Process for solid phase glycopeptide synthesis

摘要

A process for the synthesis of a glycopeptide using a solid phase matrix is disclosed. The matrix is compatible with aqueous and organic solvents and is comprised of a silica-based solid support to which is linked a two-part spacer group having a chain length of about 12 to about 40 methylene groups. The first part of the spacer is covalently bonded to the silica-based support and has a length of about 3 to about 10 methylene groups. The second spacer part is covalently bonded to the first part of the spacer and comprises the distal end of the two part spacer. The second part is soluble as a free molecule in each of water, dimethylformamide and dichloromethane and has a terminal amine or hydroxyl group to which the C-terminal residue of the peptide portion of the glycopeptide chain is bonded. The chain of atoms connecting the desired glycopeptide to the solid phase matrix also includes a moiety having a selectively severable bond which on cleavage of that bond separates the matrix from whatever else is bonded to that moiety.