title: Photochemically Immobilized 4-Methylbenzoyl Cellulose as a Powerful Chiral Stationary Phase for Enantioselective Chromatography.
abstract: A process to immobilizepara-methylbenzoyl cellulose (PMBC) on silica gel has been developed and applied to prepare chiral stationary phases (CSPs) for enantioselective chromatography. The immobilization was achieved by simple irradiation of the polysaccharide derivative with ultraviolet light after coating on a silica gel support. The influence of parameters such as irradiation time and solvent on immobilization effectiveness were investigated. The performance of the prepared immobilized phases were evaluated by injection of a series of racemic compounds onto the packed columns and determination of their chiral recognition ability. By contrast to the classical coated phase, the immobilized CSP can be used under various chromatographic conditions without limitation of organic solvent types as the mobile phase. This extended applicability permits to improve selectivity and to resolve chiral compounds which are not or only poorly soluble in the mobile phases which are compatible with the non-immobilized PMBC stationary phase.
authors.affiliation: Novartis Pharma AG, Global Discovery Chemistry, 4002-Basel, Switzerland. eric.francotte@francotteconsulting.ch.
authors.forename: Eric
authors.initials: E
authors.lastname: Francotte
authors.affiliation: Novartis Pharma AG, Global Discovery Chemistry, 4002-Basel, Switzerland. dan.huynh@novartis.com.
authors.forename: Dan
authors.initials: D
authors.lastname: Huynh
authors.affiliation: Novartis Pharma AG, Global Discovery Chemistry, 4002-Basel, Switzerland.
authors.forename: Tong
authors.initials: T
authors.lastname: Zhang
mesh_terms: D001593:Benzyl Compounds / Q000737:chemistry*; D002482:Cellulose / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D008027:Light; D010777:Photochemistry / Q000379:methods*; D058428:Silica Gel / Q000737:chemistry*; D012997:Solvents; D013237:Stereoisomerism
chemical_list: D001593:Benzyl Compounds; D012997:Solvents; C000620695:para-methylbenzoyl cellulose; D058428:Silica Gel; D002482:Cellulose; C023583:benzoylated cellulose
keywords: chiral stationary phase; enantioselective chromatography; immobilized methylbenzoyl cellulose; photochemistry