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2-Ketoglutaric acid

  • CAS No:328-50-7 2-oxopentanedioic acid
    Molecular Structure

    Detailed Description

    Synonyms: 2-KETOGLUTARIC ACID;2-OXOGLUTARIC ACID;2-OXOPENTANEDIOIC ACID;A-KETOGLUTARIC ACID;ALPHA-KETOGLUTARIC ACID;GAMMA-KETOGLUTARIC ACID;FEMA 3891;KETO-GLU

    Product Details:
    Place of Origin: China
    Certification: ISO9001
    Brand:YuanCheng

    Payment & Shipping Terms:

    Minimum Order Quantity:1kg
    Supply Ability:500kg/month
    Delivery Time:within 24 hours after payment
    Payment Terms:Western Union, MoneyGram, T/T
    Package:25kg/cardboad drum
    Appearance:White to off white crystalline powder


    Product Description:
    CAS: 328-50-7
    MF: C5H6O5
    MW: 146.1
    EINECS:206-330-3
    Purity:99%
    mp 113-115 °C

    FEMA 3891


    Functions:

    Krebs cycle
    α-Ketoglutarate is a key intermediate in the Krebs cycle, coming after isocitrate and before succinyl CoA. Anaplerotic reactions can replenish the cycle at this juncture by synthesizing α-ketoglutarate from transamination of glutamate, or through action of glutamate dehydrogenase on glutamate.

    Formation of amino acids
    Glutamine is synthesized from glutamate by glutamine synthetase, which utilizes an ATP to form glutamyl phosphate; this intermediate is attacked by ammonia as a nucleophile giving glutamine and inorganic phosphate.

    Nitrogen transporter
    Another function is to combine with nitrogen released in the cell, therefore preventing nitrogen overload.

    α-Ketoglutarate is one of the most important nitrogen transporters in metabolic pathways. The amino groups of amino acids are attached to it (by transamination) and carried to the liver where the urea cycle takes place.

    α-Ketoglutarate is transaminated, along with glutamine, to form the excitatory neurotransmitter glutamate. Glutamate can then be decarboxylated (requiring vitamin B6) into the inhibitory neurotransmitter GABA.

    It is reported that high ammonia and/or high nitrogen levels may occur with high protein intake, excessive aluminum exposure, Reye's syndrome, cirrhosis, and urea cycle disorder.

    It plays a role in detoxification of ammonia in brain

    Relationship to molecular oxygen
    Acting as a co-substrate, it also plays important function in oxidation reactions involving molecular oxygen.

    Molecular oxygen (O2) directly oxidizes many compounds to produce useful products in an organism, such as antibiotics, etc., in reactions catalyzed by oxygenases. In many oxygenases, α-ketoglutarate helps the reaction by being oxidized together with the main substrate. In fact, one of the α-ketoglutarate-dependent oxygenases is an O2 sensor, informing the organism the oxygen level in its environment.

    In combination with molecular oxygen, alpha-ketoglutarate is one of the requirements for the hydroxylation of proline to hydroxyproline in the production of Type 1 Collagen.

    Dietary supplement
    α-Ketoglutaric acids is sold as a dietary supplement and to body builders as AKG or a-KG with the claim that it improves peak athletic performance. This claim is based on studies that show excess ammonia in the body can combine with alpha-ketoglutarate, reducing problems associated with ammonia toxicity.However, the only studies that show alpha-ketoglutarate can reduce ammonia toxicity have been performed in hemodialysis patients.

    Longevity
    A study released on May 14, 2014 links α-ketoglutarate with significantly increased lifespan in nematode worms. Its anion, α-ketoglutarate (α-KG, also called oxo-glutarate) is an important biological compound. It is the keto acid produced by deamination of glutamate, and is an intermediate in the Krebs cycle.
  • 2-Ketoglutaric acid
  • 2-Ketoglutaric acid