Enzymatic synthesis of 2-β-D-galactopyranosyloxy ethyl methacrylate (GaIEMA) by the thermophilic archeon sulfolobus solfataricus

Biotechnology and Bioengineering

Volumn 49, Issue 2, 1996, Pages 217-222

  Santin, M ^a   Rosso, F ^a   Sada, A ^a   Peluso, G ^a   Improta, R ^a   Trincone, A ^a  

^a CNR   (Italy)

Author keywords

Biomaterials; Enzymatic synthesis; HEMA; Thermophilic archea; glycosidase

Indexed keywords

BIOMATERIAL; GLYCOSIDASE; GLYCOSIDE; METHACRYLIC ACID DERIVATIVE;

ARCHAEBACTERIUM; ARTICLE; CATALYSIS; ENZYME SYNTHESIS; NONHUMAN; TEMPERATURE DEPENDENCE; THERMOPHILIC BACTERIUM; THERMOSTABILITY;

BIOMATERIALS; BIOSYNTHESIS; CELL CULTURE; ENZYMES; GROWTH KINETICS;

ENZYMATIC SYNTHESIS; GLYCOSIDASES; HYDROXYETHYL METHACRYLATE; SULFOLOBUS SOLFATARICUS; THERMOPHILIC ARCHEA;

BIOTECHNOLOGY;

EID: 0029669467     PISSN: 00063592     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1097-0290(19960120)49:2<217::AID-BIT10>3.0.CO;2-B     Document Type: Article

References (32)

