Merrifield Solid-Phase Peptide Synthesis (SPPS)

R. B. Merrifield, J. Am. Chem. Soc. 85, 2149 (1963).

Synthesis of long peptides involving the following steps: (1) attachment of the C-terminal amino acid to an insoluble polymeric support resin, (2) elongation of the peptide chain, and (3) cleavage of the peptide from the resin:

Method for monitoring synthesis: B. D. Larsen et al., J. Am. Chem. Soc. 115, 6247 (1993). Synthetic applications: D. D. Smith et al., J. Peptide Protein Res. 44, 183 (1994); M. J. O'Donnell et al., J. Am. Chem. Soc. 118, 6070 (1996); R. Léger et al., Tetrahedron Letters 39, 4171 (1998). Review: C. Birr, Aspects of Merrifield Peptide Synthesis, K. Hafner et al., Eds. (Springer-Verlag, New York, 1978) pp 102; B. Merrifield, Science 232, 341-347 (1986); G. B. Wisdom et al., Peptide Antigens (Oxford University Press, 1994) pp 27-81. Autobiographical account: B. Merrifield, Life During a Golden Age of Peptide Chemistry, J. I. Seeman, Ed. (ACS, Washington, D.C., 1993) pp 54-118.