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36105

Sigma-Aldrich

(±)-Sodium β-hydroxyisobutyrate

≥96.0%

Synonym(s):

β-Hydroxyisobutyric acid sodium salt, (±)-β-HIBA-Na, 3-Hydroxy-2-methylpropionic acid sodium salt, Sodium 3-hydroxy-2-methylpropionate

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About This Item

Empirical Formula (Hill Notation):
C4H7NaO3
CAS Number:
1219589-99-7
Molecular Weight:
126.09
MDL number:
MFCD16875405
UNSPSC Code:
12352106
PubChem Substance ID:
329755270
NACRES:
NA.25

Assay

≥96.0% (GC)
≥96.0%

form

powder

composition

sodium, 17.5-19.0%

storage temp.

2-8°C

SMILES string

[Na+].CC(CO)C([O-])=O

InChI

1S/C4H8O3.Na/c1-3(2-5)4(6)7;/h3,5H,2H2,1H3,(H,6,7);/q;+1/p-1

InChI key

RBJZIQZDAZLXEK-UHFFFAOYSA-M

Application

3-Hydroxyisobutyrate (HIBA) may be used to study the distribution, characterization and kinetics of enzymes involved in branched chain amino acid metabolism such as 3-hydroxyisobutyrate dehydrogenase (EC: 1.1.1.31) and 3-hydroxyisobutyryl-CoA hydrolase (EC: 3.1.2.4).

Biochem/physiol Actions

3-Hydroxyisobutyrate (HIBA), is formed in the valine catabolism, it is a reactant of enzyme 3-hydroxyisobutyrate dehydrogenase (EC: 1.1.1.31) and 3-hydroxyisobutyryl-CoA hydrolase (EC: 3.1.2.4); it was found to have increased concentrations in MS patient metabolic profiles.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Norbert W Lutz et al.
Biochemical and biophysical research communications, 354(1), 160-164 (2007-01-16)
(1)H NMR spectroscopy of cerebrospinal fluid (CSF) is currently being used to study metabolic profiles characteristic of distinct multiple sclerosis (MS) manifestations. For select MS patient groups, we have previously detected significantly increased concentrations of several identified metabolites and one
Disorders of the metabolism of amino acids and related compounds.
Shih, V. E. and Mandell, R. et al.
Genetic Disorders and the Fetus, 514-553 (2010)
Mammalian 3-hydroxyisobutyrate dehydrogenase.
J W Hawes et al.
Methods in enzymology, 324, 218-228 (2000-09-16)
Tianran Yao et al.
Applied biochemistry and biotechnology, 160(3), 694-703 (2009-06-12)
The MmsB gene product from Bacillus cereus ATCC14579 exhibits 3-hydroxypropionate dehydrogenase activity. It encodes the 32-kDa enzyme protein composed of 292 amino acids. Recombinant 3-hydroxyisobutyrate dehydrogenase (3-HIBADH) was purified 100-fold from cell extract by ammonium sulfate fractionation and column chromatography.
Radovan Murín et al.
Journal of neurochemistry, 105(4), 1176-1186 (2008-02-21)
The branched-chain amino acids (BCAAs)--isoleucine, leucine, and valine--belong to the limited group of substances transported through the blood-brain barrier. One of the functions they are thought to have in brain is to serve as substrates for meeting parenchymal energy demands.
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