Octyl-?-ketoglutarate

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Cat No: 11970

Biochemicals - Lipids

Hypoxia-inducible factor 1α (HIF-1α) turnover is initiated by prolyl hydroxylases (PHD), which hydroxylate proline residues on HIF-1α, facilitating ubiquitination. PHD activity is linked to the tricarboxylic acid (TCA) cycle, since the intermediate α-k...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

2-oxo-pentanedioic acid, 1-octyl ester

Correlated keywords:

octyl-?-ketoglutarate ester esters cancers hypoxia HIF1 HIF1? HIF-1? Krebs cycles tricarboxylic acid cycle succinic acids succinate fumaric acid fumarate ?-ketoglutarate HIF-1 cell-permeable cells permeable TCA cycles tricarboxylic acids PHD inhibition KG ?KG octyl

Product Overview:
Hypoxia-inducible factor 1α (HIF-1α) turnover is initiated by prolyl hydroxylases (PHD), which hydroxylate proline residues on HIF-1α, facilitating ubiquitination. PHD activity is linked to the tricarboxylic acid (TCA) cycle, since the intermediate α-ketoglutarate is a PHD substrate and succinate and fumarate inhibit PHD. Mutations in enzymes associated with the TCA cycle occur in certain cancers.{21411} Octyl-α-ketoglutarate is a stable, cell-permeable form of α-ketoglutarate which accumulates rapidly and preferentially in cells with a dysfunctional TCA cycle.{21289} When used at 1 mM, it stimulates PHD activity, increasing HIF-1α turnover.{21289,21410} In addition, octyl-α-ketoglutarate competitively blocks succinate- or fumarate-mediated inhibition of PHD.{21289}

Size	1 mg
Shipping	dry ice
CAS Number	876150-14-0
Molecular Formula	C₁₃H₂₂O₅
SMILES	OC(CCC(C(OCCCCCCCC)=O)=O)=O
Molecular Weight	258,3
Formulation	A solution in methyl acetate
Purity	≥95%
Custom Code	2915.60
UNSPSC code	12352100

Technical File

MSDS

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

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ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.