Unsaturation at the surfactant head: Influence on the activity of lipase and horseradish peroxidase in reverse micelles

Biochemical and Biophysical Research Communications

Volumn 356, Issue 1, 2007, Pages 163-168

  Debnath, Sisir ^a   Das, Dibyendu ^a   Das, Prasanta Kumar ^a  

^a DEPARTMENT OF MATERIALS SCIENCE   (India)

Author keywords

Amphiphiles; Enzymes; Inhibition; Reverse micelles; Surfactant head; Unsaturation

Indexed keywords

ALLYL COMPOUND; CATION; HORSERADISH PEROXIDASE; OXIDOREDUCTASE; PIPERIDINE; PIPERIDINE DERIVATIVE; PYRIDINE; PYRIDINIUM DERIVATIVE; SURFACTANT; TRIACYLGLYCEROL LIPASE;

ALPHA HELIX; ARTICLE; BIOCATALYST; CIRCULAR DICHROISM; CONCENTRATION (PARAMETERS); ENZYME ACTIVITY; ENZYME INACTIVATION; ENZYME SUBSTRATE COMPLEX; PRIORITY JOURNAL; PROTEIN CONTENT; REVERSE MICELLE; ULTRAVIOLET SPECTROSCOPY;

CIRCULAR DICHROISM; HORSERADISH PEROXIDASE; KINETICS; LIPASE; MICELLES; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; PYRIDINES; SUBSTRATE SPECIFICITY; SURFACE-ACTIVE AGENTS;

ARMORACIA RUSTICANA;

EID: 33947186697     PISSN: 0006291X     EISSN: 10902104     Source Type: Journal    
DOI: 10.1016/j.bbrc.2007.02.132     Document Type: Article

References (43)

