Mode of action on deacetylation of acetylated methyl glycoside by cellulose acetate esterase from Neisseria sicca SB

Bioscience, Biotechnology and Biochemistry

Volumn 69, Issue 7, 2005, Pages 1292-1299

  Moriyoshi, Kunihiko ^a   Yamanaka, Hayato ^a   Ohmoto, Takashi ^a   Ohe, Tatsuhiko ^a   Sakai, Kiyofumi ^a  

^a OSAKA MUNICIPAL TECHNICAL RESEARCH INSTITUTE   (Japan)

Author keywords

Cellulose acetate; Esterase; Neisseria sicca; Regioselective deacetylation

Indexed keywords

CELLS; CELLULOSE; ENZYMES;

ESTERASE; NEISSERIA SICCA; REGIOSELECTIVE DEACETYLATION;

ESTERS;

CARBOXYLESTERASE; CELLULOSE ACETATE ESTERASE; DISACCHARIDE; GALACTOSE; GLUCURONIC ACID; GLYCOSIDE; METHYLGLUCOSIDE; O (GLUCURONIC ACID 2 SULFATE) (1 4) O (2,5) ANHYDROMANNITOL 6 SULFATE; O-(GLUCURONIC ACID 2-SULFATE)-(1--4)-O-(2,5)-ANHYDROMANNITOL 6-SULFATE;

ACETYLATION; ARTICLE; CHEMISTRY; ENZYME SPECIFICITY; ENZYMOLOGY; ISOLATION AND PURIFICATION; KINETICS; METABOLISM; NEISSERIA SICCA; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; THIN LAYER CHROMATOGRAPHY; TIME;

ACETYLATION; CARBOXYLIC ESTER HYDROLASES; CHROMATOGRAPHY, THIN LAYER; DISACCHARIDES; GALACTOSE; GLUCURONATES; GLYCOSIDES; KINETICS; MAGNETIC RESONANCE SPECTROSCOPY; METHYLGLUCOSIDES; NEISSERIA SICCA; SUBSTRATE SPECIFICITY; TIME FACTORS;

CELLS; CELLULOSE ACETATE; ENZYMES; ESTERS;

NEISSERIA SICCA;

EID: 23944510711     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.69.1292     Document Type: Article

References (28)

