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lect 9 GSTPhaseII+ver2

lect 9 GSTPhaseII+ver2 - NS120/220 GSTs and Glutathione...

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NS120/220 GSTs and Glutathione
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Learning Objectives Describe the reaction mechanisms of Glutathione conjugation. Explain how GST conjugation is used to enable excretion Describe how the structure of GSTs help to understand their function. Describe how Brussels sprouts may protect against cancer.
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Readings John D. Hayes, Jack U. Flanagan, and Ian R. Jowsey (2005) Glutathione Transferases. Annu. Rev. Pharmacol. Toxicol . 45, 51–88.
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General Scheme of Xenobiotic Metabolism Lipophilic Hydrophilic Metabolism Increase excretability Decrease biological activity Phase I (oxidative) Parent compound Metabolites polarity functionality Phase II (synthetic) Metabolites size ionization water solubility
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Transferred Group
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Glutathione Conjugation NH 2 CH - OOC CH 2 CH 2 C NH CH CH 2 C NH CH 2 COO - SH O O A tripeptide Glutamic acid (Glu) Glycine (Gly) Cysteine(Cys)
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Glutathione Transferases •Five classes, alpha, mu, pi, theta, and zeta •A1-A4, M1-M5, P1, T1-2, Z1 •Soluble cytosolic enzymes, dimers •Very high expression, 4% of all protein in liver • also in intestine, kidney, lungs • >95% cytosolic, 5% sER Typical substrates Organic halides, e.g methyl iodide, benzyl chloride Alkenes e.g. diethyl maleate • Epoxides
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Mutation Research 482 (2001) 21–26
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Electrophilic heteroatoms (O, N, and S).
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Out! Out!
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