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96599

Sigma-Aldrich

DL-4-Hydroxy-2-ketoglutaric acid lithium salt

≥90.0% (TLC)

Synonym(s):

4-Hydroxy-2-oxoglutaric acid lithium salt, DL-KHG Li

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About This Item

Empirical Formula (Hill Notation):
C5H6O6 · xLi+
CAS Number:
1187-99-1
Molecular Weight:
162.10 (free acid basis)
Beilstein:
1780096
UNSPSC Code:
12352106
NACRES:
NA.28

Quality Level

100

Assay

≥90.0% (TLC)

form

solid

impurities

≤15.0% water
3.9-8.4% lithium (anhydrous basis)

storage temp.

−20°C

InChI

1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)

InChI key

WXSKVKPSMAHCSG-UHFFFAOYSA-N

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Biochem/physiol Actions

DL-4-Hydroxy-2-ketoglutaric acid (DL-KHG) is an enzyme substrate for GOT (glutamic oxalacetic aminotransferase) and 2-Keto-4-hydroxyglutarate aldolase, which catalyzes the reversible cleavage of 2-keto-4-hydroxyglutarate yielding pyruvate plus glyoxylate; DL-KHG has been used in mass spectrometry for the rapid analysis of negatively charged water-soluble cellular metabolites.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Metabolic profiling by ion mobility mass spectrometry (IMMS).
Dwivedi, P., et al.
Metabolomics, 4, 63-80 (2008)
Enzymic synthesis of 4-methyl- and 4-ethyl-L-glutamic acids .
Echalier, F., et al.
The Journal of Organic Chemistry, 58, 2747-2750 (1993)
H C Winter et al.
Biochimica et biophysica acta, 749(1), 52-61 (1983-11-28)
Exposure of Escherichia coli 2-oxo-4-hydroxyglutarate aldolase (4-hydroxy-2-oxoglutarate glyoxylate-lyase, EC 4.1.3.16) (molecular weight = 63 000) to phosphoric acid at pH 1.6 for 10 min at 4 degrees C causes 95% or greater inactivation. No significant effect on the rate or
T S Taha et al.
Biochemical and biophysical research communications, 200(1), 459-466 (1994-04-15)
2-keto-3-deoxy-6-phosphogluconate aldolase (E.C. 4.1.2.14) has been purified in two chromatographic steps to 99% purity in 73% overall yield from Azotobacter vinelandii. The pure enzyme is a 70 kD trimeric Class I aldolase, inhibitable by bromopyruvate or pyruvate plus sodium borohydride
E E Dekker et al.
The Journal of biological chemistry, 267(15), 10507-10514 (1992-05-25)
2-Keto-4-hydroxyglutarate aldolase, which catalyzes the reversible cleavage of 2-keto-4-hydroxyglutarate, yielding pyruvate plus glyoxylate, has been purified from extracts of bovine kidney to apparent homogeneity as judged by polyacrylamide gel electrophoresis, gel filtration chromatography, sucrose density gradient centrifugation, and meniscus depletion
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