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5.5.1.6: chalcone isomerase

This is an abbreviated version!
For detailed information about chalcone isomerase, go to the full flat file.

Word Map on EC 5.5.1.6

Reaction

a chalcone
=
a flavanone

Synonyms

Chalcone isomerase, chalcone isomerase-like protein, Chalcone-flavanone isomerase, CHI, Chi-1, Chi1, CHI1A, CHI1B1, CHI1B2, CHI2, CHI2B1, CHI2B2, Chi3, CHI3A, CHI3A1, CHI3A2, CHI3B, CHI3B1, CHI3C1, CHI3C2, CHI4, CHI4A, CHI4B, CHIL, CHIL1, CHIL2, EFP, Isomerase, chalcone, MpCHI, SlCHI1, taxifolin-isomerizing enzyme, TRANSPARENT TESTA 5 protein, TT5, type IV CHI protein

ECTree

     5 Isomerases
         5.5 Intramolecular lyases
             5.5.1 Intramolecular lyases (only sub-subclass identified to date)
                5.5.1.6 chalcone isomerase

KM Value

KM Value on EC 5.5.1.6 - chalcone isomerase

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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0041
(+)-taxifolin
at pH 6.8 and 23°C
0.0072
2',4',6'-Trihydroxychalcone
-
isoenzyme II
0.008
2',4'-Dihydroxy-4-methoxychalcone
-
-
0.021 - 0.049
2',4'-dihydroxy-4-methylchalcone
0.0227 - 0.15
2',4'-dihydroxychalcone
0.01 - 0.021
2'-hydroxychalcone
0.112
4,2',4',6'-tetrahydrochalcone
pH 7.5, 25°C
0.002 - 0.0162
4,2',4',6'-Tetrahydroxychalcone
0.0084
4,2',4'-trihydrochalcone
pH 7.5, 25°C
0.0089 - 0.18
4,2',4'-trihydroxychalcone
0.015 - 0.029
4,2',5'-trihydroxychalcone
0.0425
4,2'-dihydrochalcone
pH 7.5, 25°C
0.013 - 0.02
4,2'-dihydroxychalcone
0.02987 - 0.05817
6'-Deoxychalcone
0.0535 - 0.08478
6'-hydroxychalcone
0.0053 - 0.0276
isoliquiritigenin
0.004
liquiritigenin
0.0024 - 0.354
naringenin chalcone
additional information
additional information
-
calculated and experimentally-derived free-energy barriers for the Michael addition of the deprotonated forms of chalcone and 6'-deoxychalcone in aqueous solution and enzyme. Substrates may exist in at least two different conformational forms according to the relative disposition of the carbonyl group and the alpha,beta-double bond. Only the S-trans conformer, which is not the most stable one in aqueous solution, is able to proceed up to the reaction products
-