3-Aminoisobutanoic acid

Names

[ CAS No. ]:
144-90-1

[ Name ]:
3-Aminoisobutanoic acid

[Synonym ]:
L-3-amino-isobutyric acid
D-3-Amino-2-methylpropanoic acid
EINECS 205-644-8
Propanoic acid, 3-amino-2-methyl-
D-3-Amino-2-methylpropionic acid
(-)-β-Aminoisobutyric acid
D-2-methyl-b-Alanine
b-Aminoisobutyric acid
(±)-b-Aminoisobutyric acid
2-Methyl-b-alanine
3-Amino-2-methylpropanoic acid
3-Aminoisobutyric Acid
D-b-Aminoisobutyric acid
DL-3-Aminoisobutyric Acid
DL-2-Methyl-b-alanine
L-3-amino-isobutanoic acid
UNII:T68ALE2O9F
L-3-aminoisobutyric acid
3-amino-2-methyl-propioinic acid
(-)-b-Aminoisobutyric acid
MFCD00008145

Biological Activity

[Description]:

3-Amino-2-methylpropanoic acid could induce browning of white fat and hepatic β-oxidation and is inversely correlated with cardiometabolic risk factors.

[Related Catalog]:

Natural Products >> Acids and Aldehydes

Research Areas >> Cardiovascular Disease

Research Areas >> Metabolic Disease

[Target]

Human Endogenous Metabolite

[In Vivo]

Weight is slightly decreased in the mice by the end of 3-Amino-2-methylpropanoic acid (BAIBA) treatment. Analysis of body composition using MRI demonstrates BAIBA treatment significantly decreases body fat in the mice. Consistent with the effects on thermogenic and β-oxidation gene expression and body weights, analysis with metabolic cages indicates that oxygen consumption (VO2) and whole body energy expenditure are increased in the BAIBA treated mice without any significant difference in activity or food intake. The mice are also challenged with an intraperitoneal glucose tolerance test (IPGTT). BAIBA is found to significantly improve the glucose tolerance in the mice as determined by the area under the curve of the IPGTT[1].

[Animal admin]

Mice[1]Six week old mice are either treated with 3-Amino-2-methylpropanoic acid (BAIBA:100 mg/kg/day) or remains untreated (control mice). Their weights are monitored weekly[1].

[References]

[1]. Roberts LD, et al. β-Aminoisobutyric acid induces browning of white fat and hepatic β-oxidation and is inversely correlated with cardiometabolic risk factors. Cell Metab. 2014 Jan 7;19(1):96-108.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
223.6±23.0 °C at 760 mmHg

[ Melting Point ]:
246.72°C (estimate)

[ Molecular Formula ]:
C₄H₉NO₂

[ Molecular Weight ]:
103.120

[ Flash Point ]:
89.0±22.6 °C

[ Exact Mass ]:
103.063332

[ PSA ]:
63.32000

[ LogP ]:
-0.51

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.462

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
UA2430000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease.

J. Chromatogr. A. 562(1-2) , 125-38, (1991)

Eighty-five clinical urine samples and nineteen urine samples previously found by other laboratories to suggest genetic metabolic defects were prepared for trimethylsilylation by treatment with urease...

Urinary and plasma organic acids and amino acids in chronic fatigue syndrome.

Clin. Chim. Acta 361(1-2) , 150-8, (2005)

Previous work by others have suggested the occurrence of one or more chemical or metabolic 'markers' for ME/CFS including specific amino acids and organic acids and a number of unidentified compounds ...

Differential 12C-/13C-isotope dansylation labeling and fast liquid chromatography/mass spectrometry for absolute and relative quantification of the metabolome.

Anal. Chem. 81(10) , 3919-32, (2009)

We report a new quantitative metabolome profiling technique based on differential (12)C-/(13)C-isotope dansylation labeling of metabolites, fast liquid chromatography (LC) separation and electrospray ...