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. Author manuscript; available in PMC: 2018 Feb 9.
Published in final edited form as: J Med Chem. 2016 Dec 20;60(3):839–885. doi: 10.1021/acs.jmedchem.6b00788

Table 7.

Second Order Rate Constants for GSH Addition to α,β-Unsaturated Carbonyls

graphic file with name nihms-848842-f0125.jpg
Aldehyde Ketones Esters
Entry Structure kGSH (M−1s−1) Entry Structure kGSH (M−1s−1) Entry Structure kGSH (M−1s−1)
1 graphic file with name nihms-848842-t0126.jpg 487 10 graphic file with name nihms-848842-t0127.jpg 1173 19 graphic file with name nihms-848842-t0128.jpg 105
2 graphic file with name nihms-848842-t0129.jpg 203 11 graphic file with name nihms-848842-t0130.jpg 80.0 20 graphic file with name nihms-848842-t0131.jpg 51.4
3 graphic file with name nihms-848842-t0132.jpg 59.4 12 graphic file with name nihms-848842-t0133.jpg 26.7 21 graphic file with name nihms-848842-t0134.jpg 19.6
4 graphic file with name nihms-848842-t0135.jpg 28.3 13 graphic file with name nihms-848842-t0136.jpg 25.6 22 graphic file with name nihms-848842-t0137.jpg 10.6
5 graphic file with name nihms-848842-t0138.jpg 22.8 14 graphic file with name nihms-848842-t0139.jpg 11.4 23 graphic file with name nihms-848842-t0140.jpg 8.54
6 graphic file with name nihms-848842-t0141.jpg 18.0 15 graphic file with name nihms-848842-t0142.jpg 0.779 24 graphic file with name nihms-848842-t0143.jpg 0.785
7 graphic file with name nihms-848842-t0144.jpg 3.49 16 graphic file with name nihms-848842-t0145.jpg 0.208 25 graphic file with name nihms-848842-t0146.jpg 0.164
8 graphic file with name nihms-848842-t0147.jpg 1.71 17 graphic file with name nihms-848842-t0148.jpg 0.200 26 graphic file with name nihms-848842-t0149.jpg 0.072
9 graphic file with name nihms-848842-t0150.jpg 0.474 18 graphic file with name nihms-848842-t0151.jpg 0.074 27 graphic file with name nihms-848842-t0152.jpg 0.007