Glycine conjugation of the substituted benzoic acids in mice: structure-metabolism relationship study II.
Glycine conjugation of a series of substituted benzoic acids was investigated in the mouse liver and kidney mitochondria. Correlations between the structure of 24 substituted benzoic acids and glycine conjugation were obtained. The extent of glycine conjugation of a series of substituted benzoic acids in liver mitochondria was different from that in kidney mitochondria. Glycine conjugation increased with greater lipid solubility in the mouse liver and kidney. The steric effect of the substituent had a far greater influence over the glycine conjugation in kidney, while the size of the substituent played a small role in the pattern of conjugation in liver. The formation of the glycine conjugate in liver was also dependent on the substituent electronegativity.
Kasuya
F
F
Faculty of Pharmaceutical Science, Kobe-gakuin University, Japan.
Igarashi
K
K
Fukui
M
M
D000818:Animals; D001565:Benzoates / Q000378:metabolism*; D019817:Benzoic Acid; D002851:Chromatography, High Pressure Liquid; D005998:Glycine / Q000378:metabolism*; D007668:Kidney / Q000378:metabolism*; D008297:Male; D051379:Mice; D008928:Mitochondria / Q000378:metabolism*; D008930:Mitochondria, Liver / Q000378:metabolism*; D013329:Structure-Activity Relationship
D001565:Benzoates; D019817:Benzoic Acid; D005998:Glycine