PHIL 2130 Chapter Notes - Chapter 2.6: Glucuronide, Glucuronidation, Uridine
6 May 2020
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Jaundice decreased ugt activity = yellowing of skin. Bilirubin metabolized for clearance by ugt. Endogenous substrates (estrogen, bile salts, etc. ) for some isozymes of enzyme. Thioester to donate good to hydrolyzed acetyl nucleophile. All three produce much less toxic metabolites. Methylation only at one oh group of catechol. R-x + carbon adjacent to halogen (halogen = ewg) Diethyl bromide substrate of glutathione conjugation. Previously used in gas prevent lead buildup. Transferase remove br replaced with glutathione. Sulfur attack + carbon (adjacent to second br) Result = episulfonium ion highly toxic. Amino acid conjugation - amino acid conjugation addition of an amino acid. Aromatic and heteroaromatic acids (e. g. aryl acetic acid, cinnamic acid, aryloxyacetic acid) Benzyl alcohol bacteriostatic agent in water. Acidity = interference with mitochondrial metabolism of fatty acids. Arylpropionic acid non-steroidal anti- inflammatory drug. Two enantiomers: s and r only s active. R-enantiomer converted into s-form in body. R-enantiomer reaction with atp and coa.
