3-Hydroxypicolinic acid

3-Hydroxypicolinic acid

Structural formula of 3-Hydroxypicolinic acid

3D ball-and-stick model of 3-Hydroxypicolinic acid

3-Hydroxypicolinic acid is an organic compound with the chemical formula C₆H₅NO₃. It is a derivative of picolinic acid, which is a pyridine carboxylic acid. The compound is characterized by the presence of a hydroxyl group at the third position of the pyridine ring.

Structure and Properties

3-Hydroxypicolinic acid consists of a pyridine ring, which is a six-membered ring containing five carbon atoms and one nitrogen atom. The hydroxyl group (-OH) is attached to the third carbon of the pyridine ring, making it a hydroxylated derivative of picolinic acid. This structural modification imparts unique chemical properties to the compound, including its ability to act as a chelating agent.

Synthesis

The synthesis of 3-Hydroxypicolinic acid can be achieved through various chemical reactions, often involving the hydroxylation of picolinic acid. The process typically requires specific reagents and conditions to ensure the selective addition of the hydroxyl group at the desired position on the pyridine ring.

Applications

3-Hydroxypicolinic acid is used in various scientific and industrial applications. It is commonly employed as a chelating agent due to its ability to form stable complexes with metal ions. This property is particularly useful in analytical chemistry and biochemistry for the detection and quantification of metal ions in samples.

Biological Significance

In biological systems, 3-Hydroxypicolinic acid can play a role in metal ion homeostasis. Its chelating ability allows it to bind metal ions, which can be crucial in regulating their availability and activity within cells. This function is important in various physiological processes, including enzyme activity and cellular metabolism.

Related Compounds

3-Hydroxypicolinic acid is related to other pyridine carboxylic acids, such as picolinic acid and nicotinic acid. These compounds share a similar pyridine ring structure but differ in the functional groups attached to the ring, which influence their chemical and biological properties.

Related pages

• Picolinic acid
• Nicotinic acid
• Chelating agent
• Pyridine

3-Hydroxypicolinic_acid

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  3-Hydroxypicolinic acid structure

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  3-Hydroxypicolinic acid 3D model