K. Inami et al., SYNTHESIS OF ALPHA-AMINOPHOSPHONIC OCTAPEPTIDE, PHE-GLY-SER-LEU-ALA(P)-PHL-LEU-PRO, AN ANALOG WITH PARTIAL SEQUENCE OF ERB B-2 GENE-PRODUCT, Bulletin of the Chemical Society of Japan, 68(3), 1995, pp. 942-949
A chemical synthesis was performed of an octapeptide with a phosphonic
ester linkage, which corresponds to a variation of the partial sequen
ce of a gene product of erb B-2. The phosphonic ester linkage was succ
essfully prepared through a coupling reaction of magnesium salt of the
hydroxypeptide with phosphonochloridate, without damage of the peptid
e bond. The free aminophosphonic peptide as the final product gave a s
ingle peak on the ODS column, and a reasonable ratio of the component
amino acids. The reaction series exploited here might be useful as a g
eneral procedure for preparation of the phosphonic peptide.