4502-00-5
Chemical Structure
Sodium α-ketoisocaproate
Synonym(s): Sodium 4-methyl-2-oxopentanoate; 2-Ketoisocaproic acid sodium salt
- CAS No.: 4502-00-5
- Formula:C6H9NaO3
- Molecular Weight:152.12
IUPAC Name: sodium 4-methyl-2-oxopentanoate
InChIKey: IXFAZKRLPPMQEO-UHFFFAOYSA-M
SMILES: [Na].O=C(O)C(=O)CC(C)C
Biological Activity: Sodium α-ketoisocaproate (Sodium 4-methyl-2-oxopentanoate) is an insulin secretagogue. Sodium α-ketoisocaproate undergoes transamination catalyzed by BCAT and BCATm to produce α-ketoglutarate and leucine; it also binds to the SUR1 site to inhibit KATP channel activity, but does not directly affect the Kir6.2 subunit. Sodium α-ketoisocaproate regulates Ca2+ influx. Sodium α-ketoisocaproate exerts insulinotropic activity in pancreatic islets and intact mouse pancreata with sufficient BCATm expression. Sodium α-ketoisocaproate can be used in research related to type 2 diabetes[1][2][3].
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Sodium α-ketoisocaproate | 98.0% | Sodium α-ketoisocaproate (Sodium 4-methyl-2-oxopentanoate) is an insulin secretagogue. Sodium α-ketoisocaproate undergoes transamination catalyzed by BCAT and BCATm to produce α-ketoglutarate and leucine; it also binds to the SUR1 site to inhibit KATP channel activity, but does not directly affect the Kir6.2 subunit. Sodium α-ketoisocaproate regulates Ca2+ influx. Sodium α-ketoisocaproate exerts insulinotropic activity in pancreatic islets and intact mouse pancreata with sufficient BCATm expression. Sodium α-ketoisocaproate can be used in research related to type 2 diabetes. | ||||||||||||||||||||
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4-Methyl-2-oxopentanoic acid-d7 sodium | 4-Methyl-2-oxopentanoic acid-d7 (α-Ketoisocaproic acid-d7) sodium is the deuterium labeled 4-Methyl-2-oxopentanoic acid (HY-W012722).4-Methyl-2-oxopentanoic acid is a metabolite of L-leucine and is involved in energy metabolism. 4-Methyl-2-oxopentanoic acid increases endoplasmic reticulum stress, promotes lipid accumulation in preadipocytes and insulin resistance by impairing mTOR and autophagy signaling pathways. | |||||||||||||||||||||
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Sodium α-ketoisocaproate-d3 | 98.48% | Sodium α-ketoisocaproate-d3 (Sodium 4-methyl-2-oxopentanoate-d3; 2-Ketoisocaproic acid-d3 (sodium salt)) is the deuterated-labeled Sodium α-ketoisocaproate (HY-W017387). Sodium α-ketoisocaproate (Sodium 4-methyl-2-oxopentanoate) is an insulin secretagogue. Sodium α-ketoisocaproate undergoes transamination catalyzed by BCAT and BCATm to produce α-ketoglutarate and leucine; it also binds to the SUR1 site to inhibit KATP channel activity, but does not directly affect the Kir6.2 subunit. Sodium α-ketoisocaproate regulates Ca2+ influx. Sodium α-ketoisocaproate exerts insulinotropic activity in pancreatic islets and intact mouse pancreata with sufficient BCATm expression. Sodium α-ketoisocaproate can be used in research related to type 2 diabetes. | ||||||||||||||||||||
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- [1]. Rabaglia ME, et al. Alpha-Ketoisocaproate-induced hypersecretion of insulin by islets from diabetes-susceptible mice. Am J Physiol Endocrinol Metab. 2005;289(2):E218-E224. [Content Brief]
- [2]. Heissig H, et al. Mechanism of the insulin-releasing action of alpha-ketoisocaproate and related alpha-keto acid anions. Mol Pharmacol. 2005 Oct;68(4):1097-105. [Content Brief]
- [3]. Zhou Y, et al. Transamination is required for {alpha}-ketoisocaproate but not leucine to stimulate insulin secretion. J Biol Chem. 2010 Oct 29;285(44):33718-26. [Content Brief]
