Lynne Canne

A general method for the synthesis of thioester resin linkers for use in the solid phase synthesis of peptide-α-thioacids

Abstract A generalized procedure for the synthesis of thioester linkers for use in stepwise solid phase peptide synthesis is reported. The linkers are compatible with Boc chemistry and, upon cleavage in HF, generate peptide C-terminal thioacids.

SYNTHESIS OF A VERSATILE PURIFICATION HANDLE FOR USE WITH BOC CHEMISTRY SOLID PHASE PEPTIDE SYNTHESIS

Abstract The synthesis of a versatile handle for the purification of synthetic peptides is described. The Boc-aminoethylsulfonylethyloxycarbonyl handle is coupled to the NH 2 -terminus of the resin-bound peptide. Removal of the Boc group affords a free amine which can be derivatized with any of a variety of functionalities. Cleavage from the resin gives a peptide functionalized for covalent chemoselective reaction with the column support. Desired full length peptide is eluted from the column by cleavage of the handle by treatment with base.

Design, synthesis and in vitro evaluation of potent, novel, small molecule inhibitors of plasminogen activator inhibitor-1.

We have synthesized and evaluated a series of tetramic acid-based and hydroxyquinolinone-based inhibitors of plasminogen activator inhibitor-1 (PAI-1). These studies resulted in the identification of several compounds which showed excellent potency against PAI-1. The design, synthesis and SAR of these compounds are described.