1. Bogan, R. T., and Brewer, R. J., "Encyclopedia of Polymer Science and Engineering" 2nd ed. Vol. 3, eds. Mark, H. F., Bikales, N. M., Overberger, C. G., and Menges, G., John Wiley, New York, pp. 174-178 (1985).
2. Cantor, P. A., and Mechalas, B. J., Biological degradation of cellulose acetate reverse-osmosis membranes. J. Polym. Sci. C, 28, 225-241 (1969).
3. Nelson, M., McCarthy, S. P., and Gross, R. A., Isolation of a Pseudomonas paucimobilis capable of using insoluble cellulose acetate as a sole carbon source. Proc. ACS Div. Polym. Mater. Sci. Eng., 67, 139-140 (1992).
4. Ishigaki, T., Sugano, W., Ike, M., and Fujita, M., Enzymatic degradation of cellulose acetate plastic by novel degrading bacterium Bacillus sp. S2055. J. Biosci. Bioeng., 90, 400-405 (2000).
5. Christov, L. P., and Prior, B. A., Esterases of xylandegrading microorganisms: production, properties, and significance. Enzyme Microb. Technol., 15, 460-475 (1993).
6. Nanmori, T., Watanabe, T., Shinke, R., Kohno, A., and Kawamura, Y., Purification and properties of thermostable xylanase and β-xylosidase produced by a newly isolated Bacillus stearothermophilus strain. J. Bacteriol., 172, 6669-6672 (1990).
7. Tuohy, M. G., Puls, J., Claeyssens, M., Vrsanska, M., and Coughlan, M. P., The xylan-degrading enzyme system of Talaromyces emersonii: novel enzymes with activity against aryl β-D-xylosides and unsubstituted xylans. Biochem. J., 290, 515-523 (1993).
8. Shao, W., Obi, S. K. C., Puls, J., and Wiegel, J., Purification and characterization of the α-glucuronidase from Thermoanaerobacterium sp. strain JW/SL-YS485, an important enzyme for the utilization of substituted xylans. Appl. Environ. Microbiol., 61, 1077-1081 (1995).
9. Biely, P., MacKenzie, C. R., and Schneider, H., Production of acetyl xylan esterase by Trichoderma reesei and Schizophyllum commune. Can. J. Microbiol., 32, 767-772 (1988).
10. Sakai, K., Yamauchi, T., Nakasu, F., and Ohe, T., Biodegradation of cellulose acetate by Neisseria sicca. Biosci. Biotechnol. Biochem., 60, 1617-1622 (1996).
11. Moriyoshi, K., Ohmoto, T., Ohe, T., and Sakai, K., Purification and characterization of an esterase involved in cellulose acetate degradation by Neisseria sicca SB. Biosci. Biotechnol. Biochem., 63, 1708-1713 (1999).
12. Moriyoshi, K., Ohmoto, T., Ohe, T., and Sakai, K., Purification and characterization of an endo-1,4-β-glucanase from Neisseria sicca SB that hydrolyzes β-1,4 linkages in cellulose acetate. Biosci. Biotechnol. Biochem., 66, 508-515 (2002).
13. Moriyoshi, K., Ohmoto, T., Ohe, T., and Sakai, K., Role of endo-1,4-β-glucanases from Neisseria sicca SB in synergistic degradation of cellulose acetate. Biosci. Biotechnol. Biochem., 67, 250-257 (2003).
14. Bock, K., and Pedersen, C., Carbon-13 nuclear magnetic resonance spectroscopy of monosaccharides. Adv. Carbohydr. Chem. Biochem., 41, 27-66 (1983).
15. Sweers, H. M., and Wong, C.-H., Enzyme catalyzed regioselective deacylation of protected sugars in carbohydrate synthesis. J. Am. Chem. Soc., 108, 6421-6422 (1986).
16. Dubois, M., Gilles, K. A., Hamilton, J. K., Rebers, P. A., and Smith, F., Colorimetric method for determination of sugars and related substances. Anal. Chem., 28, 350-356 (1956).
17. DeJongh, D. C., Radford, T., Hribar, J. D., Hanessian, S., Bieber, M., Dawson, G., and Sweeley, C. C., Analysis of trimethylsilyl derivatives of carbohydrates by gas chromatography and mass spectrometry. J. Am. Chem. Soc., 91, 1728-1740 (1969).
18. Biemann, K., DeJongh, D. C., and Schnoes, H. K., Application of mass spectrometry to structure problems. XIII. Acetates of pentoses and hexoses. J. Am. Chem. Soc., 85, 1763-1771 (1963).
19. Iwashita, T., In "Jikken Kagaku Koza Vol. 5, NMR" 4th ed. (in Japanese), Maruzen, Tokyo, pp. 99-178 (1991).
20. Yoshimoto, K., Itatani, Y., Shibata, K., and Tsuda, Y., Utilization of sugars in organic synthesis. II. Syntheses and proton- and carbon-13-nuclear magnetic resonance spectra of all positional isomers of methyl mono-O-tetradecanoyl-α- and β-D-glucopyranosides. Chem. Pharm. Bull., 28, 208-219 (1980).
21. Biely, P., Cote, G. L., Kremnicky, L., Greene, R. V., Dupont, C., and Kluepfel, D., Substrate specificity and mode of action of acetylxylan esterase from Streptomyces lividans. FEBS Lett., 396, 257-260 (1996).
22. Biely, P., Cote, G. L., Kremnicky, L., Greene, R. V., and Tenkanen, M., Action of acetylxylan esterase from Trichoderma reesei on acetylated methyl glycosides. FEBS Lett., 420, 121-124 (1997).
23. Biely, P., Cote, G. L., Kremnicky, L., Weisleder, D., and Greene, R. V., Substrate specificity of acetylxylan esterase from Schizophyllum commune: mode of action on acetylated carbohydrates. Biochim. Biophys. Acta, 1298, 209-222 (1996).
24. Eriksson, K.-E., and Hollmark, B. H., Kinetic studies of the action of cellulase upon sodium carboxymethyl cellulose. Arch. Biochem. Biophys., 133, 233-237 (1969).
25. Lopez, R., Perez, C., Fernandez-Mayoralas, A., and Conde, S., Enzymic transesterification of alkyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside. J. Carbohydr. Chem., 12, 165-171 (1993).
26. Chen, H.-P., Hsiao, K.-F., Wu, S.-H., and Wang, K.-T., Regioselectivity enhancement by partial purification of lipase from Aspergillus niger. Biotechnol. Lett., 17, 305-308 (1995).
27. Hennen, W. J., Sweers, H. M., Wang, Y.-F., and Wong, C.-H., Enzymes in carbohydrate synthesis: lipase-catalyzed selective acylation and deacylation of furanose and pyranose derivatives. J. Org. Chem., 53, 4939-4945 (1988).
28. Heinze, T., and Liebert, T., Chemical characteristics of cellulose acetate. In "Cellulose Acetates: Properties and Applications", ed. Rustemeyer, P., Wiley-VCH, Freiburg, pp. 167-237 (2004).