1. Eicke H.F., and Kvita P. In: Luisi P.L., and Straub B.E. (Eds). Reverse Micelles (1984), Plenum, New York 21
2. Fendler J.H. Interactions and reactions in reversed micellar systems. Acc. Chem. Res. 9 (1976) 153-161
3. Fendler J.H. Membrane Mimetic Chemistry (1982), Wiley & Sons, New York
4. Silber J.J., Biasutti M.A., Abuin E.B., and Lissi E. Interactions of small molecules with reverse micelles. Adv. Colloid Interface Sci. 82 (1999) 189-252
5. Holmberg K. Organic and bioorganic reactions in microemulsions. Adv. Colloid Interface Sci. 57 (1994) 137-174
6. Paul B.K., and Moulik S.P. Microemulsions: an overview. J. Dispersion Sci. Technol. 18 (1997) 301-367
7. Menger F.M. Groups of organic molecules that operate collectively. Angew. Chem. Int. Ed. Engl. 30 (1991) 1086-1099
8. Roy S., Das D., Dasgupta A., Mitra R.N., and Das P.K. Amino acid based cationic surfactants in aqueous solution: physicochemical study and application of supramolecular chirality in ketone Reduction. Langmuir 21 (2005) 10398-10404
9. 4 reduction of esters at cationic reverse micellar surface. Org. Lett. 6 (2004) 4133-4136
10. Luisi P.L., and Magid L.J. Solubilization of enzymes and nucleic acids in hydrocarbon micellar solutions. CRC Crit. Rev. Biochem. 20 (1986) 409-474
11. Stamatis H., Xenakis A., and Kolisis F.N. Bioorganic reactions in microemulsions: the case of lipases. Biotechnol. Adv. 17 (1999) 293-318 and references therein
12. Lissi E.A., and Abuin E.B. A general treatment for meaningful comparison of rate parameters of enzyme-catalyzed reactions in aqueous and reverse micellar solutions. Langmuir 16 (2000) 10084-10086
13. Dasgupta A., Das D., and Das P.K. Reactivity of trypsin in reverse micelles: predominant role of aggregate size over water-pool components. Biochimie 87 (2005) 1111-1119
14. Abuin E., Lissi E., and Duarte R. Kinetics of 2-naphthyl acetate hydrolysis Catalyzed by α-chymotrypsin in aqueous solutions of dodecyltrimethylammonium bromide. Langmuir 19 (2003) 5374-5377
15. Roy S., Dasgupta A., and Das P.K. Tailoring of horseradish peroxidase activity in cationic water-in-oil microemulsions. Langmuir 22 (2006) 4567-4573
16. Walde P., Han D., and Luisi P.L. Spectroscopic and kinetic studies of lipases solubilized in reverse micelles. Biochemistry 32 (1993) 4029-4034
17. Martinek K., Levashov A.V., Khmelnitsky Y.L., Klyachko N.L., and Berezin I.V. Colloidal solution of water in organic solvents: a microheterogeneous medium for enzymatic reactions. Science 218 (1982) 889-891
18. Menger F.M., and Yamada K. Enzyme catalysis in water pool. J. Am. Chem. Soc. 101 (1979) 6731-6734
19. Martinek K., Levashov A.V., Klyachko N.L., Kabanov A.V., and Khmelnitsky Y.L. Micellar enzymology: its relation to membranology. Biochim. Biophys. Acta 981 (1989) 161-172
20. Fletcher P.D.I., Robinson B.H., Freedman R.B., and Oldfield C. Activity of lipase in water-in-oil microemulsions. J. Chem. Soc. Faraday Trans. 81 (1985) 2667-2679
21. Stamatis H., Kolisis F.N., Xenakis A., Bornscheuer U., Scheper T., and Menge U. Pseudomonas cepacia lipase: esterification reactions in AOT microemulsion systems. Biotechnol. Lett. 15 (1993) 703-708
22. Das P.K., Srilakshmi G.V., and Chaudhuri A. Experimental probing of water and counterion concentrations inside a reversed micelle water-pool: an overlooked parameter in micellar enzymology?. Langmuir 15 (1999) 981-987
23. Martinek K., Levashov A.V., Klyachko N.L., Pantin V.I., Kabanov A.V., and Berezin I.V. The principles of enzyme stabilization. VI. Catalysis by water-soluble enzymes entrapped into reversed micelles of surfactants in organic solvents. Biochim. Biophys. Acta 657 (1981) 277-294
24. Carvalho C.M.L., and Cabral J.M.S. Reverse micelles as reaction media for lipases. Biochimie 82 (2000) 1063-1085
25. Das D., and Das P.K. Improving the lipase activity profile in cationic water-in-oil microemulsions of hydroxylated surfactants. Langmuir 19 (2003) 9114-9119
26. Dasgupta A., Das D., Mitra R.N., and Das P.K. Surfactant tail length dependent lipase activity profile in cationic water-in-oil microemulsions. J. Colloid Interface Sci. 289 (2005) 566-573
27. Das D., Roy S., Mitra R.N., Dasgupta A., and Das P.K. Head group size or hydrophilicity of surfactant: the major regulator of lipase activity in cationic w/o microemulsions. Chem. Eur. J. 11 (2005) 4881-4889
28. Mitra R.N., Dasgupta A., Das D., Roy S., Debnath S., and Das P.K. Geometric constraints at the surfactant head group: effect on lipase activity in cationic reverse micelle. Langmuir 21 (2005) 12115-12123
29. Debnath S., Dasgupta A., Mitra R.N., and Das P.K. Effect of counterions on the activity of lipase in cationic water-in-oil microemulsions. Langmuir 22 (2006) 8732-8740
30. Brockerhoff H. Substrate specificity of pancreatic lipase. Influence of the structure of fatty acids on the reactivity of esters. Biochim. Biophys. Acta 212 (1970) 92-101
31. Selmi B., Gontier E., Ergan F., and Thomas D. Effect of fatty acid chain length and unsaturation number on triglyceride synthesise catalyzed by immobilized lipase in solvent-free medium. Enzyme Microbiol. Technol. 23 (1998) 182-186
32. Vandevoorde S., Saha B., Mahadevan A., Razdan R.K., Pertwee R.G., Martin B.R., and Fowler C.S. Influence of the degree of unsaturation of the acyl side chain upon the interaction of analogues of 1-arachidonoylglycerolwith monoacylglycerol lipase and fatty acid amide hydrolase. Biochem. Biophys. Res. Commun. 337 (2005) 104-109
33. Das P.K., and Chaudhuri A. On the origin of unchanged lipase activity profile in cationic reverse micelles. Langmuir 16 (2000) 76-80
34. Crooks G.E., Rees G.D., Robinson B.H., Svensson M., and Stephenson G.R. Comparison of hydrolysis and esterification behavior of Humicola lanuginosa and Rhizomucor miehei lipases in AOT-stabilized water-in-oil microemulsions: I. Effect of pH and water content of reaction kinetics. Biotechnol. Bioeng. 48 (1995) 78-88
35. Carlie K., Rees G.D., Robinson B.H., Steer D.T., and Svensson M. Lipase-catalyzed interfacial reactions in reverse micellar systems. Role of water and microenvironment is determining enzyme activity or dormancy. J. Chem. Soc. Faraday Trans. 92 (1996) 4701-4708
36. Das P.K., and Chaudhuri A. Are the interfacial basicities of aqueous cationic micelles and cationic reverse microemulsions different by orders of magnitude?. Langmuir 15 (1999) 8771-8775
37. Klyachko N.L., Levashov A.V., and Martinek K. Catalysis by enzymes entrapped into reversed micelles of surfactants in organic solvents. Mol. Biol. 18 (1984) 1019-1031
38. Mahiuddin S., Renoncourt A., Bauduin P., Touraud D., and Kunz W. Horseradish peroxidase activity in a reverse catanionic microemulsion. Langmuir 21 (2005) 5259-5262
39. Laura T., Quina H.F., and Seoud O.A.E. Fluorescence and light-scattering studies of the aggregation of cationic surfactants in aqueous solution: effects of headgroup structure. Langmuir 16 (2000) 3119-3123
40. Ghosh S., and Moulik S.P. Interfacial and micellization behaviors of binary and ternary mixtures of amphiphiles (Tween 20, Brij-35, and sodium dodecyl sulfate) in aqueous medium. J. Colloid Interface Sci. 208 (1998) 357-366
41. Rosen M.J. Surfactants and Interfacial Phenomena. 2nd ed. (1989), Wiley, New York
42. Jenta T.R.J., Batts G., Rees G.D., and Robinson B.H. Kinetic studies of chromobacterium viscosum lipase in AOT water in oil microemulsion and gelatin microemulsion-based organogels. Biotechnol. Bioeng. 54 (1997) 416-427
43. Naoe K., Takeuchi C., Kawagoe M., Nagayama K., and Imai M. Higher order structure of Mucor miehei lipase and micelle size in acetyltrimethylammonium bromide reverse micellar system. J. Chromatogr. B (2006) 10.1016/j.jchromb.11.048