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(R)-3-Hydroxybutyric acid

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
Molecular Weight:
104.10
Beilstein:
1720568
EC Number:
MDL number:
UNSPSC Code:
41116107

grade

analytical standard

Assay

≥97.0% (GC)

shelf life

limited shelf life, expiry date on the label

mp

49-50 °C (lit.)

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

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

InChI

1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1

InChI key

WHBMMWSBFZVSSR-GSVOUGTGSA-N

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General description

(R)-3-Hydroxybutyric acid, a monomer of the polymer polyhydroxybutyrate (PHB), is widely used as a nutrition source and a precursor for vitamins, antibiotics and pheromones. Its potential as a protective agent against neuronal death is investigated.

Application

2(R)-3-Hydroxybutyric acid may be used as an analytical reference standard for the quantification of the analyte in urine samples using achiral dual-capillary column gas chromatography. It may also be used as a standard in the production of enantiopure (R)-3-HB using non-conventional yeast A. adeninivorans as a production host and glucose as a carbon source. The purity is determined using gas chromatography-mass spectrometric analysis (GC-MS).

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Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Production of (R)-3-hydroxybutyric acid by Arxula adeninivorans
Biernack M, et al.
AMB Express, 7(1), 4-4 (2017)
Severe child form of primary hyperoxaluria type 2-a case report revealing consequence of GRHPR deficiency on metabolism
Konkolova J, et al.
BMC Medical Genetics, 18(1), 59-59 (2017)
K R Ki et al.
Journal of chromatography. A, 891(2), 257-266 (2000-10-24)
The simultaneous enantiomeric separation of 30 racemic acids including 24 hydroxy acids in a single analysis is described for the determination of their absolute configurations. It involves the conversion of each enantiomer into diastereomeric O-trifluoroacetylated (-)-menthyl ester for the direct

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