SOLID-PHASE SYNTHESIS OF PEPTIDE PARA-NITROANILIDES

Citation
Dj. Burdick et al., SOLID-PHASE SYNTHESIS OF PEPTIDE PARA-NITROANILIDES, Tetrahedron letters, 34(16), 1993, pp. 2589-2592
Citations number
15
Journal title
ISSN journal
00404039
Volume
34
Issue
16
Year of publication
1993
Pages
2589 - 2592
Database
ISI
SICI code
0040-4039(1993)34:16<2589:SSOPP>2.0.ZU;2-M
Abstract
A facile synthesis of peptide para -nitroanilides was developed using a novel urethane linked para -aminoanilide resin 3 and solid phase pep tide synthesis. Conversion of the resulting peptide para -aminoanilide s to the corresponding peptide para -nitroanilides was achieved by oxi dation with sodium perborate. With the exception of sequences containi ng methionine, tryptophan and cysteine, all amino acid residues can be used. A representative synthesis of the tetrapeptide para -nitroanili de succinyl-Ala-Ala-Pro-Arg-PNA is described.