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75447

Sigma-Aldrich

2-Oxoadipic acid

≥95.0% (HPLC)

Synonym(s):

α-Ketoadipic acid, 2-Oxoadipate, 2-Oxohexanedioic acid

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About This Item

Empirical Formula (Hill Notation):
C6H8O5
CAS Number:
3184-35-8
Molecular Weight:
160.12
MDL number:
MFCD00010004
UNSPSC Code:
12352106
PubChem Substance ID:
329766428
NACRES:
NA.25

Quality Level

100

assay

≥95.0% (HPLC)
≥97.0% (T)

form

powder

lipid type

saturated FAs

storage temp.

2-8°C

SMILES string

OC(=O)CCCC(=O)C(O)=O

InChI

1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11)

InChI key

FGSBNBBHOZHUBO-UHFFFAOYSA-N

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Application


  • Engineering of phenylalanine dehydrogenase from Thermoactinomyces intermedius for the production of a novel homoglutamate: Showcases the application of 2-oxoadipic acid in enzyme engineering, enhancing biocatalytic processes for the production of novel compounds, vital for pharmaceutical and chemical industries (Tariq et al., 2022).

Biochem/physiol Actions

Important metabolite between the TCA cycle and lysine biosynthesis. Of interest for research on mitochondrial metabolite transporters.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBQ8969V
BCBH4492V
1398444V
1398444

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Pyroglutamic Acid United States Pharmacopeia (USP) Reference Standard

USP

1589029

Pyroglutamic Acid

Natalia S Nemeria et al.
Biochimica et biophysica acta. Bioenergetics, 1859(9), 932-939 (2018-05-13)
Herein are reported findings in vitro suggesting both functional and regulatory cross-talk between the human 2-oxoglutarate dehydrogenase complex (hOGDHc), a key regulatory enzyme within the tricarboxylic acid cycle (TCA cycle), and a novel 2-oxoadipate dehydrogenase complex (hOADHc) from the final
D G Hine et al.
Biomedical mass spectrometry, 11(7), 332-339 (1984-07-01)
Numerous abnormal metabolites were identified in large amounts in the urine of hypoglycin-treated rats using capillary gas chromatography/mass spectrometry-computer analysis. These metabolites are not detectable in significant amounts in normal rats' urine. Ten of them have not been previously associated
A fatal case of 2-keto-, 2-hydroxy- and 2-aminoadipic aciduria: relation of organic aciduria to phenotype?
C Jakobs et al.
Journal of inherited metabolic disease, 15(2), 279-280 (1992-01-01)
Nikolaus Sonnenschein et al.
BMC systems biology, 6, 41-41 (2012-05-16)
Integrating gene expression profiles and metabolic pathways under different experimental conditions is essential for understanding the coherence of these two layers of cellular organization. The network character of metabolic systems can be instrumental in developing concepts of agreement between expression
D Darmaun et al.
Journal of chromatography, 620(1), 33-38 (1993-10-22)
A method is described for measuring glutamine (GLN) and alpha-ketoglutarate (KG) concentration and specific activity (SA) using high-performance liquid chromatography (HPLC). Plasma GLN and KG are separated on miniature ion-exchange columns. KG is derivatized with O-phenylene diamine, the derivative is
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