Abstract
Numerous chiral stationary phases (CSPs) have been developed in the last decade to provide an efficient and economic means for separating optical isomers. Among them, Pirkle-type CSPs have been designed according to a rational investigation of chiral recognition mechanisms. Following a similar approach, new CSPs possessing specific properties were designed starting from tyrosine. The special features of CSPs derived from tyrosine are surveyed. These CSPs are characterized by the way in which the chiral selector (CS) is grafted onto silica gel, which allows the preparation of an entire family of CSPs based on the same starting material. This entails a wide scope of application including numerous racemates such as phosphine oxides, sulphoxides, lactams, benzodiazepinones and amino acid derivatives. This is reviewed either for analytical or preparative purposes. Chiral recognition mechanisms involved with tyrosine-derived CSPs are discussed. Owing to the high stability of their grafting mode, tyrosine-derived CSPs are suited for all types of mobile phase nature, either liquid (LC) (reversed- or normal-phase), or supercritical fluid chromatography (SFC). A convenient method for optimizing the mobile phase (suitable for all Pirkle-type and related CSPs) is proposed. By using SFC, very high resolutions per unit of time are achieved, either on an analytical or on a preparative scale.
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