
Database
ISI
SICI code
0040-4039(1994)35:3<463:TNPGFA>2.0.ZU;2-K
Abstract
Backbone amide protection using the N-(2-hydroxybenzyl) group to overc ome chain aggregation during solid phase peptide synthesis is describe d. This is illustrated by the preparation of the notoriously difficult decapeptide acyl carrier protein (65-74). The N-(2-hydroxybenzyl) gro up is stable to trifluoroacetic acid/dichloromethane (1:1, v/v) but cl eaved readily by trifluoromethanesulphonic acid.