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. Author manuscript; available in PMC: 2015 Aug 1.
Published in final edited form as: Bioorg Med Chem. 2014 Jun 16;22(15):3971–3981. doi: 10.1016/j.bmc.2014.06.004

Table 2.

Thiol reactivity of select compounds

Compound
#		 %GSH
remaining
at 10 s		 %GSH
remaining
at 30 min		 kGSH (min−1)
21 89 49 (35) 0.032
13 85 39 (26) 0.025
18 80 27 (14) 0.053
19 71 32 (22) 0.036
14 57 39
10 51 26
15 47 20
8 46 25
24 45 0
7 44 32
12 35 5
6 25 19
3 24 6
25 22 0
5 21 8
1 0 0

1 hour GSH% values are indicated with (). 1 mM of each compound was incubated with 1 mM glutathione (GSH) and the amount of free GSH remaining was determined by DTNB. Only 4 compounds were unreactive enough to calculate a second order rate constant (kGSH) of Michael adduct formation.