Synthesis of sucrose acetate using a solvent-stable serine protease from Serratia sp. SYBC H

Engineering in Life Sciences

Volumn 11, Issue 6, 2011, Pages 615-619

  Li, Guiying ^a   Cai, Yujie ^a   Hao, Zhikui ^a   Liao, Xiangru ^a  

^a JIANGNAN UNIVERSITY   (China)

Author keywords

Serratia sp SYBC H; Solvent stable protease; Sucrose 4 acetate

Indexed keywords

COSMETIC INDUSTRY; ENZYMATIC SYNTHESIS; INDUSTRIAL PROCESSS; MOLAR RATIO; MONOESTERS; PLANT GROWTH; REGIOSELECTIVE ACYLATION; SERINE PROTEASE; SERRATIA; SOLVENT-STABLE PROTEASE; SUCROSE ESTERS; SUGAR ESTERS; VINYL ACETATES;

AMINO ACIDS; DIMETHYL SULFOXIDE; ESTERIFICATION; ESTERS; PLANT LIFE EXTENSION; SOLVENTS; SUGARS; SURFACE ACTIVE AGENTS; SYNTHESIS (CHEMICAL); VOLATILE FATTY ACIDS;

SUGAR (SUCROSE);

DIMETHYL SULFOXIDE; SERINE PROTEINASE; SUCROSE SULFATE; VINYL ACETATE;

ACETATE (ESTER); BACTERIUM; BIODEGRADATION; CHEMICAL INDUSTRY; CONCENTRATION (COMPOSITION); ENZYME ACTIVITY; FOOD INDUSTRY; HYDROXYL RADICAL; INDUSTRIAL PRODUCTION; INHIBITOR; PHARMACEUTICAL INDUSTRY; REACTION KINETICS; SOLVENT; SUCROSE; SURFACTANT;

ACYLATION; ARTICLE; CARBOHYDRATE SYNTHESIS; ENZYME SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION TIME; SERRATIA;

EID: 83755186499     PISSN: 16180240     EISSN: 16182863     Source Type: Journal    
DOI: 10.1002/elsc.201100038     Document Type: Article

References (21)

1. Okabe, S., Saganuma, M., Tada, Y., Ochiai, Y. et al., Disaccharide esters screened for inhibition of tumor necrosis factor-alpha release are new anticancer agents. Jpn. J. Cancer Res. 1999, 90, 669-676.
2. Nakamura, S., Using sucrose esters as food emulsifiers. Oleochemicals 1997, 8, 866-874.
3. Watanabe, T., Sucrose fatty acid esters - past, present and future foods. Food Ingredients J. Jpn. 1999, 180, 18-25.
4. Peterson, J. K., Harrison, H. F., Chortyk, O. T., Effects of various sucrose esters on weed seed germination and crop growth: Structure-activity and dose-response relationship. J. Agric. Food Chem. 1997, 45, 4833-4837.
5. Ferrer, M., Soliveri, J., Plou, F. J., Lopez-Cortes, N. et al., Synthesis of sugar esters in solvent mixtures by lipases from Thermomyces lanuginosus and Candida antarctica B, and their antimicrobial properties. Enzyme Microb. Technol. 2005, 36, 391-398.
6. Polat, T., Linhardt, R. J., Synthesis and applications of sucrose-based esters. J. Surfactants Deterg. 2001, 4, 415-421.
7. Plou, F. J., Cruces, M. A., Ferrer, M., Enzymatic acylation of di- and trisaccharides with fatty acids: choosing the appropriate enzyme, support and solvent. J. Biotechnol. 2002, 96, 55-66.
8. Yoo, I. S., Park, S. J., Yoon, H. H., Enzymatic synthesis of sugar fatty acid esters. J. Ind. Eng. Chem. 2007, 13, 1-6.
9. Riva, S., Nonini, M., Ottolina, G., Danieli, B., Subtilisin-catalyzed esterification of di- and oligosaccharides containing a D-fructose moiety. Carbohydr. Res. 1998, 14, 259-266.
10. Ritthitham, S., Wimmer, R., Stensballe, A., Pedersen, L. H., Selectivity and stability of alkaline protease AL-89 in hydrophilic solvents. J. Mol. Catal. B Enzym. 2009, 59, 266-273.
11. Park, O. J., Kim, D. Y., Dordick, J. S., Enzyme-catalyzed synthesis of sugar-containing monomers and linear polymers. Biotechnol. Bioeng. 2000, 70, 208-216.
12. Park, H. G., Chang, H. N., Enzymatic regioselective synthesis of sucrose acrylate esters. Biotechnol. Lett. 2000, 22, 39-42.
13. Pedersen, N. R., Halling, P. J., Pedersen, L. H., Efficient transesterification of sucrose catalysed by the metalloprotease thermolysin in dimethylsulfoxide. FEBS Lett. 2002, 519, 181-184.
14. Tang, X. Y., Pan, Y., Li, S., He, B. F., Screening and isolation of an organic solvent-tolerant bacterium for high-yield production of organic solvent-stable protease. Bioresour. Technol. 2008, 99, 7388-7392.
15. Ogino, H., Yamada, M., Watanabe, F., Ichinose, H. et al., Peptide synthesis catalyzed by organic solvent-stable protease from Pseudomonas aeruginosa PST-01 in monophasic aqueous-organic solvent system. J. Biosci. Bioeng. 1999, 88, 513-518.
16. Li, G. Y., Cai, Y. J., Liao, X. R., Yin, J., A novel nonionic surfactant- and solvent-stable alkaline serine protease from Serratia sp. SYBC H with duckweed as nitrogen source: production, purification, characteristics and application. J. Ind. Microbiol. Biotechnol. 2010, 38, 845-853.
17. 13C-Nuclear magnetic resonance spectra of O-acylglucose. Additivity of shift parameters and its application to structure elucidations. Chem. Pharm. Bull. 1980, 28, 2065-2074.
18. Polat, T., Linhardt, R. J., Syntheses and applications of sucrose-based esters. J. Surfactants Deterg. 2001, 4, 415-421.
19. Riva, S., Chopineau, J., Kieboom, A. P., Klibanov, A. M., Protease-catalyzed regioselective esterification of sugars and related compounds in anhydrous dimethylformamide. J. Am. Chem. Soc. 1988, 110, 584-589.
20. Perez-Victoria, I., Morales, J. C., Regioselectivity in acylation of oligosaccharides catalyzed by the metalloprotease thermolysin. Tetrahedron 2006, 62, 2361-2369.
21. Ferrer, M., Cruces, M. A., Bernabe, M., Ballesteros, A., Plou, F. J., Lipase-catalyzed regioselective acylation of sucrose in two-solvent mixtures. Biotechnol. Bioeng. 1999, 65, 10-16.