Enzymatic synthesis of a galactopyranose sophorolipid fatty acid-ester.
Sophorolipid lactones produced by Candida bombicola were deacetylated and ring opened with sodium methoxide to their corresponding methyl esters. The methyl esters, after re-acetylation with vinyl acetate using an immobilized lipase, were transesterified with 1,2-3,4-di-O-isopropylidene-D-galactopyranose in tetrahydrofuran using the same lipase catalyst. The di-O-isopropylidene sophorolipid sugar esters were hydrolyzed to give the galactopyranose sophorolipid esters as the final products.
D002175:Candida / Q000737:chemistry* / Q000378:metabolism*; D002374:Catalase; D004800:Enzymes, Immobilized / Q000737:chemistry; D004951:Esterification; D005227:Fatty Acids / Q000138:chemical synthesis* / Q000737:chemistry; D005690:Galactose / Q000138:chemical synthesis* / Q000737:chemistry; D006017:Glycolipids / Q000138:chemical synthesis* / Q000737:chemistry; D007783:Lactones / Q000737:chemistry* / Q000378:metabolism; D008049:Lipase / Q000737:chemistry*
D004800:Enzymes, Immobilized; D005227:Fatty Acids; D006017:Glycolipids; D007783:Lactones; D002374:Catalase; D008049:Lipase; D005690:Galactose