Detection and quantitation of low levels of protected and unprotected (R)-amino acids in the synthesis of thymopentin, an immunoregulatory peptide.
Two chiral chromatographic procedures (HPLC and capillary GC) were developed to monitor the extent of epimerization of protected and unprotected amino acids used in a synthesis of thymopentin, an immunoregulatory peptide currently in clinical trials. The capillary GC method allowed the detection of the (R)-enantiomer in the presence of the (S)-enantiomer at levels of greater than or equal to 0.2%, while the HPLC method allowed similar detection at levels of greater than or equal to 0.1%.
D000596:Amino Acids / Q000032:analysis*; D002849:Chromatography, Gas; D002851:Chromatography, High Pressure Liquid; D010446:Peptide Fragments / Q000138:chemical synthesis*; D013237:Stereoisomerism; D016305:Thymopentin; D013946:Thymopoietins / Q000138:chemical synthesis*; D013951:Thymus Hormones / Q000138:chemical synthesis*
D000596:Amino Acids; D010446:Peptide Fragments; D013946:Thymopoietins; D013951:Thymus Hormones; D016305:Thymopentin