Synthesis of new glycosides by transglycosylation of N-acetylhexosaminidase from Serratia marcescens YS-1

Journal of Agricultural and Food Chemistry

Volumn 51, Issue 6, 2003, Pages 1701-1705

  Kurakake, Masahiro ^a   Goto, Takehiro ^a   Ashiki, Kanako ^a   Suenaga, Yoshimi ^a   Komaki, Toshiaki ^a  

^a FUKUYAMA UNIVERSITY   (Japan)

Author keywords

Chitin; N acetylchitooligosaccharide; N acetylhexosaminidase; Oligosaccharide; Serratia; Transglycosylation

Indexed keywords

BETA N ACETYLHEXOSAMINIDASE; GLYCOSIDE; N ACETYLGALACTOSAMINE; N ACETYLGLUCOSAMINE;

ARTICLE; BIOSYNTHESIS; ENZYME PURIFICATION; FOOD BIOTECHNOLOGY; GLYCOSYLATION; REACTION ANALYSIS; REACTION TIME; SERRATIA MARCESCENS;

AMINO ACID SEQUENCE; GLYCOSIDES; GLYCOSYLATION; HYDROGEN-ION CONCENTRATION; KINETICS; METHANOL; N-ACETYLHEXOSAMINYLTRANSFERASES; SERRATIA MARCESCENS; SUBSTRATE SPECIFICITY; TEMPERATURE;

SERRATIA; SERRATIA MARCESCENS;

EID: 0037433577     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf020965x     Document Type: Article

References (21)

1. Koide, S. S. Chitin-chitosan: Properties, benefits and risks. Nutr. Res. 1998, 18, 1091-1101.
2. Jones, C. S.; Kosman, D. J. Purification, properties, kinetics and mechanism of β-N-acetylglucosaminidase from Aspergillus niger. J. Biol. Chem. 1980, 255, 11861-11869.
3. Sannon, A.; Lawrence, F.; Bories, C.; Loiseau, P. M. Purification of N-acetyl-β-D-hexosaminidase from Trichomonas vaginalis. Exp. Parasitol. 2001, 97, 169-172.
4. Nanjyo, F.; Ishikawa, M.; Katsumi, R.; Sakai, K. Purification, properties, and transglycosylation reaction of β-N-acetylhexosaminidase from Norcardia orientalis. Agric. Biol. Chem. 1990, 54, 899-906.
5. Sakai, K.; Narihara, M.; Wakayama, M.; Moriguchi, M. Purification and characterization of thermostable β-N-acetylhexosaminidase of Bacillus stearothermophilus CH-4 isolated from chitincontaining compost. Appl. Environ. Microbiol. 1994, 60, 2911-1915.
6. Takahashi, M.; Mashiyama, T.; Suzuki, T. Purification and some characteristics of β-N-acetylhexosaminidase produced by Vibrio sp. J. Ferment. Bioeng. 1993, 76, 356-360.
7. Rodriguez, J.; Copa-Patino, J. L.; Reyes, F.; Perez-Leblic, M. I. A β-N-acetyl-hexosaminidase from Penicillium oxalicum implicated in its cell-wall degradation. Lett. Appl. Microbiol. 1994, 19, 217-220.
8. Yamamoto, K.; Lee, K. M.; Kumagai, H.; Tochikura, T. Purification and characterization of β-N-acetylhexosaminidase from Penicillium oxalicum. Agric. Biol. Chem. 1985, 49, 611-619.
9. Mega, T.; Ikenaka, T.; Matsushima, Y. Studies on N-acetyl-βglucosaminidase of Aspergillus oryzae. III. Transglycosylation by the enzyme and preparation of crystalline phenyl N,N′diacetyl-β-chitobioside. J. Biochem. 1972, 72, 1197-1203.
10. Fujita, K.; Kitahata, S. Synthesis of oligosaccharides by fructosylation and its use. Kagakutokougyou 1990, 64, 272-279.
11. Lysenko, O. Chitinase of Serratia marcescens and its toxicity to insects. J. Invertebr. Pathol. 1976, 27, 385-386.
12. Monreal, J.; Reese, E. T. The chitinase of Serratia marcescens. Can. J. Microbiol. 1969, 15, 689-696.
13. Roberts, R. L.; Cabib, E. Serratia marcescens chitinase: onestep purification and use for the determination of chitin. Anal. Biochem. 1983, 127, 402-412.
14. Bradford, M. M. A rapid and sensitive method for the quantitation of micrograms of protein utilizing the principles of protein-dye binding. Anal. Biochem. 1976, 12, 248-254.
15. Tews, I.; Vincentelli, R.; Vorgias, C. E. N-Acetylglucosaminidase (chitobiase) from Serratia marcesens: gene sequence, and protein production and purification in Escherichia coli. Gene 1996, 170, 63-67.
16. Cenci, G.; Beccari, T.; Caldini, G.; Bellachioma, G.; Orlacchio, A. β-N-Acetylhexosaminidases from Serratia marcescens. Microbios 1992, 71, 135-144.
17. Kadowaki, S.; Saskiawan, I.; Watanabe, J.; Yamamoto, K.; Bunno, M.; Ichihara, Y.; Kumagai, H. Transglycosylation activity of β-N-acetylhexosaminidase from Penicillium oxalicum and its application to synthesis of a drug carrier. J. Ferment. Bioeng. 1997, 83, 341-345.
18. Nilsson, K. G. I. Enzymic synthesis of di- and trisaccharide glycosides using glycosidases and β-D-galactoside 3-α-sialyltransferase. Carbohydr. Res. 1989, 188, 9-17.
19. Kurakake, M.; Osada, S.; Komaki, T. Transglycosylation of β-xylosidase from Aspergillus awamori K4. Biosci., Biotechnol., Biochem. 1997, 61, 2010-2014.
20. Tews, I.; Perrakis, A.; Oppenheim, A.; Dauter, Z.; Wilson, K. S.; Vorgias, C. E. Bacterial chiobiase structure provides insight into mechanism and the basis of Tay-Sachs disease. Nat. Struct. Biol. 1996, 3, 638-648.
21. Prag, G.; Papanikolau, Y.; Tavlas, G.; Vorigias, C. E.; Petratos, K.; Oppenheim, A. B. Structure of chitobiase mutants complexed with the substrate di-N-acetyl-D-glucosamine: the catalytic role of the conserved acidic pair, aspartate 539 and glutamate 540. J. Mol. Biol. 2000, 300, 611-617.