L-(-)-Malic acid

CAS No. 97-67-6

L-(-)-Malic acid ( (S)-2-Hydroxysuccinic acid;(S)-(-)-HYDROXYSUCCINIC ACID )

Catalog No. M19676 CAS No. 97-67-6

Malic acid is a tart-tasting organic dicarboxylic acid that plays a role in many sour or tart foods. Apples contain malic acid which contributes to the sourness of a green apple. Malic acid can make a wine taste tart although the amount decreases with increasing fruit ripeness.

Purity : >98% (HPLC)

COA Datasheet HNMR HPLC MSDS Handing Instructions
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Biological Information

  • Product Name
    L-(-)-Malic acid
  • Note
    Research use only not for human use.
  • Brief Description
    Malic acid is a tart-tasting organic dicarboxylic acid that plays a role in many sour or tart foods. Apples contain malic acid which contributes to the sourness of a green apple. Malic acid can make a wine taste tart although the amount decreases with increasing fruit ripeness.
  • Description
    Malic acid is a tart-tasting organic dicarboxylic acid that plays a role in many sour or tart foods. Apples contain malic acid which contributes to the sourness of a green apple. Malic acid can make a wine taste tart although the amount decreases with increasing fruit ripeness. (wikipedia). In its ionized form malic acid is called malate. Malate is an intermediate of the TCA cycle along with fumarate. It can also be formed from pyruvate as one of the anaplerotic reactions. In humans malic acid is both derived from food sources and synthesized in the body through the citric acid cycle or Krebs cycle which takes place in the mitochondria. Malate's importance to the production of energy in the body during both aerobic and anaerobic conditions is well established. Under aerobic conditions the oxidation of malate to oxaloacetate provides reducing equivalents to the mitochondria through the malate-aspartate redox shuttle. During anaerobic conditions where a buildup of excess of reducing equivalents inhibits glycolysis malic acid's simultaneous reduction to succinate and oxidation to oxaloacetate is capable of removing the accumulating reducing equivalents. This allows malic acid to reverse hypoxia's inhibition of glycolysis and energy production. In studies on rats it has been found that only tissue malate is depleted following exhaustive physical activity. Other key metabolites from the citric acid cycle needed for energy production were found to be unchanged. Because of this a deficiency of malic acid has been hypothesized to be a major cause of physical exhaustion. Notably the administration of malic acid to rats has been shown to elevate mitochondrial malate and increase mitochondrial respiration and energy production.
  • Synonyms
    (S)-2-Hydroxysuccinic acid;(S)-(-)-HYDROXYSUCCINIC ACID
  • Pathway
    Proteasome/Ubiquitin
  • Target
    Endogenous Metabolite
  • Recptor
    others
  • Research Area
    ——
  • Indication
    ——

Chemical Information

  • CAS Number
    97-67-6
  • Formula Weight
    134.09
  • Molecular Formula
    C4H6O5
  • Purity
    >98% (HPLC)
  • Solubility
    DMSO: 10 mM
  • SMILES
    O[C@@H](CC(O)=O)C(O)=O
  • Chemical Name
    ——

Shipping & Storage Information

  • Storage
    (-20℃)
  • Shipping
    With Ice Pack
  • Stability
    ≥ 2 years

Reference

1.Sreekumar A Poisson L M Rajendiran T M et al. Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression.[J]. Nature 2009 457(7231):910-914.
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