Glucuronic acid

(2S, 3S, 4S, 5R, 6R) -3,4,5,6 - Tetrahydroxytetrahydropyran - 2-carboxylic acid

  • 576-37-4
  • 6556-12-3 (D -glucuronic acid )

Colorless solid

Fixed

165 ° C

3.18

Soluble in water and ethanol

Template: Infobox chemical / molecular formula search available

Glucuronic acid (or glucuronate ) is found in plant and animal organisms. She is the uronic acid of D -glucose, from which it is distinguished by the oxidation state on the sixth carbon, where a carboxyl group instead of a hydroxy group.

In the metabolism of the substance detoxification ( phase II biotransformation ) is used: Poison and drugs or steroid hormones such as estrogen are made ​​water-soluble by combination with glucuronic acid ( glucuronidation ); these conjugates can be excreted more easily. In addition, the glucuronic acid component of glycosaminoglycans (cartilage ). It is also the starting point for the biosynthesis of ascorbic acid.

The acid dissolves in water and alcohol, its melting point is 165 ° C. In the crystalline form shows mutarotation.

Physiology

The biosynthesis of the glucuronic acid is based on UDP -glucose, which is produced in the glycogen structure. This is converted using the UDP-glucose 6- dehydrogenase, UDP - glucuronate. Glucuronic acid is bound to UDP glucuronosyltransferase easily passed by the other ligands, whereby its solubility in water is increased. UDP - glucuronate must be managed for cartilage repair using the UDP - glucuronate transporter into the endoplasmic reticulum, where it is converted by means of UDP - glucuronate decarboxylase UDP - α -D - xylose. β -glucuronidase catalyzes the degradation of inositol and dermatan or Keratansulfaten to pure glucuronic acid (which is then excreted ).

CAS registry number PubChem Dangerous Substances Directive (67/548/EEC) Active ingredient Haworth projection Uridine diphosphate glucose UGDH UXS1 Beta-glucuronidase Integrated Authority File
269489
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