D-Galacturonic acid

D-Galacturonic acid

Names
IUPAC name (2S,3R,4S,5R)-2,3,4,5-Tetrahydroxy-6-oxo-hexanoic acid
Identifiers
CAS Number	685-73-4
ChEBI	CHEBI:4153
ChemSpider	76444
EC Number	211-682-6
Jmol interactive 3D	Image Image
PubChem	84740
InChI InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3+,4+,5-/m0/s1 Key: IAJILQKETJEXLJ-RSJOWCBRSA-N InChI=1/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2+,3+,4-,6?/m0/s1 Key: AEMOLEFTQBMNLQ-YMDCURPLBW InChI=1/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3+,4+,5-/m0/s1 Key: IAJILQKETJEXLJ-RSJOWCBRBL
SMILES O=C(O)[C@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O O=C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(=O)O
Properties
Chemical formula	C6H10O7
Molar mass	194.139
Melting point	159 °C (318 °F; 432 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

D-Galacturonic acid is a sugar acid, an oxidized form of D-galactose. It is the main component of pectin, in which it exists as the polymer polygalacturonic acid.^[1] In its open form, it has an aldehyde group at C1 and a carboxylic acid group at C6. Other oxidized forms of D-galactose are D-galactonic acid (carboxylic group at C1) and meso-galactaric acid (mucic acid) (carboxylic groups at C1 and C6). It is also a uronic acid or hexuronic acid. Naturally occurring uronic acids are D-glucuronic acid, D-galacturonic acid, L-iduronic acid and D-mannuronic acid.

References

1. Debra Mohnen "Pectin structure and biosynthesis" Current Opinion in Plant Biology 2008, 11:266–277. doi:10.1016/j.pbi.2008.03.006.