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. Author manuscript; available in PMC: 2007 Dec 31.
Published in final edited form as: J Biol Chem. 2007 Aug 25;282(42):31085–31093. doi: 10.1074/jbc.M704085200

TABLE 3.

Second-order rate constants for OA-NO2 reaction with thiols of different pKa

Thiol pKaa kapp
M1s1
Cysteine methyl ester 6.7 442 ± 9
Penicillamine 7.9 71 ± 5
Cysteine 8.3 267 ± 33
Glutathione 8.8 183 ± 6
Homocysteine 8.9 100 ± 2
N-Acetyl-cysteine 9.5 28 ± 3
Dihydrolipoic acidb 10.7 13 ± 3
a

Data for thiol pKa were obtained from Ref. 46.

b

Calculated assuming both thiols are equally reactive with OA-NO2.