MetaCyc Compound Class: a xylogalacturonan

Superclasses: all carbohydratesa carbohydratea glycana polysaccharidea galacturonana modified galacturonan

Xylogalacturonan is a substituted homogalacturonan in which the α-1,4-linked D-galacturonate backbone is substituted at position O-3 with a β-D-xylopyranose. Occasionally the xylose is further substituted at position O-4 with an additional β linked xylose.

The homogalacturonan backbone is partially methylesterified at the C-6 carboxyl, and may be O-acetylated at positions O-2 or O-3.

Xylogalacturonan has been reported to be abundant in the reproductive tissues of many plants. Recently it was reported to be present in vegetative tissues of Arabidopsis [Zandleven07].

a xylogalacturonan compound structure

a xylogalacturonan compound structure

SMILES: C4(OC(OC3(C(OC2(OC(C(OC1(OC(C(C(C1O)O)[R1])C([O-])=O))C(C2O)O)C(=O)[O-]))C(OC(C3O)[R2])C(=O)[O-]))C(O)C(O)C(O)4)

Unification Links: PubChem:25200755

Reactions known to produce the compound:

xylogalacturonan biosynthesis :
a homogalacturonan + UDP-α-D-xylose → a xylogalacturonan + UDP + 4 H+

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

Revised 31-Aug-2009 by Caspi R, SRI International


Richard09: Richard P, Hilditch S (2009). "D-galacturonic acid catabolism in microorganisms and its biotechnological relevance." Appl Microbiol Biotechnol 82(4);597-604. PMID: 19159926

Zandleven07: Zandleven J, Sorensen SO, Harholt J, Beldman G, Schols HA, Scheller HV, Voragen AJ (2007). "Xylogalacturonan exists in cell walls from various tissues of Arabidopsis thaliana." Phytochemistry 68(8);1219-26. PMID: 17336350

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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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