title: New biphasic solvent system based on cyclopentyl methyl ether for the purification of a non-polar synthetic peptide by pH-zone refining centrifugal partition chromatography.
abstract: A new type 1 ternary biphasic system composed of cyclopentyl methyl ether, dimethylformamide and water was developed, characterized and successfully used for the purification of a lipophilic, protected peptide by pH-zone refining centrifugal partition chromatography. The protected peptide is an 8-mer, key intermediate in bivalirudin (Angiomax®) synthesis and shows a very low solubility in the solvents usually used in liquid chromatography. All ionic groups, except the N-terminal end of the peptide, are protected by a benzyl group. The purification of this peptide was achieved with a purity of about 99.04% and a recovery of 94% using the new ternary biphasic system cyclopentyl methyl ether/dimethylformamide/water (49:40:11, v/v) in the descending pH-zone refining mode with triethylamine (28 mM) as the retainer and methanesulfonic acid (18 mM) as the eluter.
authors.affiliation: ICMR UMR CNRS 7312, Institut de chimie moléculaire de Reims, Université de Reims Champagne-Ardenne, Reims, France.
authors.forename: Nassima
authors.initials: N
authors.lastname: Amarouche
authors.forename: Leslie
authors.initials: L
authors.lastname: Boudesocque
authors.forename: Nicolas
authors.initials: N
authors.lastname: Borie
authors.forename: Matthieu
authors.initials: M
authors.lastname: Giraud
authors.forename: Luciano
authors.initials: L
authors.lastname: Forni
authors.forename: Alessandro
authors.initials: A
authors.lastname: Butte
authors.forename: Florence
authors.initials: F
authors.lastname: Edwards
authors.forename: Jean-Hugues
authors.initials: JH
authors.lastname: Renault
mesh_terms: D002853:Chromatography, Liquid / Q000295:instrumentation / Q000379:methods*; D003517:Cyclopentanes / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D008738:Methyl Ethers / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification*; D012997:Solvents / Q000737:chemistry
chemical_list: D003517:Cyclopentanes; D008738:Methyl Ethers; D010455:Peptides; D012997:Solvents
keywords: Biphasic solvent system; Bivalirudin; Liquid chromatography; Peptides; Preparative chromatography