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Protein-coated microcrystals of Prunus armeniaca hydroxynitrile lyase: an effective and recyclable biocatalyst for synthesis of (R)-mandelonitrile

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Abstract

In this study, the crude solution of Prunus armeniaca hydroxynitrile lyase (ParsHNL) was simultaneously precipitated onto K2SO4 salt in acetone to immobilize ParsHNL as protein-coated microcrystals and the obtained preparations (PCMCs-ParsHNL) were used for the synthesis of (R)-mandelonitrile in buffer-saturated methyl tert-butyl ether (pH 4.0). The yield and enantiopurity of (R)-mandelonitrile were 100 and 90.5%, respectively, for free HNL, whereas the corresponding yield and enantiopurity values were 100 and 99.8%, respectively, for PCMCs-ParsHNL after 96 h reaction time. The free HNL and PCMCs-ParsHNL were stored at room temperature and 5 °C during 30 days and the results showed that PCMCs-ParsHNL had better storage stability compared to the free HNL at both room temperature and 5 °C. PCMCs-ParsHNL was imaged by a scanning electron microscopy and PCMCs-ParsHNL was rectangular in shape. PCMCs-ParsHNL was recycled five times in the synthesis of (R)-mandelonitrile and 75.2% initial activity recovery and 99.8% enantiomeric excess for (R)-mandelonitrile was determined after five uses. Thus, immobilizing ParsHNL as PCMCs provided highly active and reusable HNL preparations for (R)-mandelonitrile synthesis in buffer-saturated methyl tert-butyl ether.

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Acknowledgements

The financial support was provided by Scientific Research Projects Unit of Cukurova University with the project number of FBA-2015-5067.

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Correspondence to Deniz Yildirim.

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Yildirim, D., Toprak, A., Alagöz, D. et al. Protein-coated microcrystals of Prunus armeniaca hydroxynitrile lyase: an effective and recyclable biocatalyst for synthesis of (R)-mandelonitrile. Chem. Pap. 73, 185–193 (2019). https://doi.org/10.1007/s11696-018-0577-5

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  • DOI: https://doi.org/10.1007/s11696-018-0577-5

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