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Literature summary for 5.5.1.6 extracted from

  • Jez, J.M.; Noel, J.P.
    Reaction mechanism of chalcone isomerase. pH dependence, diffusion control, and product binding differences (2002), J. Biol. Chem., 277, 1361-1369.
    View publication on PubMed
Search for more literature for 5.5.1.6

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Medicago sativa

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0084
-
 4,2',4'-trihydrochalcone pH 7.5, 25°C Medicago sativa
0.0227
-
 2',4'-dihydroxychalcone pH 7.5, 25°C Medicago sativa
0.0425
-
 4,2'-dihydrochalcone pH 7.5, 25°C Medicago sativa
0.112
-
 4,2',4',6'-tetrahydrochalcone pH 7.5, 25°C Medicago sativa

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
24000
-
 gel filtration Medicago sativa

Organism

Organism UniProt Comment Textmining
Medicago sativa P28012
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Medicago sativa

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2',4'-dihydroxychalcone
-
 Medicago sativa 7-hydroxy-2-phenyl-chroman-4-one
-
 ?
2',4-dihydroxychalcone
-
 Medicago sativa ?
-
 ?
4,2',4',6'-tetrahydrochalcone
-
 Medicago sativa ?
-
 ?
4,2',4'-trihydrochalcone
-
 Medicago sativa ?
-
 ?
4,2'-dihydrochalcone
-
 Medicago sativa ?
-
 ?

Subunits

Subunits Comment Organism
monomer 1 * 24000, SDS-PAGE Medicago sativa

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
5526
-
 4,2'-dihydrochalcone pH 7.5, 25°C Medicago sativa
5530
-
 4,2'-dihydrochalcone pH 7.5, 25°C Medicago sativa
45300
-
 2',4'-dihydroxychalcone pH 7.5, 25°C Medicago sativa
135000
-
 4,2',4'-trihydrochalcone pH 7.5, 25°C Medicago sativa
670800
-
 4,2',4',6'-tetrahydrochalcone pH 7.5, 25°C Medicago sativa
671000
-
 4,2',4',6'-tetrahydrochalcone pH 7.5, 25°C Medicago sativa

pH Range

pH Minimum pH Maximum Comment Organism
additional information
-
 at pH 7.5 reactions of 4,2',4',6'-tetrahydrochalcone and 4,2',4'-trihydrochalcone and 2',4'-dihydroxychalcone are 90% diffusion controlled, whereas cyclization of 4,2'-dihydroxychalcone is limited by a chemical step that likely reflects the higher pKa of the 2'-hydroxyl group. At pH 6.0 the reactions with 4,2',4',6'-tetrahydrochalcone and 4,2',4'-trihydroxychalcone are 50% diffusion limited, whereas the reactions of 2',4'-dihydroxychalcone and 4,2'-dihydroxychalcone are limited by chemical steps Medicago sativa