Reactivity of medium-chain substrates in the interesterification of tripalmitin catalyzed by papaya lipase |
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Authors: | Neena N. Gandhi Kumar D. Mukherjee |
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Affiliation: | (1) Institute for Biochemistry and Technology of Lipids, H.P. Kaufmann-Institute, Federal Centre for Cereal, Potato and Lipid Research, D-48147 Münster, Germany;(2) Alberta Research Council, 250 Karl Clark Road, T69 1E4 Edmonton, Alberta, Canada |
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Abstract: | Reactivity of different medium-chain substrates, i.e., n-octanol, caprylic acid, and its alkyl (methyl, ethyl, n-propyl, and n-butyl) esters, was assessed in the interesterification of tripalmitin catalyzed by papaya (Carica papaya) lipase. Alcoholysis with n-octanol was the fastest reaction leading to the highest conversion of tripalmitin to n-octyl palmitate and concomitant formation of di- as well as monopalmitoylglycerols. This was followed by transesterification of tripalmitin with n-butyl and n-propyl caprylates, which in turn were faster than transesterification with ethyl and methyl caprylates, yielding in each case the corresponding alkyl palmitates and triacylglycerols containing palmitoyl and capryloyl moieties as the major reaction products. Acidolysis of tripalmitin with caprylic acid yielded palmitic acid and triacylglycerols containing palmitoyl and capryloyl moieties as the major reaction products, however, with the lowest conversion among the three interesterification reactions studied. In each case, interesterification was accompanied by some hydrolysis of tripalmitin. |
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Keywords: | Alkyl caprylates caprylic acid interesterification lipase n-octanol papaya (Carica papaya) tripalmitin |
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