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The Use of Fatty Acid Esters to Enhance Free Acid Sophorolipid Synthesis

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Abstract

Fatty acid esters were prepared by transesterification of soy oil with methanol (methyl-soyate, Me-Soy), ethanol (ethyl-soyate, Et-Soy) and propanol (propyl-soyate, Pro-Soy) and used with glycerol as fermentation substrates to enhance production of free-acid sophorolipids (SLs). Fed-batch fermentations of Candida bombicola resulted in SL yields of 46 ± 4 g/l, 42 ± 7 g/l and 18 ± 6 g/l from Me-Soy, Et-Soy, and Pro-Soy, respectively. Liquid chromatography with atmospheric pressure ionization mass spectrometry (LC/API-MS) showed that Me-Soy resulted in 71% open-chain SLs with 59% of those molecules remaining esterified at the carboxyl end of the fatty acids. Et-Soy and Pro-Soy resulted in 43% and 80% open-chain free-acid SLs, respectively (containing linoleic acid and oleic acid as the principal fatty acid species linked to the sophorose sugar at the omega-1 position), with no evidence of residual esterification.

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Authors and Affiliations

  1. Fats, Oils and Animal Coproducts Research Unit, U.S. Department of Agriculture, Agricultural Research Service, Eastern Regional Research Center, 600 East Mermaid Lane, Wyndmoor, Pennsylvania, 19038, USA

    Richard D. Ashby, Daniel K. Y. Solaiman & Thomas A. Foglia

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  1. Richard D. Ashby
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  2. Daniel K. Y. Solaiman
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  3. Thomas A. Foglia
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Correspondence to Richard D. Ashby.

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Mention of trade names or commercial products in this publication is solely for the purpose of providing specific information and does not imply recommendation or endorsement by the U.S. Department of Agriculture.

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Ashby, R.D., Solaiman, D.K.Y. & Foglia, T.A. The Use of Fatty Acid Esters to Enhance Free Acid Sophorolipid Synthesis. Biotechnol Lett 28, 253–260 (2006). https://doi.org/10.1007/s10529-005-5527-y

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  • DOI: https://doi.org/10.1007/s10529-005-5527-y

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