Studies on peptides. CII. Synthesis of a heptacosapeptide amide corresponding to the entire amino acid sequence of gastrin-releasing peptide.
The heptacosapeptide amide corresponding to the entire amino acid sequence of gastrin-releasing peptide (GRP) was synthesized by assembling seven peptide fragments followed by deprotection with a new reagent system, IM trifluoromethanesulfonic acid-thioanisole in TFA. The deprotected peptide was purified by ion-exchange chromatography on CM-cellulose followed by partition chromatography on Sephadex G-25. The latter was found to remove effectively the Met (O) derivative of GRP. The highly purified synthetic GRP was active as synthetic bombesin on the molar basis. A new carboxyl-activating reagent, thiazoline-2-thione, was employed for preparation of the necessary fragments.
D000595:Amino Acid Sequence; D000818:Animals; D001681:Biological Assay; D001839:Bombesin / Q000494:pharmacology; D004285:Dogs; D019886:Gastrin-Releasing Peptide; D005755:Gastrins / Q000097:blood; D005768:Gastrointestinal Hormones; D010446:Peptide Fragments; D010455:Peptides / Q000138:chemical synthesis* / Q000494:pharmacology; D013844:Thiazoles; D053778:Thiazolidines
D005755:Gastrins; D005768:Gastrointestinal Hormones; D010446:Peptide Fragments; D010455:Peptides; D013844:Thiazoles; D053778:Thiazolidines; C033089:thiazoline-2-thione; D019886:Gastrin-Releasing Peptide; D001839:Bombesin