3-Aminoisobutyric acid [BAIBA]
| Code | Size | Price |
|---|
| AG-CR1-3596-M250 | 250 mg | £55.00 |
Quantity:
| AG-CR1-3596-G001 | 1 g | £110.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
+4°C
Storage:
+4°C
Documents
Further Information
Alternate Names/Synonyms:
beta-Aminoisobutyric acid; BAIBA; 3-Amino-2-methylpropanoic acid; DL-3-Aminoisobutyric acid; alpha-Methyl-beta-alanine; 3-Aminoisobutanoate; 3-Aminoisobutyrate
Appearance:
White solid.
CAS:
214139-20-5 and 144-90-1 (anhydrous)
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.
InChi:
InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)
InChiKey:
QCHPKSFMDHPSNR-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 214139-20-5 and 144-90-1 (anhydrous). Formula: C4H9NO2 . H2O. MW: 103.1 . 18.0. Catabolite of thymine. Precursor for 3-Hydroxyisobutyric acid synthesis. Small molecule myokine. Browning inducer of white adipose tissue (WAT) into brown adipose tissue (BAT). PGC-1alpha-mediated and exercise-triggered nonadrenergic activator of the thermogenic program in WAT. Increases the expression of brown adipocyte-specific genes (browning) in white adipocytes and beta-oxidation in hepatocytes through a PPARalpha-mediated mechanism. Induces a brown adipose-like phenotype in human pluripotent stem cells and improves glucose homeostasis. Enhances fatty acid oxidation and reduces body weight in mice through an increased production of leptin by the white adipose tissue (WAT). Inhibits Agxt2-mediated metabolism of dimethylarginines. Partial agonist of the glycine receptor (GlyR).
MDL:
MFCD00008145
Molecular Formula:
C4H9NO2 . H2O
Molecular Weight:
103.1 . 18.0
Package Type:
Vial
Product Description:
Catabolite of thymine [1-4]. Precursor for 3-Hydroxyisobutyric acid synthesis [3]. Small molecule myokine. Browning inducer of white adipose tissue (WAT) into brown adipose tissue (BAT) [9, 10]. PGC-1alpha-mediated and exercise-triggered nonadrenergic activator of the thermogenic program in WAT. Increases the expression of brown adipocyte-specific genes (browning) in white adipocytes and beta-oxidation in hepatocytes through a PPARalpha-mediated mechanism [9, 10]. Induces a brown adipose-like phenotype in human pluripotent stem cells and improves glucose homeostasis [9, 10]. Enhances fatty acid oxidation and reduces body weight in mice through an increased production of leptin by the white adipose tissue (WAT) [5-7]. Inhibits Agxt2-mediated metabolism of dimethylarginines [8]. Partial agonist of the glycine receptor (GlyR) [4].
Purity:
>98% (TLC)
SMILES:
CC(CN)C(O)=O
Solubility Chemicals:
Soluble in DMSO or water.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Store solutions at -20°C in the dark.
References
beta-Aminoisobutyric acid (alpha-methyl-beta-alanine); a new amino-acid obtained from human urine: H.R. Crumpler, et al.; Nature 167, 307 (1951) | beta-aminoisobutyric acid, a new probe for the metabolism of DNA and RNA in normal and tumorous tissue: H.R. Nielsen, et al.; Cancer Res. 34, 1381 (1974) | Metabolism of thymine in tumor tissue: the origins of beta-aminoisobutyric acid: B.S. Baliga & E. Borek; Adv. Enzyme Regul. 13, 27 (1975)Accumulation of 3-hydroxyisobutyric acid, 2-methyl-3-hydroxybutyric acid and 3-hydroxyisovaleric acid in ketoacidosis: S. Landaas; Clin. Chim. Acta 64, 143 (1975) | Pharmacology of the inhibitory glycine receptor: agonist and antagonist actions of amino acids and piperidine carboxylic acid compounds: V. Schmieden & H. Betz; Mol. Pharmacol. 48, 919 (1995) | Effects of zidovudine, stavudine and beta-aminoisobutyric acid on lipid homeostasis in mice: possible role in human fat wasting: C. Maisonneuve, et al.; Antivir. Ther. 9, 801 (2004) | Beta-aminoisobutyric acid prevents diet-induced obesity in mice with partial leptin deficiency: K. Begriche, et al.; Obesity (Silver Spring) 16, 2053 (2008) | Effects of beta-aminoisobutyric acid on leptin production and lipid homeostasis: mechanisms and possible relevance for the prevention of obesity: K. Begriche, et al.; Fundam. Clin. Pharmacol. 24, 269 (2010) | In vivo evidence that Agxt2 can regulate plasma levels of dimethylarginines in mice: A. Kittel, et al.; BBRC 430, 84 (2013) | beta-Aminoisobutyric acid induces browning of white fat and hepatic beta-oxidation and is inversely correlated with cardiometabolic risk factors: L.D. Roberts, et al.; Cell Metab. 19, 96 (2014) | Come on BAIBA light my fire: H.L. Kammon & M. Febbraio; Cell Metab. 19, 1 (2014) (Review) | BAIBA attenuates insulin resistance and inflammation induced by palmitate or a high fat diet via an AMPK?PPARdelta-dependent pathway in mice: TW. Jung, et al.; Diabetologia 58, 2096 (2015) | Dynamic of lipid droplets and gene expression in response to beta-aminoisobutyric acid treatment on 3T3-L1 cells: M. Colitti, et al.; Eur. J. Histochem. 62, 2984 (2018)
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