Synthesis of Nα-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 Severino, Vincenzo Santagada, Francesco Frecentese, Elisa Perissutti, Sara Terracciano, Ferdinande Fiorino, Donatella Cirillo, Severo Salvadori, Gianfranco Balboni, Giuseppe Caliendo

Research output: Contribution to journalArticle

Abstract

Nα-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.

Original languageEnglish
Pages (from-to)3011-3016
Number of pages6
JournalSynthesis
Issue number18
DOIs
Publication statusPublished - Dec 17 2004

Keywords

  • GTIC
  • Microwave
  • Synthesis
  • Unconventional amino acid

ASJC Scopus subject areas

  • Organic Chemistry

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    Severino, B., Santagada, V., Frecentese, F., Perissutti, E., Terracciano, S., Fiorino, F., Cirillo, D., Salvadori, S., Balboni, G., & Caliendo, G. (2004). Synthesis of Nα-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). Synthesis, (18), 3011-3016. https://doi.org/10.1055/s-2004-834875