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Merck
CN

51511

Sigma-Aldrich

L-3-Aminoisobutyric acid

≥97.0% (TLC)

Synonym(s):

(+)-β-Aminoisobutyric acid, (2S)-3-Amino-2-methylpropanoic acid, (S)-β-AIB, (S)-β2-Homoalanine, (S)-3-Amino-2-methylpropionic acid, L-α-Methyl-β-alanine, S-BAIBA

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About This Item

Empirical Formula (Hill Notation):
C4H9NO2
CAS Number:
Molecular Weight:
103.12
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
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Assay

≥97.0% (TLC)

optical activity

[α]/D -15.0±2.0°, c = 0.1 in H2O

SMILES string

C[C@@H](CN)C(O)=O

InChI

1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1

InChI key

QCHPKSFMDHPSNR-VKHMYHEASA-N

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Biochem/physiol Actions

beta-Aminoisobutyric acid (BAIBA) is a metabolic biomarker for body exercise induced white fat burning. BAIBA levels rise during exercise and are inversely associated with metabolic risk factors. Specifically, BAIBA levels were inversely correlated with fasting blood sugar levels, insulin, triglycerides, and total cholesterol. The findings suggest that BAIBA may contribute to exercise-induced protection from metabolic diseases.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Structures, semisyntheses, and absolute configurations of the antiplasmodial α-substituted β-lactam monamphilectines B and C from the sponge Svenzea flava.
Aviles, E., et al.
Tetrahedron, 71, 487-494 (2015)
Chunyan Wang et al.
Amino acids, 44(2), 661-671 (2012-08-31)
The quantitative analysis of amino acids (AAs) in single dry blood spot (DBS) samples is an important issue for metabolic diseases as a second-tier test in newborn screening. An analytical method for quantifying underivatized AAs in DBS was developed by
S Ueno et al.
Biochimica et biophysica acta, 1033(2), 169-175 (1990-02-26)
D-3-Aminoisobutyrate-pyruvate aminotransferase (EC 2.6.1.40) was purified 1900-fold from rat liver extract. The purified enzyme showed a molecular mass of 180 kDa by gel-permeation HPLC analysis using a TSK gel G3000SW column. Reductive polyacrylamide gel electrophoresis in sodium dodecyl sulfate resulted
C R Roe et al.
Molecular genetics and metabolism, 65(1), 35-43 (1998-10-27)
A patient presenting with developmental delay but no episodes of metabolic acidosis was found to excrete significant amounts of methylmalonate (MMA) without any associated increased excretion of malonate, ethylmalonate, 3-hydroxypropionate, or beta-alanine. In contrast to patients with methylmalonic aciduria due
J J Slon-Usakiewicz et al.
Biochemistry, 36(44), 13494-13502 (1997-11-14)
We have designed bivalent thrombin inhibitors, consisting of a nonsubstrate type active site blocking segment, a hirudin-based fibrinogen recognition exosite blocking segment, and a linker connecting these segments. The inhibition provided by the bivalent inhibitors with various linker lengths revealed

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