SOLID PHASE PEPTIDE SYNTHESIS VIA SIDE CHAIN ATTACHMENT

摘要

The present application discloses peptides and peptaibols of high purity may be obtained by solid phase peptide synthesis using as the starting resin hydroxy amino acids, hydroxy amino acid amides, hydroxy amino alcohols or small peptides containing hydroxy amino acids attached to polymers through their side chain.

主权项

1. A resin conjugate of the formula I or II, wherein: Hya is the residue of a hydroxy amino acid; Pr1 is H, or an amino protecting group which is orthogonal to the resin and to other protecting groups; A is a hydroxyl group or a acid sensitive hydroxyl protecting group selected from tBu, Trt, Clt, or NR1R2 wherein R1 and R2 are H or C1-10 alkyl, or peptide ester or peptide amide or a peptaibol containing 0-30 amino acids; X, Y, Z and V are each independently a substituent on the ortho, meta or para positions and is selected from H, Cl, F, C1-10 alkyl or C1-10 alkoxy; and P is an insoluble solid support or an insoluble linker-resin conjugate suitable for the solid phase synthesis of peptides or a resin conjugate of the formula III-VI, wherein: Pr1 is H or an amino protecting group, which is orthogonal to the resin and to other protecting groups; Pr2 is H or a hydroxyl protecting group which is orthogonal to the resin; R3 and R4 are each independently H or C1-10 alkyl; X, Y, Z and V are each independently on the ortho, meta or para positions selected from H, Cl, F, C1-10 alkyl or C1-10 alkoxy; and P is an insoluble solid support or an insoluble linker-resin conjugate suitable for the solid phase synthesis of peptides.