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Microbial hydroxylation of non-activated carbon atoms in racemic 2-dodeceno-1-yl-succinic anhydride by Mortierella isabellina 212

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Abstract

Microbial hydroxylation of 2-dodecen-1-yl-succinic anhydride at non-activated carbon atoms has been described. A screening with fourteen fungi strains was carried out. Most of the microorganisms transformed the substrate into new products. Biotransformation conditions with Mortierella isabellina 212 were optimized. Optically active products of hydroxylation at C–10 and C–11 were isolated. Chemical structures of the unreacted optically active substrate and the products were determined by spectroscopic methods (1H NMR, 13C NMR, GCMS, IR). Non-enzymatic hydrolysis of the anhydride at different pH was studied and methods of detection of the anhydride and the forming acid were discussed.

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Acknowledgments

The author thanks the State Committee for Scientific Research (Poland) for their financial support of this research (Grant No 2200/B/P01/2007/33).

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  1. Department of Chemistry, University of Environmental and Life Sciences, Norwida 25, 50-375, Wrocław, Poland

    Teresa Olejniczak

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  1. Teresa Olejniczak
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Correspondence to Teresa Olejniczak.

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Olejniczak, T. Microbial hydroxylation of non-activated carbon atoms in racemic 2-dodeceno-1-yl-succinic anhydride by Mortierella isabellina 212 . World J Microbiol Biotechnol 26, 2053–2060 (2010). https://doi.org/10.1007/s11274-010-0391-x

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  • DOI: https://doi.org/10.1007/s11274-010-0391-x

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