330276 | Glycoursodeoxycholic acid-d4
5ß-cholanic acid-3α,7α-diol N-(carboxymethyl)-amide-d4
Glycoursodeoxycholic acid-d4
5ß-cholanic acid-3α,7α-diol N-(carboxymethyl)-amide-d4
Glycoursodeoxycholic Acid-d4 is a deuterated compound and a form of glycoursodeoxycholic acid. As a deuterated compound, it has four deuterium atoms as substitutes for hydrogen atoms. Deuterium is a heavier, stable isotope of hydrogen.
Glycoursodeoxycholic acid—or ursodeoxycholyl glycine and glycine ursodeoxycholic acid—is a bile acid (BA) and a serum metabolite in humans. It is derived from one of the secondary BAs, ursodeoxycholic acid (ursodiol), after it undergoes a process of conjugation with the amino acid glycine. Ursodiol is widely used in the treatment of hepatobiliary disorders and acts as a cholagogue and choleretic.
The conjugate glycoursodeoxycholic acid is a compound with several studied and established functions.
It has been found to demonstrate powerful antioxidant properties in Barrett-type esophageal cells and neurons in rats. The mechanism that determines this effect is decreasing inflammatory cytokines levels and preventing cell damage and destruction. Glycoursodeoxycholic acid also inhibits UCB-induced cytochrome C oxidase, which prevents cell demise and metabolic alterations. This additionally contributes to the conjugate’s antioxidative abilities.
Glycoursodeoxycholic acid, administered orally, is reported to relieve symptoms of colitis and increases the amount of A. muciniphila, a bacterial microorganism that is usually decreased in similar conditions.
The metabolite is also studied as a potent neuroprotective agent to be included in the therapy of neurodegenerative diseases. It has protective and restorative abilities against blood-brain barrier damage in neural microvascular endothelial cells.
Glycoursodeoxycholic acid has also been discovered to suppress the formation of foam cells, aid physiological cholesterol homeostasis, and balance intestinal microbiota. All of this is related to a lower risk of atherosclerosis. This being the case, the glycine conjugate is suggested to be involved in decreasing the possibility of cardiovascular diseases.
The deuterated form, Glycoursodeoxycholic Acid-d4, is an internal standard for the quantification of glycoursodeoxycholic acid by mass spectrometry.
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C26H39D4NO5
C 68.84%, H 10.44%, N 3.09%, O 17.63%
CAS Registry Number is a Registered Trademark of the American Chemical Society
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