Bicontinuous microemulsion as reaction medium for the β-glucosidase-catalyzed synthesis of n-hexyl-β-d-glucopyranoside

Enzyme and Microbial Technology

Volumn 42, Issue 3, 2008, Pages 252-258

  Sathishkumar, M ^a   Jeong, E S ^a   Yun, S E ^a   Mun, S P ^a   Rusling, J F ^b,c  

^a Chonbuk National University   (South Korea)

^b UNIVERSITY OF CONNECTICUT   (United States)

^c UNIVERSITY OF CONNECTICUT HEALTH CENTER   (United States)

Author keywords

Glucosidase; Bicontinuous microemulsion; Enzymatic hydrolysis; Enzymatic synthesis; n Hexyl d glucopyranoside

Indexed keywords

BICONTINUOUS MICROEMULSION; ENZYMATIC SYNTHESIS;

CATALYST ACTIVITY; CONDENSATION; ENZYME ACTIVITY; HYDROLYSIS; MICROEMULSIONS; SYNTHESIS (CHEMICAL);

GLUCOSE;

BETA GLUCOSIDASE; GLUCOPYRANOSIDE; GLUCOSE; HEXANOL; N HEXYL BETA DEXTRO GLUCOPYRANOSIDE; UNCLASSIFIED DRUG;

ANALYTIC METHOD; AQUEOUS SOLUTION; ARTICLE; CARBOHYDRATE SYNTHESIS; ENZYME DEGRADATION; ENZYME MECHANISM; GAS CHROMATOGRAPHY; HYDROLYSIS; MICROEMULSION; POLYMERIZATION; REACTION TIME; SEPARATION TECHNIQUE;

EID: 38349061437     PISSN: 01410229     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.enzmictec.2007.10.011     Document Type: Article

References (21)

1. Hughes F.A., and Lew B.W. Physical and functional properties of some higher alkyl polyglucosides. J Am Chem Soc 47 (1970) 162-167
2. Panintrarux C., Adachi S., Araki Y., Kimura Y., and Matsuno R. Equilibrium yield of n-alkyl-β-d-glucoside through condensation of glucose and n-alcohol by β-glucosidase in a biphasic system. Enzyme Microb Technol 17 (1995) 32-40
3. Vulfson E.N., Patel R., and Law B.A. Alkyl-β-glucoside synthesis in a water-organic two-phase system. Biotechnol Lett 12 (1990) 397-402
4. Vulfson E.N., Patel R., Beecher J.E., Andrews A.T., and Law B.A. Glycosidases in organic solvents. I. Alkyl-β-glucoside synthesis in a water-organic two-phase system. Enzyme Microb Technol 12 (1990) 950-954
5. Yi Q., Sarney D.B., Khan J.A., and Vulfson E.N. A novel approach to biotransformations in aqueous-organic two-phase systems: enzymatic synthesis of alkyl-β-glucosides using microcapsulated β-glucosidase. Biotechnol Bioeng 60 (1998) 385-390
6. Kouptsova O.S., Klyachko N.L., and Levashov A.V. Synthesis of alkyl glycosides catalyzed by β-glycosidases in a system of reverse micelles. Russ J Bioorg Chem 27 (2001) 380-384
7. Rusling J.F. In: Conway B.E., and Bockris J.OM. (Eds). In mediated electro-organic synthesis in microemulsions (1994), Plenum Press, New York 49-104
8. Mackay R.A. Electrochemistry in association colloids. Colloids Surf A 82 (1994) 1-28
9. Zhou D.L., Gao J., and Rusling J.F. Kinetic control of electrogenerated Co(I) macrocycles with alkyl bromides in a bicontinuous microemulsion. J Am Chem Soc 117 (1995) 1127-1134
10. Gao J., and Rusling J.F. Electrochemical catalysis of a 5-endo-tring cyclization in bicontinuous microemulsion. J Org Chem 63 (1998) 218-219
11. Vaze A., Parizo M., and Rusling J.F. Enhanced rates of electrolytic styrene epoxidation catalyzed by cross-linked myoglobin-poly(l-lysine) films in bicontinuous microemulsions. Langmuir 20 (2004) 10943-10948
12. Rusling J.F. In: Dexter J. (Ed). In modern aspects of electochemistry vol. 26 (2001), Marcel Dekker, New York 323-335
13. Ceglie A., Das K.P., and Lindman B. Microemulsion structure in four-component systems for different surfactants. Colloids Surfact 28 (1987) 29-40
14. Blau K., and Halket J.M. Handbook of derivatives for chromatography. 2nd ed. (1993), John Wiley & Sons publishers, Chichester, England pp. 57-58
15. Cantor R.S. The stability of bicontinuous microemulsions: a molecular theory of the bending elastic properties of monolayers comprised of ionic surfactants and nonionic cosurfactants. J. Chem Phys 103 (1995) 4765-4784
16. Alany R.G., Rades T., Agatonovic-Kustrin S., Davies N.M., and Tucker I.G. Effect of alcohols and diols on the phase behavior of quaternary systems. Int J Pharm 196 (2000) 141-145
17. Morris J.G. A biologist's physical chemistry. 2nd ed. (1973), University college of Wales publishers p. 313
18. Papanikolaou S. Enzyme-catalyzed synthesis of alkyl-β-glucosides in a water-alcohol two-phase system. Bioresource Technol 77 (2001) 157-161
19. Vic G., Thomas D., and Crout D.H.G. Solvent effect on enzyme-catalyzed synthesis of β-d-glucosides using the reverse hydrolysis method: application to the preparative-scale synthesis of 2-hydroxybenzyl and octyl β-d-glucopyranosides. Enzyme Microb Technol 20 (1997) 597-603
20. Kitazawa T, Yoshida T, Sakakibara T. Stabilizers for lipases. Japanese patent, HI-174,382 (1989).
21. Roode B.M.D., Beek J.V., Padt A.V.D., Franssen M.C.R., and Boom R.M. The integral enzymatic production and downstream processing of hexyl glucoside. Enzyme Microb Technol 29 (2001) 513-520