Large-scale production of peptides using the solid-phase continuous flow method. Preparative synthesis of the novel tachykinin antagonist MEN 10627.
The large-scale solid-phase continuous flow synthesis of the bicyclic peptide MEN 10627, a new potent Neurokinin A receptor antagonist, is described using the Fmoc-polyamide method on both macrosorb 125 and Macrosorb 250 resin. A new synthesizer designed in-house was realized by assembling Whitey valves and Waters pump in order to allow small-scale (0.0001 mol; 1 x 10 cm Omnifit columns) synthetic studies which were strongly predictive of the conditions required for large-scale (0.01-0.10 mol; 3.6 or 5.9 x 46 cm Büchi columns) production, performed on the same apparatus.
Caciagli
V
V
Menarini Ricerche SpA, Pomezia, Italy.
Cardinali
F
F
Hänsicke
A
A
Tuchalski
G
G
Lombardi
P
P
D008956:Models, Chemical; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000494:pharmacology; D015202:Protein Engineering; D015320:Tachykinins / Q000037:antagonists & inhibitors*
D010456:Peptides, Cyclic; D015320:Tachykinins; C090951:MEN 10627