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Information on EC 5.5.1.6 - chalcone isomerase and Organism(s) Glycine max and UniProt Accession Q53B70

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Glycine max
UNIPROT: Q53B70 not found.
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Word Map
The taxonomic range for the selected organisms is: Glycine max
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
Synonyms
chalcone isomerase, chalcone-flavanone isomerase, chi-1, chil1, mpchi, slchi1, chil2, chi1a, chalcone isomerase-like protein, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
CHI1B2
Chalcone isomerase
-
-
-
-
Chalcone-flavanone isomerase
-
-
-
-
CHI
-
-
-
-
Chi1
isoform
CHI1A
CHI1B1
isoform
CHI2B1
-
isoform
CHI2B2
-
isoform
Chi3
isoform
CHI3A
-
isoform
CHI3A1
-
isoform
CHI3A2
-
isoform
CHI3B
-
isoform
CHI3B1
-
isoform
CHI3C1
-
isoform
CHI3C2
-
isoform
CHI4A
-
isoform
CHI4B
-
isoform
Isomerase, chalcone
-
-
-
-
TRANSPARENT TESTA 5 protein
-
-
-
-
PATHWAY SOURCE
PATHWAYS
-
-, -, -, -, -, -, -
SYSTEMATIC NAME
IUBMB Comments
flavanone lyase (decyclizing)
-
CAS REGISTRY NUMBER
COMMENTARY hide
9073-57-8
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2',4'-dihydroxy-4-methylchalcone
7-hydroxy-2-(4-methyl-phenyl)-chroman-4-one
show the reaction diagram
-
-
-
?
2',4'-dihydroxychalcone
7-hydroxy-2-phenyl-chroman-4-one
show the reaction diagram
-
-
-
?
2'-hydroxychalcone
2-phenyl-chroman-4-one
show the reaction diagram
-
-
-
?
4,2',4',6'-tetrahydroxychalcone
5,7-dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
show the reaction diagram
-
-
-
?
4,2',4'-trihydroxychalcone
7-hydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
show the reaction diagram
-
-
-
?
4,2',5'-trihydroxychalcone
6-hydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
show the reaction diagram
-
-
-
?
4,2'-dihydroxychalcone
2-(4-hydroxy-phenyl)-chroman-4-one
show the reaction diagram
-
-
-
?
a chalcone
a flavanone
show the reaction diagram
-
-
-
?
2',4'-dihydroxy-4-methylchalcone
7-hydroxy-2-(4-methyl-phenyl)-chroman-4-one
show the reaction diagram
-
-
-
?
2',4'-dihydroxychalcone
7-hydroxy-2-phenyl-chroman-4-one
show the reaction diagram
-
-
-
?
2'-Hydroxy-4-methoxychalcone
?
show the reaction diagram
-
-
-
-
?
2'-hydroxychalcone
2-phenyl-chroman-4-one
show the reaction diagram
-
-
-
?
4,2',4',6'-Tetrahydroxychalcone
5,7,4'-Trihydroxyflavanone
show the reaction diagram
4,2',4',6'-tetrahydroxychalcone
5,7-dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
show the reaction diagram
-
-
-
?
4,2',4'-trihydroxychalcone
(2S)-4',7-dihydroxyflavanone
show the reaction diagram
4,2',4'-trihydroxychalcone
7-hydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
show the reaction diagram
-
-
-
?
4,2',5'-trihydroxychalcone
6-hydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
show the reaction diagram
-
-
-
?
4,2'-dihydroxychalcone
2-(4-hydroxy-phenyl)-chroman-4-one
show the reaction diagram
-
-
-
?
a chalcone
a flavanone
show the reaction diagram
-
-
-
?
additional information
?
-
-
the enzyme plays an important role in flavonoid metabolism
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
a chalcone
a flavanone
show the reaction diagram
-
-
-
?
a chalcone
a flavanone
show the reaction diagram
-
-
-
?
additional information
?
-
-
the enzyme plays an important role in flavonoid metabolism
-
-
?
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4,2',4'-trihydroxychalcone
-
substrate inhibition
4,4'-Dihydroxychalcone
-
-
5,7,3',4',5'-Pentahydroxyflavonol
-
i.e. myricetin, inhibits isomerization of 4,2',4'-trihydroxychalcone
5,7,4'-Trihydroxyflavanone
-
i.e. naringenin, inhibits isomerization of 4,2',4'-trihydroxychalcone
5,7,4'-trihydroxyflavone
-
i.e. apigenin, inhibits isomerization of 4,2',4'-trihydroxychalcone
5,7,4'-trihydroxyflavonol
-
i.e. kaempferol, inhibits isomerization of 4,2',4'-trihydroxychalcone
6,4'-Dihydroxyaurone
-
inhibits isomerization of 4,2',4'-trihydroxychalcone
7,3',4'-Trihydroxyflavonol
-
i.e. fisetin, inhibits isomerization of 4,2',4'-trihydroxychalcone
7,3'-Dihydroxy-4'-methoxyflavonol
-
inhibits isomerization of 4,2',4'-trihydroxychalcone
7,4'-Dihydroxyflavone
-
inhibits isomerization of 4,2',4'-trihydroxychalcone
7,4'-dihydroxyflavonol
-
inhibits isomerization of 4,2',4'-trihydroxychalcone
7-Hydroxy,4'-methoxyflavone
-
inhibits isomerization of 4,2',4'-trihydroxychalcone
diethyl dicarbonate
-
4,4'-dihydroxychalcone protects, treatment with hydroxylamine does not restore activity. In the presence of morin hydrate, all of the histidine residues of chalcone isomerase can be modified without significant loss in catalytic activity
HgCl2
-
complete restoration of activity after treatment with KCN or thiols. Complete protection by 5,7,4'-trihydroxyflavanone
