Abstract
To synthesize peptidic derivatives of polyamines, sequential reactions were designed for the polyfunctional peptides and polyfunctional amines which utilize specific protection and deprotection. Utilizing these reactions, a thymic nonapeptide, a lymphocyte-differentiating hormone, was coupled with spermidine and spermine to yield, respectively: Glp-Ala-Lys-Ser-Gln-Gly-Gly-Ser-Asn-NH(CH 2) 3NH(CH 2) 4NH 2; Glp-Ala-Lys-Ser-Gln-Gly-Gly-Ser-Asn-NH(CH 2) 3NH(CH 2) 4NH(CH 2) 3NH 2. Both conjugates inhibited rather than stimulated incorporation of [ 3H]-thymidine into DNA at levels 20-fold that of spermine. This activity is less than that based on the percent of the spermine moeity (ca. 20%) in the conjugate.
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