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Chemical Structure
Chemical Structure
Chemical Structure

3-Aminoisobutyric acid [144-90-1, 214139-20-5]

Research Use Only
AG-CR1-3596
AdipoGen Life Sciences
Estimated Purity>98%
Product group Chemicals
Molecular Weight103.1 . 18.0
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    3-Aminoisobutyric acid [144-90-1, 214139-20-5]
  • Delivery Days Customer
    10
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Hazard Information
    Non-hazardous
  • Molecular Formula
    C4H9NO2 . H2O
  • Molecular Weight
    103.1 . 18.0
  • Scientific 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]. - 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).
  • SMILES
    CC(CN)C(O)=O
  • Storage Instruction
    2°C to 8°C,-20°C
  • UNSPSC
    12352200

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)