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Accueil > Publications > Recherche par années > Années 1990 > 1998

Lelièvre, D ; Chabane, H ; Delmas, A

Simple and efficient solid-phase synthesis of unprotected peptide aldehyde for peptide segment ligation

Tetrahedron Letters 39 (52) 9675-9678

par Administrateur - publié le

Abstract :

We describe an efficient solid-phase synthesis of C-terminal peptide aldehyde. Making use of the stability of the PAM linker towards both acid and base conditions, a pentapeptide was synthesized starting from a PAM resin according to Fmoc/tBu chemistry. The side-chains were deprotected by TFA. The peptide was cleaved by aminolysis with aminoacetaldehyde-dimethylacetal leading to a C-terminal masked aldehyde. The unprotected peptide aldehyde was then coupled to amino-oxy derivatives by chemoselective ligation in aqueous solution. (C) 1998 Elsevier Science Ltd. All rights reserved.