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AdipoGen Life Sciences
(S)-3-Hydroxybutyric acid
40
CHF
CHF 40.00
In stock
AG-CR1-3617-M02525 mgCHF 40.00
AG-CR1-3617-M100100 mgCHF 95.00
| Product Details | |
|---|---|
| Synonyms | (S)-β-Hydroxybutyric acid; L-(+)-3-Hydroxybutyric acid; L-(+)-BHB |
| Product Type | Chemical |
| Properties | |
| Formula |
C4H8O3 |
| MW | 104.1 |
| Merck Index | 14: 4816 |
| CAS | 6168-83-8 |
| Purity Chemicals | ≥98% (TLC) |
| 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-VKHMYHEASA-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 | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Physiologically insignificant stereoisomer of (R)-3-Hydroxybutyric acid, a key metabolite of the ketolytic pathway.
- Anticonvulsant.
- 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 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)
- Acetoacetate, acetone, and dibenzylamine (a contaminant in L-(+)-beta-hydroxybutyrate) exhibit direct anticonvulsant actions in vivo: J.M. Rho, et al.; Epilepsia 43, 358 (2002)
- 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.; Diabetes 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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