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Chemical Compound Review

AC1L4ODG     (2R,3R,4R)-2,3,5-trihydroxy- 4-[(2S,3R,4S...

Synonyms: 1,4-beta-Xylobiose, Xylobiose (6CI,7CI,8CI), 4-O-beta-D-Xylopyranosyl-D-xylose, D-Xylose, 4-O-beta-D-xylopyranosyl-, 73C24821-1CDD-4AF0-AE84-2BC4C294ECAF, ...
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Disease relevance of Xylobiose


Psychiatry related information on Xylobiose

  • Xylobiose was the major product from xylan at 40 degrees C and its proportion in the xylan hydrolyzates increased with the reaction time; at 12 h, over 60% of the reaction products was xylobiose [6].

High impact information on Xylobiose


Chemical compound and disease context of Xylobiose


Biological context of Xylobiose


Associations of Xylobiose with other chemical compounds

  • In a high-performance liquid chromatography analysis, xylose was detected as the main product of the yeast strain codisplaying XYNII and XylA, while xylobiose and xylotriose were detected as the main products of a yeast strain displaying XYNII on the cell surface [15].
  • Potential substrates include the soluble xylodextrins (xyloside, xylooligosaccharide) and xylobiose that are produced by treatments designed to expose cellulose for subsequent enzymatic hydrolysis [4].
  • During the enzymatic hydrolysis of xylobiose, the reaction product of both enzymes was found to be beta-D-xylose proving that the hydrolysis is proceeding via a retaining reaction mechanism [16].

Analytical, diagnostic and therapeutic context of Xylobiose

  • Tyr(6), Tyr(10), Tyr(89), Tyr(164), and Trp(172) are proposed as substrate-binding residues, a finding consistent with structural sequence alignments of family 11 xylanases and with the three-dimensional structure of the A. niger xylanase in complex with the modeled xylobiose [17].
  • Binding properties of xylobiose and xylotriose to the active site were measured using isothermal titration calorimetry (ITC) [18].
  • The major products of xylan hydrolysis by the purified complex were determined to be xylobiose and xylotriose by thin-layer chromatography [19].
  • HPLC analysis of the digestion products of oNP-X2 or pNP-X2 showed that the xylanase hydrolyzed each of the substrates only at the ether bond between nitrophenol and xylobiose [20].


