● Home  

● Random  

● Nearby  



● Log in  



● Settings  



● Donate  



● About Wikipedia  

● Disclaimers  



Wikipedia





Glyceric acid





● Article  
● Talk  


● Language  

● Watch  

● Edit  


(Redirected from Glycerate)
  

Glyceric acid refers to organic compounds with the formula HOCH2CH(OH)CO2H. It occurs naturally and is classified as three-carbon sugar acid. It is chiral. Salts and esters of glyceric acid are known as glycerates.

Glyceric acid[1]
Names
Preferred IUPAC name

2,3-Dihydroxypropanoic acid

Other names

Glyceric acid

Identifiers

CAS Number
  • 6000-40-4 D-glyceric acid (R-enantiomer)
  • 28305-26-2 L-glyceric acid (S-enantiomer)

    • 3D model (JSmol)
    ChEBI
    ChemSpider
    ECHA InfoCard 100.006.795 Edit this at Wikidata

    PubChem CID
    UNII

    CompTox Dashboard (EPA)

    • InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7) ☒N

      Key: RBNPOMFGQQGHHO-UHFFFAOYSA-N ☒N

    • InChI=1/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)

      Key: RBNPOMFGQQGHHO-UHFFFAOYAE

    • C(C(C(=O)O)O)O

    Properties

    Chemical formula

    		 C3H6O4
    Molar mass 106.08 g/mol
    Appearance colorless syrup
    Melting point <25 °C

    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 ?)

    Infobox references

    Production

    edit

    Glyceric acid is usually produced by oxidation of glycerol. A typical oxidant is nitric acid, but catalytic oxidations have been developed also:[2][3]

    HOCH2CH(OH)CH2OH + O2 → HOCH2CH(OH)CO2H + H2O

    As glycerol is prochiral, the oxidation of the two terminal alcohol groups gives distinct enantiomers of glyceric acid. Oxidation of both primary alcohols gives tartronic acid:

    HOCH2CH(OH)CH2OH + 2 O2 → HO2CCH(OH)CO2H + 2 H2O

    Biochemistry

    edit

    Several phosphate derivatives of glyceric acid, including 2-phosphoglyceric acid, 3-phosphoglyceric acid, 2,3-bisphosphoglyceric acid, and 1,3-bisphosphoglyceric acid, are intermediates in glycolysis.[4] 3-Phosphoglyceric acid is an intermediate in the biosynthesis of the amino acid serine, which in turn can be used in the synthesis of glycine and cysteine.[5]

    Glyceric acid occurs naturally in Populus tremula and Ardisia crenata.[6]

    References

    edit
    1. ^ Merck Index, 11th Edition, 4378.
  • ^ Habe, Hiroshi; Fukuoka, Tokuma; Kitamoto, Dai; Sakaki, Keiji (2009). "Biotechnological production of d-glyceric acid and its application". Applied Microbiology and Biotechnology. 84 (3): 445–452. doi:10.1007/s00253-009-2124-3. PMID 19621222. S2CID 9144557.
  • ^ Yang, Lihua; Li, Xuewen; Chen, Ping; Hou, Zhaoyin (2019). "Selective oxidation of glycerol in a base-free aqueous solution: A short review". Chinese Journal of Catalysis. 40 (7): 1020–1034. doi:10.1016/S1872-2067(19)63301-2. S2CID 196894235.
  • ^ Reece, Jane B. (2009). Biology (8th ed.). San Francisco, CA: Pearson. pp. 168–169. ISBN 978-0-8053-6844-4.
  • ^ J. Berg, J. L. Tymoczko, L. Stryer. Biochemistry, 7th Edition.{{cite book}}: CS1 maint: multiple names: authors list (link)
  • ^ PubChem. "Glyceric acid". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-01-12.

    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Glyceric_acid&oldid=1221363207"
      



    Last edited on 29 April 2024, at 13:52  





    Languages

     


    ●Български
     ●Čeština
     ●Deutsch
     ●Français
     ●Galego
     ●Italiano
     ●日本語
     ●Polski
     ●Português
     ●Русский
     ●Српски / srpski
     ●Srpskohrvatski / српскохрватски
     ●Suomi
     ●தமிழ்
     ●中文
      

     Wikipedia


    ●This page was last edited on 29 April 2024, at 13:52 (UTC).
    ●Content is available under CC BY-SA 4.0 unless otherwise noted.


    ●Privacy policy
    ●About Wikipedia
    ●Disclaimers
    ●Contact Wikipedia
    ●Code of Conduct
    ●Developers
    ●Statistics
    ●Cookie statement
    ●Terms of Use
    ●Desktop