Everything about Chenodeoxycholic Acid totally explained
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Chenodeoxycholic acid (also known as
chenodesoxycholic acid) is a
bile acid. It occurs as a white crystalline substance insoluble in water but soluble in
alcohol and
acetic acid, with melting point at 165-167 °C. Salts of this
carboxylic acid are called
chenodeoxycholates. Chenodeoxycholic acid is one of the 4 main
organic acids produced by the
liver.
Chenodeoxycholic acid is synthesized in the liver from
cholesterol.
This compound, when altered by
bacteria in the
colon, will result in conversion to its secondary bile acid known as
lithocholic acid. Both of these bile acids, in addition to the others, can be conjugated to
taurine or
glycine. Conjugation, a function carried out by the
liver will result in a lowered pKa and therefore, the compounds will remain ionized. These ionized compounds will stay in the gastrointestinal tract until reaching the
ileum where that'll be reabsorbed. The purpose of this conjugation is to keep the bile acids in the tract until the end to facilitate lipid digestion all the way to the ileum.
In cases where bacteria overgrow in the small intestine, often due to a blind loop in the intestine retaining chyme in one place, the bacteria will de-conjugate the bile acids and therefore impede fat digestion and absorption. This can lead to
steatorrhea.
Chenodeoxycholic acid and
cholic acid are the most important human bile acids. Some other mammals synthesize predominantly
deoxycholic acid.
Potential applications
The Australian biotechnology company
Giaconda has developed a treatment for
Hepatitis C infection that combines chenodeoxycholic acid with
bezafibrate.
In
supramolecular chemistry molecular tweezers based on a
chenodeoxycholic acid scaffold is a
urea receptor which can contain
anions in its binding pocket in order of affinity: H
2PO
4- (dihydrogen
phosphate) >
Cl- >
Br- >
I- reflecting their
basicities (tetrabutylammonium counter ion).
» Further Information
Get more info on 'Chenodeoxycholic Acid'.
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