Resolution of Solketal by Enzymatic Hydrolysis of Its Decanoyl Ester

References

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• Lipase from porcine pancreas was purchased from Sigma [typell crude (Steapsina) cat.no. L3126] EC 3.1.1.3
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• The hydrolysis conditions: the substrate (3g) is dissolved in 3ml of acetonitrile and 12ml of 0.1M sodium phosphate buffer (pH=7.5).
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• The analysis were made on a capillary CP SIL 5CB with a gradient of temperature. The pics were identified from the enantiomeric pure samples. The retention times of the diastereoisomers are for the (R)-solketal 24 min. and for the (S)-solketal 24.3 min.
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• lipase My from Meito Sangyo CO.L1602 esterase 30 000 from Gist Brocades lipase Rhizopus from Sigma
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• determined by the titration of acid released: % = CV100/(1000m/M)
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• concentration of NaOH solution; V, volume of titration; m, weight of substrate (g); M, molar weight
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• determined by gas chromatographic analysis of the Mosher's esters from alcohol
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• determined by gas chromatographic analysis of the Mosher's esters after saponification with KOH in methanol of the unreacted ester
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