AdipoGen Life Sciences

(R)-3-Hydroxybutyric acid

Name: (R)-3-Hydroxybutyric acid
Brand: AdipoGen Life Sciences
SKU: AG-CR1-3616
Price: 98.00 CHF
Availability: InStock

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AG-CR1-3616-M02525 mgCHF 45.00

AG-CR1-3616-M100100 mgCHF 98.00

Specifications / Handling

More Information
Product Details
Synonyms	(R)-β-Hydroxybutyric acid; D-(-)-3-Hydroxybutyric acid; D-(-)-BHB
Product Type	Chemical
Properties
Formula	C₄H₈O₃
MW	104.1
Merck Index	14: 4816
CAS	625-72-9
Purity Chemicals	≥98% (Assay)
Appearance	White solid.
Solubility	Soluble in water, 100% ethanol or methanol.
Identity	Determined by ¹H-NMR.
Other Product Data	Optical Rotation: [α]20/D c=6 in H₂O: -25°±1.0°
InChi Key	WHBMMWSBFZVSSR-GSVOUGTGSA-N
Smiles	C[C@@H](O)CC(O)=O
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
Safety Data Sheet	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Scientific Background Information

Product Description

Key metabolite of the ketolytic pathway generating acetyl-CoA.
Stereoselective product of D-3-hydroxybutyrate dehydreogenase. Clinically and physiologically significant stereoisomer.
Energy carrier from adipocytes to peripheral tissues during fasting or exercise.
Endogenous inhibitor of histone deacetylases (HDACs) 1, 3 and 4.
Ligand of free fatty acid receptor 3 (FFAR3; GPR41) and hydroxycarboxylic acid receptor 2 (HCAR2; GPR109B).
NLRP3 inflammasome inhibitor. Prevents K⁺-efflux and reduces ASC oligomerization and speck formation.

Product-specific References

Effects of beta-hydroxy butyric acid on insulin binding to its receptor and on autophosphorylation of the receptor: H. Ohtusaka, et al.; Endocrinol. Jpn. 37, 915 (1990)
The direct measurement of 3-beta-hydroxy butyrate enhances the management of diabetic ketoacidosis in children and reduces time and costs of treatment: M. Vanelli, et al.; Diab. Nutr. Metab. 16, 312 (2003)
Detection of cerebral {beta}-hydroxy butyrate, acetoacetate, and lactate on proton MR spectroscopy in children with diabetic ketoacidosis: S.L. Wootton-Gorges, et al.; AJNR 26, 1286 (2005)
β-Hydroxybutyrate activates the NF-κB signaling pathway to promote the expression of pro-inflammatory factors in calf hepatocytes: X. Shi, et al.; Cell. Physiol. Biochem. 33, 920 (2014)
β-hydroxybutyrate: Much more than a metabolite: J. C. Newman & E. Verdin; Diab. Res. Clin. Pract. 106, 173 (2014) (Review)
BHBA suppresses LPS-induced inflammation in BV-2 cells by inhibiting NF-κB activation: S.P. Fu, et al.; Med. Inflamm. 2014, ID983401 (2014)
Anti-inflammatory effects of BHBA in both in vivo and in vitro Parkinson's disease models are mediated by GPR109A-dependent mechanisms: S.P. Fu, et al.; J. Neuroinflamm. 12, ID9 (2015)
The ketone metabolite β-hydroxybutyrate blocks NLRP3 inflammasome-mediated inflammatory disease: Y.H. Youm, et al.; Nat. Med. 21, 263 (2015)
Taming the inflammasome: M. Levy, et al.; Nat. Med. 21, 213 (2015)
Inflammasome inhibition: putting out the fire: M.G. Netea & L.A. Joosten; Cell Metab. 21, 513 (2015)
Inflammasome: starving inflammation: E. Kugleberg; Nat. Rev. Immunol. 15, 199 (2015) (Review)
The Nlrp3 inflammasome admits defeat: C.J. Gross & O. Gross; Trends Immunol. 36, 323 (2015) (Review)

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