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D-Galacturonic acid: Difference between revisions

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{{DISPLAYTITLE:<small>D</small>-Galacturonic acid}}
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| verifiedrevid = 464362073
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| Name =<small>D</small>-Galacturonic acid
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| EINECS =211-682-6
| EINECS =211-682-6
| PubChem =84740
| PubChem =84740
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 4153
| ChEBI = 4153
| SMILES = O=C(O)[C@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O
| SMILES = O=C(O)[C@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O

Revision as of 01:30, 30 November 2014

D-Galacturonic acid
Names
IUPAC name
(2S,3R,4S,5R)-2,3,4,5-Tetrahydroxy-6-oxo-hexanoic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.035.495 Edit this at Wikidata
EC Number
  • 211-682-6
  • 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).
☒N verify (what is checkY☒N ?)

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.
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