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Merck

94577

DL-α-Hydroxyglutaric acid disodium salt

≥95.0% (GC)

Synonym(s):

(RS)-2-Hydroxypentanedioic acid disodium salt, Disodium 2-hydroxyglutarate

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About This Item

Linear Formula:
C5H6O5Na2
CAS Number:
40951-21-1
Molecular Weight:
192.08
NACRES:
NA.28
PubChem Substance ID:
329770365
UNSPSC Code:
12352204
MDL number:
MFCD03939807

Key Documents

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Product Name

DL-α-Hydroxyglutaric acid disodium salt, ≥95.0% (GC)

InChI key

DZHFTEDSQFPDPP-UHFFFAOYSA-L

SMILES string

[Na+].[Na+].OC(CCC([O-])=O)C([O-])=O

InChI

1S/C5H8O5.2Na/c6-3(5(9)10)1-2-4(7)8;;/h3,6H,1-2H2,(H,7,8)(H,9,10);;/q;2*+1/p-2

assay

≥95.0% (GC)

form

powder or crystals

impurities

≤6.0% water

storage temp.

2-8°C
2-8°C

Quality Level

100

Biochem/physiol Actions

D-(or R-) enantiomer of α-hydroxyglutaric acid is a cancer related biomarker of diagnostic value, whereas the L-(or S-) enantiomer of α-hydroxyglutaric acid is a biomarker for certain neurometabolic, inherited disorder diseases. It has no known physiological function in eukaryotes. It is toxic to the brain and increases the susceptibility to develop brain tumors.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCB8446
BCBW1997
BCBV7887
BCBT7809
BCBP7902V

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Cancer: A metabolic metamorphosis.
Abigail S Krall et al.
Nature, 496(7443), 38-40 (2013-04-05)
Jelena Lazovic et al.
Neuro-oncology, 14(12), 1465-1472 (2012-10-24)
The arginine 132 (R132) mutation of isocitrate dehydrogenase -1 (IDH1(R132)) results in production of 2-hydroxyglutarate (2-HG) and is associated with a better prognosis compared with wild-type (WT) in glioma patients. The majority of lower-grade gliomas express IDH1(R132), whereas this mutation
Progress in understanding 2-hydroxyglutaric acidurias
Martijn Kranendijk
Journal of inherited metabolic disease, 35(4), 571-587 (2012)
Cancer-associated IDH mutations: biomarker and therapeutic opportunities
K E Yen
Oncogene (2010)
Cancer-associated IDH1 mutations produce 2-hydroxyglutarate
Lenny Dang
Nature (2009)
View All Related Papers

Protocols

Chiral LC-MS/MS of D- and L-2-Hydroxyglutaric Acid Biomarkers

We describe here a rapid and sensitive method to separate and measure D-2-OHG and L-2-OHG enantiomers using high-resolution mass spectrometry (HRMS) detection.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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