1. Arakawa, T., Timasheff, S. N. 1982. Preferential interactions of proteins with salts in concentrated solutions. Biochemistry 21: 6545-6552.
2. Bisset, F., Sternberg, D. 1978. Immobilization of Aspergillus beta-glucosidase on chitosan. Appl. Environ. Microbiol. 35(4): 750-755.
3. Blinkovsky, A. M., Dordick, J. S. 1993. Enzymatic derivatization of saccharides and their chemical polymerization. Tetrahedr. Asym. 4: 1221-1228.
4. Bourquelot, E., Bridel, M. J. 1912. Travaux originaux sur une réaction synthétisante de l'émulsine. J. Pharm. Chim. 7: 569-573
5. Brena, B. M , Ryden, L. G., Porath, J. 1994. Immobilization of β-galactosidase on metal-chelate-substituted gels. Biotechnol. Appl. Biochem. 19: 217-231.
6. Chahid, Z., Montet, D., Pina, M., Graille, J. 1992. Effect of water activity on enzymatic synthesis of alkylglycosides. Biotech. Lett. 14(4): 281-284.
7. De Rosa, M., Gambacorta, A., Bu'Lock, J. D. 1975. Extremely thermoacidophilic bacteria convergent with Sulfolobus acidocaldarius. J. Gen. Microbiol. 86: 156-164.
8. Gambacorta, A., Trincone, A., Nicolaus, B., Lama, L., De Rosa, M. 1994. Unique features of lipids of Archea. Sys. Appl. Microbiol. 16: 518-528.
9. Dordick, J. S. 1992. Enzymatic and chemoenzymatic approaches to polymer synthesis. TIBTECH 10: 287-293.
10. Fontana, A., Fassina, G., Vita, C., Dalzoppo, D., Zamai, M., Zambonin, M. 1986. Correlation between sites of limited proteolysis and segmental mobility in thermolysin. Biochemistry 25: 1847-1851.
11. Franklin, V. J., Bright, A. M., Tighe, B. 1993. Hydrogel polymers and ocular spoliation processes. Trends Polym. Sci. 1(1): 9-16.
12. Grogan, D. W. 1991. Evidence that β-galactosidase of Sulfolobus solfataricus is only one of several activities of a thermostable β-D-glycosidase. Appl. Environ. Microbiol. 57(6): 1644-1649.
13. Horak, D., Svec, F., Isakov, Y., Polyaev, Y., Adamyan, A., Konstantinov, K., Shafranov, V., Voronkova, O., Nikanorov, A., Trostenyuk, N. 1992. Use of poly(2-hydroxyethyl methacrylate) for endovascular occlusion in pediatric surgery. Clin. Mater. 9: 43-48.
14. Jones, J.B. 1986. Enzymes in organic synthesis. Tetrahedron 42: 3351-3403.
15. Kinomura, K., Kitazawa, S., Okumura, M., Sakakibara, T. 1993. Potential application of some synthetic glycosides to food modification. pp. 221-228. In: A. M. Spanier, H. Okai, and M. Tamura (eds.), Food flavor and safety. ACS Symp. Ser. 528.
16. Kobayashi, M., Nagasawa, T., Yamada, H. 1992. Enzymatic synthesis of acrylamide: A success story not yet over. TIBTECH 10: 402-408.
17. Nilsson, K. G. I. 1988. A simple strategy for changing the regio-selectivity of glycosidase-catalysed formation of disaccharides: Part II, enzymic synthesis in situ of various acceptor glycosides. Carbohydr. Res. 180: 53-59.
18. Nilsson, K. G. I. 1989. Enzymic synthesis of di- and tri-saccharide glycosides using glycosidases and β-D-galactoside 3-α-sialyl-transferase. Carbohydr. Res. 188: 9-17.
19. Nucci, R., Moracci, M., Vaccaro, C., Vespa, N., Rossi, M. 1993. Exoglucosidase activity and substrate specificity of the β-glycosidase isolated from the extreme thermophile Sulfolobus solfataricus. Biotechnol. Appl. Biochem. 17: 239-250.
20. Ooi, Y., Hashimoto, T., Mitsuo, N., Satoh, T. 1984. Enzymic synthesis of chemically unstable cardiac glycosides by β-galactosidase from Aspergillus oryzae. Tetrahedr. Lett 25(21): 2241-2244.
21. Pastore, M., Morisi, F. 1975. Lactose reduction of milk by fiber-entrapped β-galactosidase. Pilot-plant experiments. Meth. Enzymol. 44: 822-830.
22. Piesecki, S., Teng, W. Y., Hochuli, E. 1993. Immobilization of β-galactosidase for application in organic chemistry using a chelating peptide. Biotechnol. Bioeng. 42: 178-184.
23. Pisani, F., Rella, R., Rozzo, C., Raia, C. A., Nucci, R., Gambacorta, A., De Rosa, M., Rossi, M. 1990. Thermostable β-galactosidase from the archeabacterium Sulfolobus solfataricus. Eur. J. Biochem. 187: 321-326.
24. Pulapura, S., Kohn, J. 1992. Trends in the development of bioresorbable polymers for medical applications. J. Biomater. Appl. 6: 216-250.
25. Ravet, C., Thomas, D., Legoy, M. D. 1993. Gluco-oligosaccharide synthesis by free and immobilized β-glucosidase. Biotechnol. Bioeng. 42: 303-308.
26. Ratner, B. D. 1993. New ideas in biomaterials science; a path to engineered biomaterials. J. Biomed. Mater. Res. 27: 837-850.
27. Stevenson, D. E., Stanley, R. A., Furneaux, R. H. 1993. Optimization of alkyl β-D-galactopyranoside synthesis from lactose using commercially available β-galactosidases. Biotechnol. Bioeng. 42: 657-666.
28. Tanford, C. 1980. The hydrophobic effect. Wiley, New York.
29. Toone, E. J., Simon, E. S., Bednarski, M. D., Whitesides, G. M. 1989 Enzyme-catalyzed synthesis of carbohydrates. Tetrahedron 45(17): 5365-5422.
30. Trincone, A., Nicolaus, B., Lama, L., Morzillo, P., De Rosa, M., Gambacorta, A. 1991. Enzyme-catalyzed synthesis of alkyl-β-D-glycosides with crude homogenate of Sulfolobus solfataricus. Biotechnol. Lett. 13: 235-239
31. Wallace, J. S., Morrow, C. J. 1989. Biocatalysic synthesis of polymers. Synthesis of an optically active, epoxy-substituted polyester by lipase-catalyzed polymerization. J. Polym. Sci. Part A: Polym. Chem. 27: 2553-2567.
32. Zaks, A., Klibanov, A. M. 1985. Enzyme-catalyzed processes in organic solvents. Proc. Natl. Acad. Sci. USA 82: 3192-3196.