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O4126

Oxaloacetic acid

≥97% (HPLC)

Synonym(s):

2-Oxosuccinic acid, Ketosuccinic acid, Oxalacetic acid, Oxobutanedioic acid

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About This Item

Linear Formula:
HOOCCH2COCOOH
CAS Number:
Molecular Weight:
132.07
UNSPSC Code:
12352204
NACRES:
NA.32
PubChem Substance ID:
EC Number:
206-329-8
Beilstein/REAXYS Number:
1705475
MDL number:
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Quality Level

assay

≥97% (HPLC)

form

powder

solubility

H2O: 100 mg/mL, clear to slightly hazy, colorless to light yellow

storage temp.

−20°C

SMILES string

OC(=O)CC(=O)C(O)=O

InChI

1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)

InChI key

KHPXUQMNIQBQEV-UHFFFAOYSA-N

General description

Oxaloacetic acid is a dicarboxylic acid. It is an intermediate in the citric acid cycle. It is highly soluble in water and is present ubiquitously. It is produced in the mitochondria by the action of pyruvate carboxylase on pyruvate. Breakdown products of oxaloacetate includes malate, pyruvate and aspartic acid.

Application

Oxaloacetic acid has been used as a substrate for measuring citrate synthase activity in cybrids and neuroblastoma cells. It has also been used for measuring malate dehydrogenase reactivation.

Biochem/physiol Actions

Oxaloacetic acid being an intermediate in the tri carboxylic cycle is central to metabolism. It is part of gluconeogenesis pathway. Mutation in pyruvate carboxylase leads to decreased production of oxaloacetate. It inhibits succinate dehydrogenase and is a key regulator of mitochondrial metabolism.

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This Item
O7753O9504K1750
assay

≥97% (HPLC)

assay

≥97% (HPLC)

assay

≥97% (HPLC)

assay

≥98.5% (NaOH, titration)

solubility

H2O: 100 mg/mL, clear to slightly hazy, colorless to light yellow

solubility

H2O: 100 mg/mL

solubility

H2O: 100 mg/mL

solubility

water: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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Related Content

Product Information Sheet


Alexander K H Weiss et al.
Bioscience reports, 40(3) (2020-02-19)
FAH domain containing protein 1 (FAHD1) is a mammalian mitochondrial protein, displaying bifunctionality as acylpyruvate hydrolase (ApH) and oxaloacetate decarboxylase (ODx) activity. We report the crystal structure of mouse FAHD1 and structural mapping of the active site of mouse FAHD1.
Oxaloacetic acid supplementation as a mimic of calorie restriction
Cash A
Open Longevity Science, 3, 2227-2227 (2009)
Synergistic coordination of polyethylene glycol with ClpB/DnaKJE bichaperone for refolding of heat-denatured malate dehydrogenase
Nian R, et al.
Biotechnology Progress, 25(4), 10781085-10781085 (2009)



Global Trade Item Number

SKUGTIN
O4126-1G04061835326945
O4126-100G04061834233763
O4126-5G04061835326969
O4126-25G04061835326952

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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