Fmoc-based solid-phase peptide synthesis using a new t-alcohol type 4-(1′,1′-dimethyl-1′-hydroxypropyl)phenoxyacetyl handle (DHPP)–resin (Fmoc = fluoren-9-ylmethoxycarbonyl)

Abstract

The loss of C-terminal dipeptide through diketopiperazine formation during Fmoc-based solid-phase peptide synthesis has been effectively suppressed by anchoring the first Fmoc amino acid chloride to a new 4-(1′,1′-dimethyl-1′-hydroxypropyl)phenoxyacetyl handle (DHPP)-resin; this new t-alcohol type DHPP–resin has been successfully applied to the solid-phase synthesis of bradykinin potentiator B (an eleven-rersidue peptide)(Fmoc = fluoren-9-ylmethoxycarbonyl).