Morin hydrate
-
competitive
NEM
-
-
p-hydroxymercuribenzoate
-
complete restoration of activity after treatment with KCN or thiols. Complete protection by 5,7,4'-trihydroxyflavanone
tetrathionate
-
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.021
2',4'-dihydroxy-4-methylchalcone
pH 8, 20°C
0.042
2',4'-dihydroxychalcone
pH 8, 20°C
0.01
2'-hydroxychalcone
pH 8, 20°C
0.007
4,2',4',6'-Tetrahydroxychalcone
pH 8, 20°C
0.02
4,2',4'-trihydroxychalcone
pH 8, 20°C
0.015
4,2',5'-trihydroxychalcone
pH 8, 20°C
0.013
4,2'-dihydroxychalcone
pH 8, 20°C
0.049
2',4'-dihydroxy-4-methylchalcone
pH 8, 20°C
0.15
2',4'-dihydroxychalcone
pH 8, 20°C
0.021
2'-hydroxychalcone
pH 8, 20°C
0.002 - 0.015
4,2',4',6'-Tetrahydroxychalcone
0.01 - 0.18
4,2',4'-trihydroxychalcone
0.029
4,2',5'-trihydroxychalcone
pH 8, 20°C
0.02
4,2'-dihydroxychalcone
pH 8, 20°C
0.004
liquiritigenin
-
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
96.8
2',4'-dihydroxy-4-methylchalcone
pH 8, 20°C
86.3
2',4'-dihydroxychalcone
pH 8, 20°C
37.4
2'-hydroxychalcone
pH 8, 20°C
219.1
4,2',4',6'-Tetrahydroxychalcone
pH 8, 20°C
84.5
4,2',4'-trihydroxychalcone
pH 8, 20°C
32.5
4,2',5'-trihydroxychalcone
pH 8, 20°C
22.6
4,2'-dihydroxychalcone
pH 8, 20°C
35.5
2',4'-dihydroxy-4-methylchalcone
pH 8, 20°C
42
2',4'-dihydroxychalcone
pH 8, 20°C
59.9
2'-hydroxychalcone
pH 8, 20°C
152.2 - 833
4,2',4',6'-Tetrahydroxychalcone
51.3 - 183
4,2',4'-trihydroxychalcone
62.5
4,2',5'-trihydroxychalcone
pH 8, 20°C
57.4
4,2'-dihydroxychalcone
pH 8, 20°C
additional information
additional information
-
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
340
-
-
additional information
-
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7 - 8.7
-
isomerization of 4,2',4'-trihydroxychalcone
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
CF1B2_SOYBN
226
0
24984
Swiss-Prot
Secretory Pathway (Reliability: 5)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
15600
-
meniscus-depletion equilibrium sedimentation
24000
-
gel filtration
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 24970, isoform CHI1B2, calculated from amino acid sequence
monomer
-
1 * 24000, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
no glycoprotein
-
-
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
production of enzyme derivatives in which the Cys residue has been converted to a series of unnatural amino acids. The results demonstrate that the Cys residue does not function as an acid-base or nucleophilic group during catalysis nor does it play any role in the substrate inhibition
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in bacteria or Saccharomyces cerevisiae
expression in bacteria or Saccharomyces cerevisiae
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Boland, M.J.; Wong, E.
Purification and kinetic properties of chalcone-flavanone isomerase from soya bean
Eur. J. Biochem.
50
383-389
1975
Glycine max
Manually annotated by BRENDA team
Bednar, R.A.; Hadcock, J.R.
Purification and characterization of chalcone isomerase from soybeans
J. Biol. Chem.
263
9582-9588
1988
Glycine max
Manually annotated by BRENDA team
Bednar, R.A.; McCaffrey, C.; Shan, K.
Introduction of unnatural amino acids into chalcone isomerase
Bioconjug. Chem.
2
211-216
1991
Glycine max
Manually annotated by BRENDA team
Bednar, R.A.; Adeniran, A.J.
Chemical modification of chalcone isomerase by diethyl pyrocarbonate: histidine residues are not essential for catalysis
Arch. Biochem. Biophys.
282
393-398
1990
Glycine max
Manually annotated by BRENDA team
Bednar, R.A.; Fried, W.B.; Lock, Y.W.; Pramanik, B.
Chemical modification of chalcone isomerase by mercurials and tetrathionate
J. Biol. Chem.
264
14272-14276
1989
Glycine max
Manually annotated by BRENDA team
Ralston, L.; Subramanian, S.; Matsuno, M.; Yu, O.
Partial reconstruction of flavonoid and isoflavonoid biosynthesis in yeast using soybean type I and type II chalcone isomerases
Plant Physiol.
137
1375-1388
2005
Glycine max (Q53B70), Glycine max (Q53B74), Glycine max (Q93XE6)
Manually annotated by BRENDA team
Wang, R.K.; Zhan, S.F.; Zhao, T.J.; Zhou, X.L.; Wang, C.E.
Positive selection sites in tertiary structure of Leguminosae chalcone isomerase 1
Genet. Mol. Res.
14
1957-1967
2015
Glycine max, Glycine max (A0A068JE73), Glycine max (Q93XE6)
Manually annotated by BRENDA team
Dastmalchi, M.; Dhaubhadel, S.
Soybean chalcone isomerase evolution of the fold, and the differential expression and localization of the gene family
Planta
241
507-523
2015
Glycine max, Glycine max (A0A068JE73), Glycine max (A0A068JF10), Glycine max (A7ISP6), Glycine max (O81980), Glycine max (Q53B70), Glycine max (Q53B75), Glycine max (Q93XE6)
Manually annotated by BRENDA team