Large-scale production of peptides using the solid phase continuous flow method. Part 2: preparative synthesis of a 26-Mer peptide thrombin inhibitor.
A preparative method for the preparation of large peptides is described. An advantageous theoretical weight of peptide/weight of starting resin ratio (tPw/Rw) of about 0.3 was successfully experimented. The esterification of the first amino acid was realized with a racemization of less than 1%. The study of the coupling conditions led to the use of a diluted acylating mixture that allowed a 56% consumption of the amino acid derivatives (percentage use of amino acids) introduced in the synthesis. The cost analysis of the synthesis showed that the recovery of the amino acid derivatives was not worthwhile.
Caciagli
V
V
Department of Chemistry, Menarini Richerche Spa, Rome, Italy.
Cardinali
F
F
Bonelli
F
F
Lombardi
P
P
D000595:Amino Acid Sequence; D000991:Antithrombins / Q000138:chemical synthesis* / Q000737:chemistry*; D008969:Molecular Sequence Data; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology
D000991:Antithrombins; D010455:Peptides