(s)-malic acid

(S)-Malic acid ((S)-2-Hydroxysuccinic acid) is a tart-tasting organic dicarboxylic acid found in many sour foods, such as apples, and contributes to the sourness of green apples and tartness of wine, although its concentration decreases with fruit ripeness (wikipedia). In its ionized form, it is called malate, an intermediate in the TCA cycle alongside fumarate, and can be formed from pyruvate through anaplerotic reactions. In humans, malic acid is derived from food sources and synthesized in the body via the citric acid cycle in mitochondria, playing a crucial role in energy production under both aerobic and anaerobic conditions. Under aerobic conditions, malate is oxidized to oxaloacetate, providing reducing equivalents via the malate-aspartate redox shuttle, while during anaerobic conditions, its simultaneous reduction to succinate and oxidation to oxaloacetate removes excess reducing equivalents, reversing hypoxia’s inhibition of glycolysis and energy production. Studies on rats have shown that tissue malate depletes following exhaustive physical activity, suggesting that malic acid deficiency may cause physical exhaustion. Administering malic acid to rats has been shown to elevate mitochondrial malate, increasing mitochondrial respiration and energy production.

(S)-3-Hydroxybutanoic acid (L-(+)-3-Hydroxybutyric acid) is a normal human metabolite that has been found elevated in geriatric patients remitting from depression. (S)-3-Hydroxybutanoic acid is synthesized in the liver from acetyl-CoA in humans, and can be used as an energy source by the brain when blood glucose is low.

DL-Malic acid (Hydroxybutanedioic acid) is a dicarboxylic acid found in fruits such as apples and pears. It plays a role in many sour or acidic foods.

(S)-Leucic acid is an amino acid metabolite used as a muscle builder.

(S)-2-Hydroxy-3-phenylpropanoic acid (L-(−)-3-Phenyllactic acid) is a chiral aromatic compound involved in phenylalanine metabolism. It is likely produced from phenylpyruvate via lactate dehydrogenase. The D-form is derived from bacterial sources, while the L-form is endogenous. Phenyllactate levels are normally very low in blood or urine, but high levels indicate phenylketonuria (PKU) and hyperphenylalaninemia (HPA). PKU is due to a deficiency of phenylalanine hydroxylase (PAH), causing phenylalanine to convert to phenylpyruvic acid rather than tyrosine.

1. Malic acid (Pomalus acid) did reduce populations of L. monocytogenes on poultry. 2. Malic acid supplementation may be useful for conservative treatment of calcium renal stone disease by virtue of its capacity to induce these effects.

(S)-Coriolic acid (13(S)-HODE) is an important intracellular signaling agent generated by the reaction of linoleic acid with plant and mammalian lipoxygenases. It is involved in cell proliferation and differentiation in various biological systems and inhibits the adhesion of tumor cells to the vascular endothelium, while down-regulating IRGpIIb IIIa receptor expression at around 1 μM. Additionally, (S)-Coriolic acid is a metabolite of 15-lipoxygenase (15-LOX) and often acts as an endogenous ligand to activate PPARγ. It induces mitochondrial dysfunction and airway epithelial damage.

(S)-2-acetamido-4-amino-4-oxobutanoic acid (Nα-Acetyl-L-asparagine), also known as acasn, is an endogenous metabolite.

(S)-β-aminoisobutyric acid is a non-protein amino acid derived from the catabolism of valine and thymine.

(S)-2-Hydroxybutanoic acid is a natural product used in life sciences research, catalog number T65934, CAS number 3347-90-8.

(S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid ((S)-3-(4-Hydroxyphenyl)lactic acid) (compound 1) is a metabolite found in the culture medium of Leuconostoc mesenteroides, exhibiting significant DPPH radical-scavenging and antioxidative activities.

D-(+)-Malic acid ((R)-Malic acid) is a dicarboxylic acid that is made by all living organisms. Malic acid has two stereoisomeric forms (L- and D-enantiomers). The malate anion is an intermediate in the citric acid cycle.

(S)-Gossypol acetic acid is the isomer of a natural product Gossypol.

(S)-2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid dihydrate (jodgorgon) results from the iodination of MONOIODOTYROSINE. During thyroid hormone biosynthesis, diiodotyrosine residues couple with either monoiodotyrosine or diiodotyrosine residues to form T3 or T4 thyroid hormones.

Ganodermic acid S, as a membrane acting agent isolated from the fungus Ganoderma lucidum, exerts multiple effects on human platelet function.

S-30-Hydroxygambogic acid, a polyprenylated xanthone epimer isolated from the gamboges of Garcinia hanburyi, exhibits cytotoxicity against Human Leukemia K562 cell lines with IC50 values of 4.49 μM for K562/R and 3.61 μM for K562/S. This compound is utilized in cancer research [1].

Dexamethasone exhibits anti-inflammatory activity.

Malic acid 4-Me ester is a natural product for research related to life sciences. The catalog number is TN4487 and the CAS number is 66178-02-7.

(S)-3,4-Dihydroxybutyric acid is a human urinary metabolite.