SOLID-PHASE SYNTHESIS OF PSI[CH(CN)NH] PSEUDOPEPTIDES - APPLICATION TO THE SYNTHESIS OF ANALOGS OF NEUROTENSIN [NT(8-13)]

Authors
HERRANZ R SUAREZGEA ML GARCIALOPEZ MT GONZALEZMUNIZ R JOHANSEN NL MADSEN K THOGERSEN H SUZDAK P
Citation
R. Herranz et al., SOLID-PHASE SYNTHESIS OF PSI[CH(CN)NH] PSEUDOPEPTIDES - APPLICATION TO THE SYNTHESIS OF ANALOGS OF NEUROTENSIN [NT(8-13)], Tetrahedron letters, 34(51), 1993, pp. 8357-8360
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
51
Year of publication
1993
Pages
8357 - 8360
Database
ISI
SICI code
0040-4039(1993)34:51<8357:SSOPP->2.0.ZU;2-D
Abstract
The introduction of the cyanomethyleneamino [CH(CN)NH] group, a new ty pe of peptide bond surrogate, under solid phase peptide synthesis cond itions has been studied using both Boc and Fmoc strategies. The pseudo hexapeptides H-Arg-Arg-Pro-Tyr Psi[CH(CN)NH]Ile-Leu-OH (1) and H-Arg-A rg-Pro-Tyr-Ile Psi[CH(CN)NH]Leu-OH (2), analogues of the C-terminal he xapeptide of neurotensin [NT(8-13)], were successfully obtained via Fm oc synthesis.