D-Galacturonic acid

d-Galacturonic acid
Names
IUPAC name
β-D-Galactopyranuronic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.035.495 Edit this at Wikidata
EC Number
  • 211-682-6
UNII
  • 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 checkY
    Key: IAJILQKETJEXLJ-RSJOWCBRSA-N checkY
  • 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
  • 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
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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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. ^ Mohnen, D. (2008). "Pectin structure and biosynthesis". Current Opinion in Plant Biology. 11 (3): 266–277. Bibcode:2008COPB...11..266M. doi:10.1016/j.pbi.2008.03.006. PMID 18486536.