Enantioselective recognition, chiral polymer

Mohammad J, Li YM, El-Ahmad M, Nakazato K, Pettersson G, and Hjerten S. Chiral-recognition chromatography of 3-blockers on continuous polymer beds with immobilized ceUulase as enantioselective protein. Chirality 1993 5 464 70. 

Fig.4 The principle of chiral recognition by gas sensors chiral discrimination by preferential sorption of the enantiomers of N-TFA-alanine methyl ester (N-TFA-Ala-OMe) into enantioselective (R)- and (S)-octyl-Chirasil-Val polymers. The chemical information is transformed into optical signals by the respective transducers...

Although enantioselective inclusion into the chiral clefts formed by the polymer network may play a minor role in the chiral recognition mechanism, enantiodiscrimina-tion is primarily driven by hydrogen bonding and/or Ti-TT-interactions. A representative selection of successfully resolved racemates employing synthetic polymeric CSPs is listed in Table 9.7. 

Classical chiral recognition theory requires that one enantiomer interacts with the CSP at 3 points whilst the other enantiomer interacts at a maximum of 2 points. It is easy to extend this analogy to explain the enantioselectivity of enantiomer-imprinted polymers in terms of 3-dimensional binding sites. 

Selective chiral recognition by self-assembled fibrillar networks paves the way to important applications of gels. A first type of apphcation is chiral discrimination/separation enantioselective elution phenomena using a chiral organic gel as the stationary phase [162]. Chiral stationary phases are normally produced upon grafting chiral groups onto polymer beads. Alter-... 

Such high optical rotations have recently been confirmed on solutions of chemically synthesized 36 [104]. The electrochemical behavior of the two antipodic forms of 37 has been analyzed using d- and /-camphorsulfo-nates as supporting electrolyte, and the differences observed in the resulting electrochemical responses provided first evidence of enantioselective molecular recognition on chiral conducting polymers 1102]. 

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