Resin Selection Based on the Lability of Peptidyl-Resin Linkage towards HF and TFA Steps : Dependence on the C-Terminal Amino Acid and Peptide Length

• Published in: Chemical & pharmaceutical bulletin Vol. 47; no. 11; pp. 1560 - 1563
• Main Authors: JUBILUT, Guita N., MIRANDA, Maria Teresa, TOMINAGA, Mineko, OKADA, Yoshio, MIRANDA, Antonio, NAKAIE, Clovis R.
• Format: Journal Article
• Language: English
• Published: TOKYO The Pharmaceutical Society of Japan 1999; Pharmaceutical Soc Japan; Maruzen
• Subjects: benzhydrylamine-resin; Chemistry; Chemistry, Medicinal; Chemistry, Multidisciplinary; Exact sciences and technology; Life Sciences & Biomedicine; methylbenzhydrylamine-resin; Organic chemistry; peptide synthesis; Peptides; peptidyl-resin cleavage; Pharmacology & Pharmacy; Physical Sciences; Preparations and properties; Science & Technology; SUPPORT; methylbenzhydrylamine-resin; peptidyl-resin cleavage; SOLVATION; peptide synthesis; benzhydrylamine-resin; C terminal aminoacid; Acidolysis; Chain length; Hydrofluoric acid; Peptide synthesis; Peptide chain; Solid phase; Reaction support; Resins; Chemical synthesis; Scission

Ideally, the solid support used for tert-butyloxycarbonyl (Boc)-peptide synthesis method must allow sufficient stability of the peptide linkage towards TFA-α-amino deprotection but adequate lability to final HF cleavage. Due to these conflicting characteristics, the choice of the correct resin for p...