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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

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Pyroglutamic Acid United States Pharmacopeia (USP) Reference Standard

USP

1589029

Pyroglutamic Acid

Iwona Gabriel et al.
FEMS yeast research, 13(2), 143-155 (2012-10-31)
The LYS12 gene from Candida albicans, coding for homoisocitrate dehydrogenase was cloned and expressed as a His-tagged protein in Escherichia coli. The purified gene product catalyzes the Mg(2+)- and K(+)-dependent oxidative decarboxylation of homoisocitrate to α-ketoadipate. The recombinant enzyme demonstrates
S A Osmani et al.
European journal of biochemistry, 147(1), 119-128 (1985-02-15)
Cell-free extracts of Rhizopus arrhizus contain exclusively cytosolic pyruvate carboxylase and NAD-glutamate dehydrogenase, a single mitochondrial isoenzyme of NADP-isocitrate dehydrogenase, and both mitochondrial and cytosolic isoenzymes of NADP-malate dehydrogenase (decarboxylating). Other enzymes examined have sub-cellular localisations similar to those characteristic
R Lukacin et al.
European journal of biochemistry, 249(3), 748-757 (1997-12-12)
Flavanone 3beta-hydroxylase, involved in the biosynthesis of flavonoids, catechins, and anthocyanidins, is a non-heme iron enzyme, dependent on Fe2+, molecular oxygen, 2-oxoglutarate, and ascorbate, the typical cofactors of the class of 2-oxoglutarate-dependent dioxygenases. Sequence alignment analysis of various 2-oxoglutarate-dependent dioxygenases
A patient with alpha-ketoadipic and alpha-aminoadipic aciduria.
M Duran et al.
Journal of inherited metabolic disease, 7(2), 61-61 (1984-01-01)
alpha-Aminoadipic and alpha-ketoadipic aciduria: detection of a new case by a screening program using two-dimensional thin layer chromatography of amino acids.
C Vianey-Liaud et al.
Journal of inherited metabolic disease, 8 Suppl 2, 133-134 (1985-01-01)
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