Literature summary for 1.1.1.213 extracted from

Shultz, C.A.; Palackal, N.T.; Mangal, D.; Harvey, R.G.; Blair, I.A.; Penning, T.M.
Fjord-region benzo[g]chrysene-11,12-dihydrodiol and benzo[c]phenanthrene-3,4-dihydrodiol as substrates for rat liver dihydrodiol dehydrogenase (AKR1C9): structural basis for stereochemical preference (2008), Chem. Res. Toxicol., 21, 668-677.

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Cloned(Commentary)

Cloned (Comment)	Organism
expression of recombinant wild type and mutants of AKR1C9	Rattus norvegicus

Protein Variants

Protein Variants	Comment	Organism
F118A	largest changes in kcat/Km	Rattus norvegicus
F129A	largest changes in kcat/Km, F129A alters the stereochemical preference from oxidizing predominantly the S,S-stereoisomer to oxidizing predominantly the R,R-stereoisomer of benzo[g]chrysene-11,12-dihydrodiol	Rattus norvegicus
L54A	mutant shows intermediate changes in kcat/Km versus wild type	Rattus norvegicus
N306A	mutant shows intermediate changes in kcat/Km versus wild type	Rattus norvegicus
T226A	smallest change in kcat/Km is observed when alanine is used to substitute hydrophilic residues	Rattus norvegicus
T24A	smallest change in kcat/Km is observed when alanine is used to substitute hydrophilic residues	Rattus norvegicus
W227A	largest changes in kcat/Km	Rattus norvegicus
Y310A	mutant shows intermediate changes in kcat/Km versus wild type	Rattus norvegicus

Inhibitors

Inhibitors	Comment	Organism	Structure
DMSO	33% inhibition	Rattus norvegicus
naphthalene-1,2-dione	naphthalene-1,2-dione leads to the time and concentration dependent irreversible inactivation of AKR1C9 via alkylation	Rattus norvegicus

KM Value [mM]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism	Structure
additional information	-	benzo[a]pyrene-7,8-dihydrodiol	kcat/Km of 39 min/mM	Rattus norvegicus
additional information	-	(11S,12S)-11,12-dihydrobenzo[g]chrysene-11,12-diol	racemic benzo[g]chrysene-11,12-dihydrodiol derived from the fjord-region parent hydrocarbon benzo[g]chrysene is oxidized with a kcat/Km of 1520 min/mM, which is more than 100 times greater than that observed with benzo[a]pyrene-7,8-dihydrodiol	Rattus norvegicus

Organism

Organism	UniProt	Comment	Textmining
Rattus norvegicus	P23457	-	-

Purification (Commentary)

Purification (Comment)	Organism
purification of recombinant wild type and mutants of AKR1C9	Rattus norvegicus

Source Tissue

Source Tissue	Comment	Organism	Textmining
liver	-	Rattus norvegicus	-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg]	Specific Activity Maximum [µmol/min/mg]	Comment	Organism
1.6	-	wild type homogeneous recombinant AKR1C9, at 25°C	Rattus norvegicus

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
(11S,12S)-11,12-dihydrobenzo[g]chrysene-11,12-diol + NADP+	enzyme is stereoselective for benzo[g]chrysene-11S,12S-dihydrodiol	Rattus norvegicus	? + NADPH + H+	-	?
benzo[c]phenanthrene-3,4-dihydrodiol + NADP+	enzyme metabolizes both stereoisomers of benzo[c]phenanthrene-3,4-dihydrodiol	Rattus norvegicus	? + NADPH + H+	-	?

Synonyms

Synonyms	Comment	Organism
AKR1C9	-	Rattus norvegicus
dihydrodiol dehydrogenase	-	Rattus norvegicus

Temperature Optimum [°C]

Temperature Optimum [°C]	Temperature Optimum Maximum [°C]	Comment	Organism
37	-	assay at	Rattus norvegicus

pH Optimum

pH Optimum Minimum	pH Optimum Maximum	Comment	Organism
9	-	assay at	Rattus norvegicus

Cofactor

Cofactor	Comment	Organism	Structure
NADP+	-	Rattus norvegicus

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Release 2023.1 (January 2023)