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Literature summary for 5.3.3.1 extracted from

  • Childs, W.; Boxer, S.G.
    Solvation response along the reaction coordinate in the active site of ketosteroid isomerase (2010), J. Am. Chem. Soc., 132, 6474-6480.
    View publication on PubMedView publication on EuropePMC

Inhibitors

Inhibitors Comment Organism Structure
coumarin 183 binds tightly in the oxyanion hole of the enzyme and chemically resemble the intermediate in the catalytic cycle. Upon photoexcitation, the pKa of the hydroxyl group changes substantially. This light-activated change in electron density around the photoacid hydroxyl group simulates the change in substrate pKa during the catalytic cycle. When the light-driven reaction analog occurs in the KSI active site, the electrostatic environment changes little Pseudomonas putida
equilenin binds tightly in the oxyanion hole of the enzyme and chemically resemble the intermediate in the catalytic cycle. Upon photoexcitation, the pKa of the hydroxyl group changes substantially. This light-activated change in electron density around the photoacid hydroxyl group simulates the change in substrate pKa during the catalytic cycle. When the light-driven reaction analog occurs in the KSI active site, the electrostatic environment changes little Pseudomonas putida

Organism

Organism UniProt Comment Textmining
Pseudomonas putida
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information the enzyme catalyzes a C-H bond cleavage and formation through an enolate intermediate. Conversion of the ketone substrate to the enolate intermediate is simulated by a photoacid bound to the active site oxyanion hole. The lack of a significant solvation response in KSI suggests a preorganized active site Pseudomonas putida ?
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Synonyms

Synonyms Comment Organism
DELTA5-3-ketosteroid isomerase
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Pseudomonas putida
ketosteroid isomerase
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Pseudomonas putida
KSI
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Pseudomonas putida