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{{Short description|Sugar acid}}
{{one source|date=July 2024}}
{{DISPLAYTITLE:<small>D</small>-Galacturonic acid}}
{{DISPLAYTITLE:<small>D</small>-Galacturonic acid}}
{{Use dmy dates|date=July 2024}}
{{chembox
{{chembox
| Verifiedfields = changed
| Verifiedfields = changed
| Watchedfields = changed
| Watchedfields = changed
| verifiedrevid = 464362073
| verifiedrevid = 464362073
| Name =<small>D</small>-Galacturonic acid
| Name ={{sm|d}}-Galacturonic acid
| ImageFile =Galacturonic_acid.png
| ImageFile =Galacturonic_acid.png
| ImageSize =180px
| ImageSize =180px
| IUPACName =(''2S,3R,4S,5R'')-2,3,4,5-Tetrahydroxy-6-oxo-hexanoic acid
| IUPACName = β-<small>D</small>-Galactopyranuronic acid
| OtherNames =
| OtherNames =
|Section1={{Chembox Identifiers
|Section1={{Chembox Identifiers
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| StdInChIKey = IAJILQKETJEXLJ-RSJOWCBRSA-N
| StdInChIKey = IAJILQKETJEXLJ-RSJOWCBRSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo =685-73-4
| CASNo = 685-73-4
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 2ENU0N1DRP
| EINECS =211-682-6
| EINECS =211-682-6
| PubChem =84740
| PubChem =84740
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'''D-Galacturonic acid''' is a sugar acid, an oxidized form of [[galactose|<small>D</small>-galactose]]. It is the main component of [[pectin]], in which it exists as the polymer [[polygalacturonic acid]].<ref>Debra Mohnen "Pectin structure and biosynthesis" Current Opinion in Plant Biology 2008, 11:266–277.
'''{{sm|d}}-Galacturonic acid''' is a sugar acid, an oxidized form of [[galactose|{{sm|d}}-galactose]]. It is the main component of [[pectin]], in which it exists as the polymer [[polygalacturonic acid]].<ref>{{cite journal | doi = 10.1016/j.pbi.2008.03.006| title = Pectin structure and biosynthesis| date = 2008| last1 = Mohnen| first1 = D.| journal = Current Opinion in Plant Biology| volume = 11| issue = 3| pages = 266–277| pmid = 18486536| bibcode = 2008COPB...11..266M}}</ref> In its open form, it has an [[aldehyde]] group at C1 and a [[carboxylic acid]] group at C6. Other oxidized forms of {{sm|d}}-galactose are {{sm|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 {{sm|d}}-[[glucuronic acid]], {{sm|d}}-galacturonic acid, {{sm|l}}-[[iduronic acid]] and {{sm|d}}-[[mannuronic acid]].
{{DOI|10.1016/j.pbi.2008.03.006}}.</ref> In its open form, it has an [[aldehyde]] group at C1 and a [[carboxylic acid]] group at C6. Other oxidized forms of <small>D</small>-galactose are <small>D</small>-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 <small>D</small>-[[glucuronic acid]], <small>D</small>-galacturonic acid, <small>L</small>-[[iduronic acid]] and <small>D</small>-[[mannuronic acid]].


==References==
==References==
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{{DEFAULTSORT:Galacturonic acid, D-}}
{{DEFAULTSORT:Galacturonic acid, D-}}
[[Category:Sugar acids]]
[[Category:Uronic acids]]

Latest revision as of 17:19, 30 August 2024

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).
☒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

[edit]
  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.