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219835

Sigma-Aldrich

2-Hydroxy-3-methylbutyric acid

99%

Synonym(s):

2-Hydroxyisovaleric acid

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About This Item

Linear Formula:
(CH3)2CHCH(OH)CO2H
CAS Number:
Molecular Weight:
118.13
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

mp

86-87 °C (lit.)

SMILES string

CC(C)C(O)C(O)=O

InChI

1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)

InChI key

NGEWQZIDQIYUNV-UHFFFAOYSA-N

General description

Chiral resolution of 2-hydroxy-3-methylbutyric acid without derivatization has been studied by capillary electrophoresis using 2-hydroxypropyl-β-cyclodextrin.

Application

2-Hydroxy-3-methylbutyric acid was employed as internal standard for analysis of ethylene glycol (EG) and γ-hydroxybutyrate (GHB) in whole blood.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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F Magni et al.
Analytical biochemistry, 220(2), 308-314 (1994-08-01)
A sensitive method for the simultaneous analysis of plasma alpha-ketoisocaproic acid (KIC) and leucine using GC-MS is described. Plasma was deproteinized after addition of both alpha-ketovaleric acid and norleucine as internal standards. Derivatization of the compounds involved protection of the
S Landaas et al.
Clinica chimica acta; international journal of clinical chemistry, 78(3), 489-493 (1977-08-01)
Examination of urine samples by capillary column gas chromatography and mass spectrometry showed the presence of 2-hydroxyisovaleric acid together with trace amounts of the three branched-chain 2-keto acids in five patients with lactic and ketoacidosis. None of these compounds was
Direct chiral resolution of aliphatic a-hydroxy acids using 2-hydroxypropyl-?-cyclodextrin in capillary electrophoresis.
Kodama S, et al.
Analyst, 124(1), 55-59 (1999)
Y M Pan et al.
Journal of analytical toxicology, 25(5), 328-332 (2001-08-14)
The modification of a procedure originally developed for the analysis of ethylene glycol (EG) in serum was also found to permit the simultaneous analysis of gamma-hydroxybutyrate (GHB) in whole blood. The primary feature of the EG procedure was that it
A Haese et al.
Journal of molecular biology, 243(1), 116-122 (1994-10-14)
Enniatin synthetase catalyzes the biosynthesis of N-methylated cyclohexadepsipeptides. The 347 kDa enzyme is encoded by the esyn1 gene of Fusarium scirpi and contains two domains (EA and EB) homologous to each other and to regions of other microbial peptide synthetases.

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