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Efficient 1–5 regioselective acylation of primary hydroxyl groups of fermentative derived xylitol catalyzed by an immobilized Pseudomonas aeruginosa lipase

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Abstract

The experiment described in this paper synthesizes xylitol acylated products from fermentative derived xylitol and acid anhydrides of various chain lengths in the presence of Tetrahydrofuran (THF) and acetonitrile using immobilized Pseudomonas aeruginosa (PL) lipase as a biocatalyst (97% residual activity up to five cycles) at 37°C, 200 rpm. This study examines a number of different acid anhydrides for their highly selective and efficient lipase-catalyzed acylation of primary hydroxyl groups in xylitol. Of those studied, the best results are obtained with butanoic anhydride, 80.12% after 4 h in acetonitrile followed by vinyl acetate, which results in 77.79% conversion after 8 h of incubation in THF as analyzed through high performance liquid chromatography (HPLC).

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Authors and Affiliations

  1. Department of Microbiology, University of Delhi South Campus, New Delhi, 110-021, India

    Swati Misra, Shailendra Raghuwanshi, Pritesh Gupta & R. K. Saxena

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  1. Swati Misra
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  2. Shailendra Raghuwanshi
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  3. Pritesh Gupta
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  4. R. K. Saxena
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Correspondence to R. K. Saxena.

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Misra, S., Raghuwanshi, S., Gupta, P. et al. Efficient 1–5 regioselective acylation of primary hydroxyl groups of fermentative derived xylitol catalyzed by an immobilized Pseudomonas aeruginosa lipase. Biotechnol Bioproc E 17, 398–406 (2012). https://doi.org/10.1007/s12257-011-0491-y

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  • DOI: https://doi.org/10.1007/s12257-011-0491-y

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