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MetaCyc Compound Class: a (1->3)-β-D-xylan oligosaccharide

Superclasses: all carbohydratesa carbohydratea glycana polysaccharidehemicellulosexylana (1->3)-beta-D-xylan
all carbohydratesa carbohydratea glycanan oligosaccharide

a (1->3)-β-D-xylan oligosaccharide compound structure

Instances:
(1,3)-β-xylobiose,
(1,3)-β-xylotetraose,
(1,3)-β-xylotriose

SMILES: C3(O[R2])(OCC(O)C(OC1(C(C(C(CO1)O)OC2(OCC(O[R1])C(O)C(O)2))O))C(O)3)

Reactions known to consume the compound:

(1,3)-β-D-xylan degradation :
a (1->3)-β-D-xylan + n H2O → n+1 a (1->3)-β-D-xylan oligosaccharide
a (1->3)-β-D-xylan oligosaccharide + n H2O → n β-D-xylopyranose

Not in pathways:
xylan + n H2O → n α-D-xylopyranose

Reactions known to produce the compound:

Not in pathways:
acetylxylan + n H2O → xylan + n acetate

Not in pathways:
keratan sulfate + H2O → n an oligosaccharide
blood group substance B + H2O → n an oligosaccharide
blood group substance A + H2O → n an oligosaccharide
a sialyloligosaccharide + H2O → an oligosaccharide + N-acetylneuraminate
a 1,2-β-D-glucan + H2O → n an oligosaccharide
a fucoidan + H2O → fucose + a fucose sulfate + an oligosaccharide

cellulose and hemicellulose degradation (cellulolosome) :
a feruloyl-polysaccharide + H2O → ferulate + a polysaccharide + H+

In Transport reactions:
an oligosaccharide[extracellular space] + ATP + H2O ↔ an oligosaccharide[cytosol] + ADP + phosphate


References

Biely85: Biely P. (1985). "Microbial xylanolytic enzymes." Trends in Biotechnology.

deVries01: de Vries RP, Visser J (2001). "Aspergillus enzymes involved in degradation of plant cell wall polysaccharides." Microbiol Mol Biol Rev 65(4);497-522, table of contents. PMID: 11729262

Fukushi86: Fukushi, Y., Maeda, M. (1986). "Purification of xylan from the cell wall of Bryopsis maxima." Botanica Marina 29, 387-390.

Gordillo06: Gordillo F, Caputo V, Peirano A, Chavez R, Van Beeumen J, Vandenberghe I, Claeyssens M, Bull P, Ravanal MC, Eyzaguirre J (2006). "Penicillium purpurogenum produces a family 1 acetyl xylan esterase containing a carbohydrate-binding module: characterization of the protein and its gene." Mycol Res 110(Pt 10);1129-39. PMID: 17008082

Iriki60: Iriki Y, Suzuki T, Nisizawa K, Miwa T (1960). "Xylan of siphonaceous green algae." Nature 187;82-3. PMID: 13852998

Joseleau92: Joseleau J. P., Comptat J., Ruel K. (1992). "Chemical structure of xylans and their interaction in the plant cell wall." Progress in Biotechnology.

Kiyohara06: Kiyohara M, Hama Y, Yamaguchi K, Ito M (2006). "Structure of beta-1,3-xylooligosaccharides generated from Caulerpa racemosa var. laete-virens beta-1,3-xylan by the action of beta-1,3-xylanase." J Biochem 140(3);369-73. PMID: 16891637

Lahaye03: Lahaye M, Rondeau-Mouro C, Deniaud E, Buleon A (2003). "Solid-state 13C NMR spectroscopy studies of xylans in the cell wall of Palmaria palmata (L. Kuntze, Rhodophyta)." Carbohydr Res 338(15);1559-69. PMID: 12860427

Mackie59: Mackie, I.M., Percival, E. (1959). "The constitution of xylan from the green seaweed Caulerpa filiformis." J. Chem. Soc. 1151-1158.

Schadel10: Schadel C, Richter A, Blochl A, Hoch G (2010). "Hemicellulose concentration and composition in plant cell walls under extreme carbon source-sink imbalances." Physiol Plant 139(3);241-55. PMID: 20113432

Yamagaki96: Yamagaki, T., Maeda, M., Kabazawa, K., Ishizuka, Y, Nakanishi, H. (1996). "Structures of Caulerpa cell wall microfibril xylan with detection of ?-1,3-xylooligosaccharides as revealed by matrix-assisted laser desorption ionization/time of flight/mass spectrometry." Biosci. Biotech. Biochem. 60, 1222-1228.


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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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