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Large‐scale production of peptides using the solid‐phase continuous flow method. Preparative synthesis of the novel tachykinin antagonist MEN 10627
Author(s) -
Caciagli Valerio,
Cardinali Franco,
Hänsicke Andre,
Tuchalski Gisbert,
Lombardi Paolo
Publication year - 1997
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/(sici)1099-1387(199705)3:3<224::aid-psc104>3.0.co;2-z
Subject(s) - antagonist , peptide synthesis , peptide , bicyclic molecule , chemistry , scale (ratio) , phase (matter) , combinatorial chemistry , solid phase synthesis , chromatography , stereochemistry , receptor , organic chemistry , biochemistry , physics , quantum mechanics
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 a Waters pump in order to allow small‐scale (0.0001 mol; 1×10 cm Omnifit columns) synthetic studies which were strongly predictive of the conditions required for large‐scale (0.01–0.10 mol; 3.6 or 4.9×46 cm Büchi columns) production, performed on the same apparatus. ©1997 European Peptide Society and John Wiley & Sons, Ltd.