Structural control of immunogenicity. I. Synthesis of oligo-L-lysine peptides and their mono-epsilon-DNP derivatives.

  • 1 October 1971
    • journal article
    • Vol. 21  (4) , 575-82
Abstract
The synthesis of a series of oligo-L-lysines and mono-ε-DNP-oligo-L-lysines by Merrifield solid phase synthesis techniques has been described. The lysine utilized was protected at its α function by the highly acid-labile o-nitro-phenyl-sulphenyl group and at its ε function by the benzyloxycarbonyl group. Thus, selective deprotection could be effected and the synthesis of the oligolysines was achieved with minimum side-product accumulation. The peptides were purified by ion exchange chromatography. More than twenty such compounds have been thus far prepared and have been utilized in the study of structural characteristics of immunogens and of the genetic control of the immune response.