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K0629

Sigma-Aldrich

Sodium 4-methyl-2-oxovalerate

leucine metabolite

Synonym(s):

α-Ketoisocaproic acid sodium salt, 4-Methyl-2-oxopentanoic acid sodium salt, 4-Methyl-2-oxovaleric acid sodium salt, Ketoleucine sodium salt

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1 MG
₹31,526.00

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1 MG
₹31,526.00

About This Item

Linear Formula:
(CH3)2CHCH2COCOONa
CAS Number:
Molecular Weight:
152.12
Beilstein:
4239297
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.25

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Quality Level

Assay

>98% (TLC)

form

powder

technique(s)

HPLC: suitable

color

white to off-white

mp

275 °C (dec.) (lit.)

application(s)

cell analysis

storage temp.

2-8°C

SMILES string

[Na+].CC(C)CC(=O)C([O-])=O

InChI

1S/C6H10O3.Na/c1-4(2)3-5(7)6(8)9;/h4H,3H2,1-2H3,(H,8,9);/q;+1/p-1

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1 of 4

This Item
198994L7022198978
form

powder

form

solid

form

powder or crystals

form

powder

assay

>98% (TLC)

assay

95%

assay

~98%

assay

≥98%

technique(s)

HPLC: suitable

technique(s)

-

technique(s)

-

technique(s)

-

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

Quality Level

100

Quality Level

-

Quality Level

200

Quality Level

100

mp

275 °C (dec.) (lit.)

mp

220-230 °C (dec.) (lit.)

mp

163-165 °C (lit.)

mp

204-206 °C (lit.)

Application

Sodium 4-methyl-2-oxovalerate has been used for quantifying branched-chain keto acids from cell extracts by HPLC-fluorescence method.[1]

Biochem/physiol Actions

α-Ketoisocaproic acid is a leucine metabolite that is known to induce insulin secretion from the βcells of pancreas.[2] Enteral infusion of aα-Ketoisocaproate is found to ameliorate, endotoxemic condition. The resulting ketone bodies obtained from its conversion, might serve as an energy source.[3] Accumulation of α-Ketoisocaproic acid is characterized in branched chain ketoaciduria, which is caused due to the lack of branched chain L-2-keto acid dehydrogenase activity.[4][5] α-Ketoisocaproic acid causes dissociation in the oxidative phosphorylation reaction and acts as a metabolic inhibitor of α-ketoglutarate dehydrogenase. Thus, leads to a defect in the mitochondrial homeostasis, observed in branched chain ketoaciduria.[5]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    Identification of long chain specific aldehyde reductase and its use in enhanced fatty alcohol production in E. coli
    Fatma Z, et al.
    Metabolic engineering, 37, 35-45 (2016)
    Identification and quantitation of hexadecanal and octadecanal in broiler muscle phospholipids
    Gardner HK, et al.
    Poultry Science, 51(3), 1056-1058 (1972)
    Cytochrome c is an oxidative stress-activated plasmalogenase that cleaves plasmenylcholine and plasmenylethanolamine at the sn-1 vinyl ether linkage
    Jenkins CM, et al.
    The Journal of Biological Chemistry, 293(22), 8693-8709 (2018)

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