AI Article Synopsis
- A novel method using lipase enables the efficient chiral separation of tiaprofenic acid, allowing for enhanced access to enantiomerically enriched forms.
- The process utilizes enantioselective HPLC with a specialized cellulose-based chiral stationary phase, specifically Chiralpak IB, to monitor the separation.
- The use of non-standard organic solvents is crucial for dissolving the enzyme substrate and achieving baseline separation of both the substrate and product in one HPLC run.
Article Abstract
The first straightforward lipase-catalyzed enantioselective access to enantiomerically enriched tiaprofenic acid as a versatile method in chiral separation of racemates is demonstrated. The latter was directly monitored by enantioselective HPLC using a 3,5-dimethylphenylcarbamate derivative of cellulose-based chiral stationary phase namely Chiralpak IB (the immobilized version of Chiralcel OD). Non-standard HPLC organic solvents were used as diluent to dissolve the "difficult to dissolve" enzyme substrate (the acid) and as eluent for the simultaneous enantioselective HPLC baseline separation of both substrate and product in one run without any further derivatization. The existence of a non-standard HPLC organic solvent (e.g., methyl tert-butyl ether) in the mobile phase composition is mandatory to accomplish the simultaneous enantioselective HPLC baseline separation of both substrate and product.
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| http://dx.doi.org/10.1002/chir.20533 | DOI Listing |
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