Skip to main content
. 2012 Nov 16;3:193. doi: 10.3389/fphar.2012.00193

Table 1.

Oxidation of PAH trans-dihydrodiols by human AKRs.

PAH trans-dihydrodiols ARK1A1 ARK1B1 ARK1B10 ARK1C1 ARK1C2 ARK1C3 ARK1C4 AKR7A2 AKR7A3

kcat/Km (mM−1 min−1)
Naphthalene-1,2-diol 10.4a NA NA 151b 100b 6.4b 32.7b NA NA
NON-K-REGION DIHYDRODIOLS
Phenanthrene-1,2-diol 17.9a NA NA NDb NA NA
Chrysene-1,2-diol 15.5a NA NA NDb 7.03b 4.26b 10b NA NA
Benz[a]anthracene-3,4-diol (−) 68.1a NA (+) 12.8d 9.5b 17.6b 18.0b 32.2b NA NA
Benzo[a]pyrene-7,8-diol (−) 29.6a (+) 10.3d (+) 2.36d 22.6b 53.3b 24.7b 16.7b NDc NDc
METHYLATED DERIVATIVES
7-Methylbenz[a]anthracene-3,4-diol (+) 85.8a NA NA 4.8b 49.5b 30.1b 46.9b NA NA
12-Methylbenz[a]-anthracene-3,4-diol NDa NA NA ND NA NA
7,12-Dimethylbenz[a]anthracene-3,4-diol (−) 97.1a NA 2.7d 7.4b 46.8b 19.7b 185b NA NA
5-Methylchrysene-7,8-diol 130a NA NA 12.4b 28.8b 9.0b 35.2b NA NA
K-REGION DIHYDRODIOLS
Phenanthrene-9,10-diol NDa NA NA NDb NA NA
Benzo[a]pyrene-4,5-diol NDa NA NA NDb NA NA
FJORD-REGION DIHYDRODIOLS
Benzo[c]phenanthrene-3,4-diol 11.8a NA 1.5d NDb 4.3b 6.6b 8.2b NA NA
Benzo[g]chrysene-11,12-diol 11.3a NA 9.55d 4.5b 4.9b 23b 165b NA NA

aPalackal et al., 2001, b2002, cShultz et al., 2011, dQuinn et al., 2008; ND: not detected; + or – in parenthesis, stereospecificity of AKR to the PAH trans-dihydrodiols where no parenthesis exist the AKR isoform oxidizes both isomers of the racemic mixture.