Synthesis of tritiated tuftsin and macrophage inhibitory tripeptide via acetylenic intermediates.
Acetylenic analogues of tuftsin (Thr-Dah-Pro-Arg) and of a macrophage inhibitory tripeptide (Thr-Dah-Pro) have been synthesized by conventional procedures in solution (Dah = 2,6-diamino-4-hexynoic acid). These acetylenic derivatives are intermediates for the preparation of structurally unmodified, tritiated peptides. Catalytic tritiation of Thr-Dah-Pro-Arg and of Thr-Dah-Pro has afforded the radioactive tetra- and tripeptides with specific activities of 11.4 Ci/mmol and 37 Ci/mmol, respectively.
D000114:Acetylene; D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D007553:Isotope Labeling / Q000379:methods; D009842:Oligopeptides / Q000138:chemical synthesis*; D009904:Optical Rotation; D014316:Tritium; D014405:Tuftsin / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D009842:Oligopeptides; D014316:Tritium; C042697:threonyl-(2,6-diamino-4-hexynoate)proline; D000114:Acetylene; D014405:Tuftsin