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The rate constants for the Michael reaction of glutathione with various quinones are a function of pKa1 of the corresponding hydroquinone. The rate constants for reductive addition of GSH to benzoquinone and methylated benzoquinones decrease linearly with increase of pKa1. (a) 1,4-Benzoquinone; (b) methyl-1,4-benzoquinone; (c) 2,6-dimethyl-1,4-benzoquinone; (d) 2,5-dimethyl-1,4-benzoquinone; (e) 2,3,5-trimethyl-1,4-benzoquinone.