  1. Homologous catalytic domains in a rumen fungal xylanase: evidence for gene duplication and prokaryotic origin. Gilbert, H.J., Hazlewood, G.P., Laurie, J.I., Orpin, C.G., Xue, G.P. Mol. Microbiol. (1992) [Pubmed]
  2. A cellulase/xylanase-negative mutant of Streptomyces lividans 1326 defective in cellobiose and xylobiose uptake is mutated in a gene encoding a protein homologous to ATP-binding proteins. Hurtubise, Y., Shareck, F., Kluepfel, D., Morosoli, R. Mol. Microbiol. (1995) [Pubmed]
  3. Detailed structural analysis of glycosidase/inhibitor interactions: complexes of Cex from Cellulomonas fimi with xylobiose-derived aza-sugars. Notenboom, V., Williams, S.J., Hoos, R., Withers, S.G., Rose, D.R. Biochemistry (2000) [Pubmed]
  4. Cloning, characterization, and functional expression of the Klebsiella oxytoca xylodextrin utilization operon (xynTB) in Escherichia coli. Qian, Y., Yomano, L.P., Preston, J.F., Aldrich, H.C., Ingram, L.O. Appl. Environ. Microbiol. (2003) [Pubmed]
  5. Enzyme-coupled assay for beta-xylosidase hydrolysis of natural substrates. Wagschal, K., Franqui-Espiet, D., Lee, C.C., Robertson, G.H., Wong, D.W. Appl. Environ. Microbiol. (2005) [Pubmed]
  6. High-level expression of an endoxylanase gene from Bacillus sp. in Bacillus subtilis DB104 for the production of xylobiose from xylan. Jeong, K.J., Park, I.Y., Kim, M.S., Kim, S.C. Appl. Microbiol. Biotechnol. (1998) [Pubmed]
  7. The structure of a cold-adapted family 8 xylanase at 1.3 A resolution. Structural adaptations to cold and investgation of the active site. Van Petegem, F., Collins, T., Meuwis, M.A., Gerday, C., Feller, G., Van Beeumen, J. J. Biol. Chem. (2003) [Pubmed]
  8. Purification and characterization of enzymes exhibiting beta-D-xylosidase activities in stem tissues of Arabidopsis. Minic, Z., Rihouey, C., Do, C.T., Lerouge, P., Jouanin, L. Plant Physiol. (2004) [Pubmed]
  9. Enzymatic specificities and modes of action of the two catalytic domains of the XynC xylanase from Fibrobacter succinogenes S85. Zhu, H., Paradis, F.W., Krell, P.J., Phillips, J.P., Forsberg, C.W. J. Bacteriol. (1994) [Pubmed]
  10. Co-operative actions and degradation analysis of purified xylan-degrading enzymes from Thermomonospora fusca BD25 on oat-spelt xylan. Tuncer, M., Ball, A.S. J. Appl. Microbiol. (2003) [Pubmed]
  11. Inhibitory effects of acidic xylooligosaccharide on stress-induced gastric inflammation in mice. Yoshino, K., Higashi, N., Koga, K. Shokuhin Eiseigaku Zasshi (2006) [Pubmed]
  12. Purification of Clostridium thermocellum xylanase Z expressed in Escherichia coli and identification of the corresponding product in the culture medium of C. thermocellum. Grépinet, O., Chebrou, M.C., Béguin, P. J. Bacteriol. (1988) [Pubmed]
  13. Xyr1 (Xylanase Regulator 1) Regulates both the Hydrolytic Enzyme System and D-Xylose Metabolism in Hypocrea jecorina. Stricker, A.R., Grosstessner-Hain, K., W??rleitner, E., Mach, R.L. Eukaryotic Cell (2006) [Pubmed]
  14. Purification and some properties of five endo-1,4-beta-D-xylanases and a beta-D-xylosidase produced by a strain of Aspergillus niger. John, M., Schmidt, B., Schmidt, J. Can. J. Biochem. (1979) [Pubmed]
  15. Construction of a xylan-fermenting yeast strain through codisplay of xylanolytic enzymes on the surface of xylose-utilizing Saccharomyces cerevisiae cells. Katahira, S., Fujita, Y., Mizuike, A., Fukuda, H., Kondo, A. Appl. Environ. Microbiol. (2004) [Pubmed]
  16. Mode of action and properties of the beta-xylosidases from Talaromyces emersonii and Trichoderma reesei. Rasmussen, L.E., Sørensen, H.R., Vind, J., Viksø-Nielsen, A. Biotechnol. Bioeng. (2006) [Pubmed]
  17. Specific characterization of substrate and inhibitor binding sites of a glycosyl hydrolase family 11 xylanase from Aspergillus niger. Tahir, T.A., Berrin, J.G., Flatman, R., Roussel, A., Roepstorff, P., Williamson, G., Juge, N. J. Biol. Chem. (2002) [Pubmed]
  18. Detailed kinetic analysis of a family 52 glycoside hydrolase: a beta-xylosidase from Geobacillus stearothermophilus. Bravman, T., Zolotnitsky, G., Belakhov, V., Shoham, G., Henrissat, B., Baasov, T., Shoham, Y. Biochemistry (2003) [Pubmed]
  19. Production of large multienzyme complex by aerobic thermophilic fungus Chaetomium sp. nov. MS-017 grown on palm oil mill fibre. Ohtsuki, T., Suyanto, n.u.l.l., Yazaki, S., Ui, S., Mimura, A. Lett. Appl. Microbiol. (2005) [Pubmed]
  20. A simple assay for xylanase using o-nitrophenyl-beta-D-xylobioside. Taguchi, H., Hamasaki, T., Akamatsu, T., Okada, H. Biosci. Biotechnol. Biochem. (1996) [Pubmed]
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