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Biochemistry · Lipid metabolism: conjugation of bile acids
Sample itemPrimary bile acids are conjugated in the liver before secretion. With which amino acids are they conjugated, and why does this help?
Original practice item, not a recalled exam question. Nothing here is recorded.
The answer and the reasoning
B. Glycine or taurine, which lowers the pKa so they stay ionised at intestinal pH
Cholic and chenodeoxycholic acids are conjugated with glycine or taurine. The conjugates have a lower pKa, so they remain ionised and water-soluble at the pH of the small intestine, which makes them better detergents for micelle formation. Bacterial deconjugation in the gut is followed by reabsorption through the enterohepatic circulation.
Option by option
A. Cysteine or methionine, which makes them insoluble micelles
Cysteine and methionine are not conjugating amino acids, and conjugation improves solubility.
B. Glycine or taurine, which lowers the pKa so they stay ionised at intestinal pH (correct)
Correct. Conjugation with glycine or taurine makes them stronger, fully ionised detergents at intestinal pH.
C. Alanine or serine, which allows reabsorption in the stomach
Alanine and serine are not used for conjugation, and conjugated bile acids are not absorbed in the stomach.
D. Glutamine or asparagine, which raises the pKa so they stay un-ionised
Glutamine and asparagine are not the conjugating amino acids, and conjugation lowers rather than raises the pKa.
Source note: Original NextPrep sample item — pending expert review. This item is original practice material awaiting independent expert review, so confirm important facts in a standard textbook.
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