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. Author manuscript; available in PMC: 2009 Aug 3.
Published in final edited form as: Bioorg Med Chem. 2007 Nov 26;16(4):2114–2130. doi: 10.1016/j.bmc.2007.10.081

Table 2.

Dependence of FAAH IC50 upon sulfur oxidation statea

Rb Thioether Sulfoxide Sulfone TFDKd

c 5 min 15 min 5 min 15 min 5 min 15 min 5 min 15 min
4 1 >40,000 >40,000 6 >40,000 >40,000 N.D.e N.D. N.D. N.D.
6 2 1950±250 2500±190 7 >40,000 >40,000 11 >40,000 >40,000 N.D. N.D.
8 3 230±20 300±30 8 6500±650 13,900±900 12 14,800±700 22,500±1100 15 1250±110 1800±130
10 4 120±10 170±20 9 760±50 1350±90 13 2200±200 3000±230 N.D. N.D.
12 5 84±7.5 89±7.8 10 440±50 600±40 14 250±10 280±30 N.D. N.D.
a

All values are given as the average ± the standard deviation of 3 replicates in units of nM. Incubation of enzyme and inhibitor was performed for either 5 min or 15 min before addition of substrate as described in the Experimental.

b

R refers to the number of carbon atoms in the alkyl chain as shown in Figure 1.

c

Individual compound numbers.

d

1,1,1-trifluorododecan-2-one.

e

N.D. indicates that value was not determined.