Synthesis 2004(18): 3011-3016  
DOI: 10.1055/s-2004-834875
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of N α-Fmoc N,N′-bis-Boc-5-, 6- and 8-guanyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid (5-GTIC, 6-GTIC and 8-GTIC)

Beatrice Severinoa, Vincenzo Santagada*a, Francesco Frecentesea, Elisa Perissuttia, Sara Terraccianoa, Ferdinando Fiorinoa, Donatella Cirilloa, Severo Salvadorib, Gianfranco Balbonib, Giuseppe Caliendoa
a Dipartimento di Chimica Farmaceutica e Tossicologica, Università di Napoli ‘Federico II’, Via D. Montesano 49, 80131 Napoli, Italy
Fax: +39(81)678649; e-Mail: santagad@unina.it;
b Dipartimento di Scienze Farmaceutiche, Università di Ferrara, via Fossato di Mortara, 4100 Ferrara, Italy
Further Information

Publication History

Received 13 July 2004
Publication Date:
21 October 2004 (online)

Abstract

N α-Fmoc N,N′-bis-Boc-5-, 6- and 8-guanyl-Tic-OH (5-, 6- and 8-GTIC), three conformationally constrained amino acids with basic properties, have been synthesized by microwave irradiation. These amino acids combine the basic features of arginine with the aromatic features of phenylalanine and can be utilized as functional tools in peptide-based structure-activity studies.