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Literature summary for 1.1.1.149 extracted from

  • El-Kabbani, O.; Dhagat, U.; Soda, M.; Endo, S.; Matsunaga, T.; Hara, A.
    Probing the inhibitor selectivity pocket of human 20alpha-hydroxysteroid dehydrogenase (AKR1C1) with X-ray crystallography and site-directed mutagenesis (2011), Bioorg. Med. Chem. Lett., 21, 2564-2567.
    View publication on PubMed

Crystallization (Commentary)

Crystallization (Comment) Organism
crystal structure of AKR1C1 complexed with the first structure-based designed inhibitor 3-chloro-5-phenylsalicylic acid bound in the active site is reported. The binding of 3-chloro-5-phenylsalicylic acid to AKR1C1 results in a conformational change in the side chain of Phe311 to accommodate the bulky phenyl ring substituent at the 5-position of the inhibitor Homo sapiens

Protein Variants

Protein Variants Comment Organism
F311A mutation results in increased Ki values for 3-chloro-5-phenylsalicylic acid and 3,5-dichlorosalicylic acid compared to the wild-type enzyme Homo sapiens
F311L mutation results in equal Ki value for 3-chloro-5-phenylsalicylic acid and increased Ki value for 3,5-dichlorosalicylic acid compared to the wild-type enzyme Homo sapiens
L306A mutation results in 81fold increase Ki values for 3-chloro-5-phenylsalicylic acid compared to the wild-type enzyme Homo sapiens
L308A mutation results in increased Ki values for 3-chloro-5-phenylsalicylic acid and 3,5-dichlorosalicylic acid compared to the wild-type enzyme Homo sapiens
L308V mutation results in increased Ki values for 3-chloro-5-phenylsalicylic acid and 3,5-dichlorosalicylic acid compared to the wild-type enzyme Homo sapiens
L54V mutation results in increased Ki values for 3-chloro-5-phenylsalicylic acid and 3,5-dichlorosalicylic acid compared to the wild-type enzyme Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
3,5-dichlorosalicylic acid
-
Homo sapiens
3-chloro-5-phenylsalicylic acid
-
Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Synonyms

Synonyms Comment Organism
20alpha-hydroxysteroid dehydrogenase
-
Homo sapiens
AKR1C1
-
Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00000085
-
3-chloro-5-phenylsalicylic acid mutant F311L, pH and temperature not specified in the publication Homo sapiens
0.00000086
-
3-chloro-5-phenylsalicylic acid wild-type, pH and temperature not specified in the publication Homo sapiens
0.0000012
-
3-chloro-5-phenylsalicylic acid mutant L308V, pH and temperature not specified in the publication Homo sapiens
0.0000015
-
3-chloro-5-phenylsalicylic acid mutant F311A, pH and temperature not specified in the publication Homo sapiens
0.0000017
-
3-chloro-5-phenylsalicylic acid mutant L308V, pH and temperature not specified in the publication Homo sapiens
0.0000048
-
3-chloro-5-phenylsalicylic acid mutant L54V, pH and temperature not specified in the publication Homo sapiens
0.0000059
-
3,5-dichlorosalicylic acid wild-type, pH and temperature not specified in the publication Homo sapiens
0.0000066
-
3,5-dichlorosalicylic acid mutant F311A, pH and temperature not specified in the publication Homo sapiens
0.000007
-
3,5-dichlorosalicylic acid mutant F311L, pH and temperature not specified in the publication Homo sapiens
0.00007
-
3-chloro-5-phenylsalicylic acid mutant L306A, pH and temperature not specified in the publication Homo sapiens
0.000078
-
3,5-dichlorosalicylic acid mutant L308V, pH and temperature not specified in the publication Homo sapiens
0.000085
-
3,5-dichlorosalicylic acid mutant L54V, pH and temperature not specified in the publication Homo sapiens
0.000273
-
3,5-dichlorosalicylic acid mutant L306A, pH and temperature not specified in the publication Homo sapiens
0.00279
-
3,5-dichlorosalicylic acid mutant L308V, pH and temperature not specified in the publication Homo sapiens