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75890

α-Ketoglutaric acid

99.0-101.0% (T)

α-Ketoglutaric acid

Synonym(s):

alpha-Ketoglutarate, alpha-Ketoglutaric acid, 2-Oxoglutaric acid, 2-Oxopentanedioic acid

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Pack SizeSKUAvailabilityPrice
25 g
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$48.30
100 g
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$115.00
500 g
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$284.00

About This Item

Linear Formula:
HOOCCH2CH2COCOOH
CAS Number:
Molecular Weight:
146.10
UNSPSC Code:
12352115
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-330-3
Beilstein/REAXYS Number:
1705689
MDL number:
Assay:
99.0-101.0% (T)
Form:
crystals

$48.30


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Quality Segment

assay

99.0-101.0% (T)

form

crystals

mp

114-118 °C

solubility

H2O: 1 g/10 mL, clear to slightly hazy, colorless to almost colorless

storage temp.

2-8°C

SMILES string

OC(=O)CCC(=O)C(O)=O

InChI

1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)

InChI key

KPGXRSRHYNQIFN-UHFFFAOYSA-N

General description

α-Ketoglutaric acid is a 2-oxocarboxylic acid (2-OCA) that is formed as a metabolite in the Kreb′s cycle.

Application

α-ketoglutaric acid along with L-arginine can undergo reduction with sodium cyanoborohydride to form the diastereomers, nopaline and isonopaline.

Other Notes

Reagent for the analysis of tryptophan; Substrate for glutamate dehydrogenase

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This Item
K1750K112861234
assay

99.0-101.0% (T)

assay

≥98.5% (NaOH, titration)

assay

≥98.5% NaOH basis (titration)

assay

99.0-101.0% (T)

solubility

H2O: 1 g/10 mL, clear to slightly hazy, colorless to almost colorless

solubility

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

solubility

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

solubility

-

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

-

mp

114-118 °C

mp

-

mp

-

mp

-

form

crystals

form

powder

form

powder or crystals

form

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C


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pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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White biotechnology for green chemistry: fermentative 2-oxocarboxylic acids as novel building blocks for subsequent chemical syntheses
Stottmeister U, et al.
Journal of Industrial Microbiology & Biotechnology, 32(11-12), 651-664 (2005)
N. Anderson et al.
Journal of Food Science, 43, 1595-1595 (1978)
A useful synthesis of nopaline, a crown gall tumor metabolite
Jensen RE, et al.
Biochemical and Biophysical Research Communications, 75(4), 1066-1070 (1977)



Global Trade Item Number

SKUGTIN
75890-500G04061832916866
75890-25G04061832916859
75890-100G04061832916842

Questions

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  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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