Abstract
Glucuronic acid n-alkyl esters, a novel class of promising biosurfactants and their corresponding glucose esters with the same side-chain length, were synthesized by direct esterification in a non-aqueous phase (tert-butanol) using an immobilized lipase.
Similar content being viewed by others
References
Basso A, Ducret A, Gardossi L, Lortie R (2002) Synthesis of octyl glucopyranoside by almond B-glucosidase adsorbed onto Celite R-640. Tetrahedron Lett. 43: 2005–2008.
Blecker C, Piccicuto S, Lognay G, Deroanne C, Marlier M, Paquot M (2002) Enzymatically prepared n-alkyl esters of glucuronic acid: the effect of hydrophobic chain length on surface properties. J. Coll. Interf. Sci. 247: 424–428.
Cao L, Bornscheuer UT, Schmid RD (1999) Lipase-catalysed solid-phase synthesis of sugar esters. Influence of immobilization on productivity and stability of the enzyme. J. Mol. Catal. Part B. Enzym. 6: 279–285.
Cao L, Fischer A, Bornscheuer UT, Schmid RD (1997) Lipase-catalysed solid phase synthesis of sugar fatty acid esters. Biocatal. Biotransform. 14: 269–283.
Carrea G, Ottolina G, Riva S (1995) Role of solvents in the control of enzyme selectivity in organic media. Trends Biotechnol. 13: 63–70.
Otto RT, Scheib H, Bornscheuer UT, Pleiss J, Syldatk C, Schmid RD (2000) Substrate specificity of lipase B from Candida antarctica in the synthesis of arylaliphatic glycolipids. J. Mol. Catal. Part B. Enzym. 8: 201–211.
Otto RT, Bornscheuer UT, Scheib H, Pleiss J, Syldatk C, Schmid RD (1998) Lipase-catalysed esterification of unusual substrates: synthesis of glucuronic acid and ascorbic acid (vitamin C) esters. Biotechnol. Lett. 20: 1091–1094.
Piccicuto S, Blecker C, Brohée JC, Mpambara A, Lognay G, Deroanne C, Paquot M, Marlier M (2001) Les esters de sucres: voies de synthése et potentialités d'utilisation. Biotechnol. Agron. Soc. Environ. 5: 209–219.
Sarney DB, Vulfson EN (1995) Application of enzymes to the synthesis of surfactants. Trends Biotechnol. 13: 164–172.
Vulfson EN (1998) Enzymatic Synthesis of Surfactants. New York: Marcel Dekker p. 279.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Moreau, B., Lognay, G.C., Blecker, C. et al. Synthesis of novel d-glucuronic acid fatty esters using Candida antarctica lipase in tert-butanol. Biotechnology Letters 26, 419–424 (2004). https://doi.org/10.1023/B:BILE.0000018262.57902.68
Issue Date:
DOI: https://doi.org/10.1023/B:BILE.0000018262.57902.68