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Beta-hydroxybutyrate

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Beta-hydroxybutyrate

Template:Chembox ChEMBL
beta-Hydroxybutyric acid
Identifiers
CAS number 300-85-6 YesY
PubChem 441
ChemSpider 428 YesY
MeSH beta-Hydroxybutyrate
ChEBI CHEBI:20067 YesY
IUPHAR ligand 1593
Jmol-3D images Image 2
Properties
Molecular formula C4H8O3
Molar mass 104.10 g mol−1
Related compounds
Other anions hydroxybutyrate
Related carboxylic acids propionic acid
lactic acid
3-hydroxypropanoic acid
malonic acid
butyric acid
hydroxypentanoic acid
Related compounds erythrose
threose
1,2-butanediol
1,3-butanediol
2,3-butanediol
1,4-butanediol
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

beta-Hydroxybutyric acid (also known as beta-hydroxybutyrate, 3-hydroxybutyric acid or 3-hydroxybutyrate) is a carboxylic acid, technically not a ketone body. It is a chiral compound having two enantiomers, D-3-hydroxybutyric acid and L-3-hydroxybutyric acid. The concentration of beta-hydroxybutyrate, like that of other ketone bodies, is raised in ketosis. In humans, beta-hydroxybutyrate is synthesized in the liver from acetyl-CoA in a reaction catalyzed by the enzyme beta-hydroxybutyrate dehydrogenase and can be used as an energy source by the brain when blood glucose is low.[1] Diabetic patients can have their ketone levels tested via urine or blood to indicate diabetic ketoacidosis. In alcoholic ketoacidosis, this ketone body is produced in greatest concentration. Both types of ketoacidosis result in an increase beta-hydroxybutyrate to oxaloacetate ratio, resulting in TCA cycle stalling and shifting of glucose towards ketone body production.

In industry, it can also be used for the synthesis of biodegradable plastics, such as poly(3-hydroxybutyrate). This polymer can be produced biologically by the bacteria Alcaligenes eutrophus.[2]

See also

References

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