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
-
5.5.1.6
-
flavonoid
-
anthocyanins
-
dihydroflavonol
-
ammonia-lyase
-
naringenin
-
phenylpropanoids
-
anthocyanidin
-
4-reductase
-
cinnamate
-
isoflavone
-
flavone
-
4-hydroxylase
-
isoflavonoids
-
3\'-hydroxylase
-
3-o-glucosyltransferase
-
r2r3-myb
-
4-coumarate:coa
-
leucoanthocyanidin
-
4-coumarate
-
3',5'-hydroxylase
-
agriculture
-
petroselinum
-
2s-naringenin
-
2s-flavanones
-
analysis
-
lindemuthianum
-
4.3.1.5
-
synthesis
- 5.5.1.6
- flavonoid
- anthocyanins
- dihydroflavonol
-
ammonia-lyase
- naringenin
-
phenylpropanoids
- anthocyanidin
-
4-reductase
- cinnamate
- isoflavone
- flavone
-
4-hydroxylase
-
isoflavonoids
-
3\'-hydroxylase
- 3-o-glucosyltransferase
-
r2r3-myb
-
4-coumarate:coa
-
leucoanthocyanidin
- 4-coumarate
-
3',5'-hydroxylase
- agriculture
- petroselinum
- 2s-naringenin
-
2s-flavanones
- analysis
- lindemuthianum
-
4.3.1.5
- synthesis
Reaction
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
5.5.1.6 chalcone isomeraseAdvanced search results
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results (Substrates Products
Substrates Products on EC 5.5.1.6 - chalcone isomerase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(2E)-3-(2-fluorophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
(2R)-2-(2-fluorophenyl)-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one
-
based on substrate (2E)-3-(2-fluorophenyl)acrylic acid in combinatorial expression system of 4-coumaroyl:Co A ligase, chalcone synthase, chalcone isomerase, and flavanone 3beta-hydrolase
-
-
?
(2E)-3-(2-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
(2R)-5,7-dihydroxy-2-(2-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
-
based on substrate (2E)-3-(2-hydroxyphenyl)acrylic acid in combinatorial expression system of 4-coumaroyl:Co A ligase, chalcone synthase, chalcone isomerase, and flavanone 3beta-hydrolase
-
-
?
(2E)-3-(3-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
(2R)-5,7-dihydroxy-2-(3-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
-
based on substrate (2E)-3-(3-hydroxyphenyl)acrylic acid in combinatorial expression system of 4-coumaroyl:Co A ligase, chalcone synthase, chalcone isomerase, and flavanone 3beta-hydrolase
-
-
?
(2E)-3-(4-aminophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
(2R)-2-(4-aminophenyl)-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one
-
based on substrate (2E)-3-(4-aminophenyl)acrylic acid in combinatorial expression system of 4-coumaroyl:Co A ligase, chalcone synthase, chalcone isomerase, and flavanone 3beta-hydrolase
-
-
?
(2E)-3-(4-fluorophenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
(2R)-2-(4-fluorophenyl)-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one
-
based on substrate (2E)-3-(4-fluorophenyl)acrylic acid in combinatorial expression system of 4-coumaroyl:Co A ligase, chalcone synthase, chalcone isomerase, and flavanone 3beta-hydrolase
-
-
?
(2E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
-
based on substrate (2E)-3-(4-hydroxyphenyl)acrylic acid in combinatorial expression system of 4-coumaroyl:Co A ligase, chalcone synthase, chalcone isomerase, and flavanone 3beta-hydrolase
-
-
?
2',4'-dihydroxy-4-methylchalcone
7-hydroxy-2-(4-methyl-phenyl)-chroman-4-one
-
-
-
?
4,2',4',6'-tetrahydroxychalcone
5,7-dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
-
-
-
?
4,2',4'-trihydroxychalcone
7-hydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
-
-
-
?
4,2',5'-trihydroxychalcone
6-hydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
-
-
-
?
4,2'-dihydroxychalcone
2-(4-hydroxy-phenyl)-chroman-4-one
-
-
-
?
(+)-dihydrokaempferol
maesopsin
60% activity compared to (+)-taxifolin
-
-
?
(+)-dihydrokaempferol
maesopsin
Eubacterium ramulus DSM 16296
60% activity compared to (+)-taxifolin
-
-
?
2',4'-dihydroxychalcone
7-hydroxy-2-phenyl-chroman-4-one
-
-
-
?
4,2',4',6'-Tetrahydroxychalcone
5,7,4'-Trihydroxyflavanone
-
i.e. naringenin chalcone
-
?
4,2',4',6'-Tetrahydroxychalcone
5,7,4'-Trihydroxyflavanone
-
-
i.e. naringenin
?
4,2',4',6'-Tetrahydroxychalcone
5,7,4'-Trihydroxyflavanone
-
-
-
?
4,2',4'-trihydroxychalcone
(2S)-4',7-dihydroxyflavanone
-
no activity
-
-
?
4,2',4'-trihydroxychalcone
(2S)-4',7-dihydroxyflavanone
-
-
highly stereoselective product formation
?
4,2',4'-trihydroxychalcone
(2S)-4',7-dihydroxyflavanone
-
r, at pH 7.6
the product is liquiritigenin
?
4,2',4'-trihydroxychalcone
(2S)-4',7-dihydroxyflavanone
-
-
the product is liquiritigenin
?
4,2',4'-trihydroxychalcone
(2S)-4',7-dihydroxyflavanone
-
i.e. isoliquiritigenin
the product is liquiritigenin
?
4,2',4'-trihydroxychalcone
(2S)-4',7-dihydroxyflavanone
-
no activity
-
-
?
6'-deoxychalcone
?
-
two isoenzymes act on both 6'-hydroxychalcone and 6'-deoxychalcone and are presumably involved in the legume-specific 6'-deoxyflavonoid pathway, while the other acts only on 6'-hydroxychalcone
-
?
6'-hydroxychalcone
?
-
two isoenzymes act on both 6'-hydroxychalcone and 6'-deoxychalcone and are presumably involved in the legume-specific 6'-deoxyflavonoid pathway, while the other acts only on 6'-hydroxychalcone
-
?
6'-hydroxychalcone
?
-
two isoenzymes act on both 6'-hydroxychalcone and 6'-deoxychalcone and presumably involved in the legume-specific 6'-deoxyflavonoid pathway, while the other acts only on 6'-hydroxychalcone
-
?
a chalcone
a flavanone
-
-
-
?
butein
(S)-eriodictyol
less than 1% activity compared to (+)-taxifolin
-
-
?
butein
(S)-eriodictyol
Eubacterium ramulus DSM 16296
less than 1% activity compared to (+)-taxifolin
-
-
?
isoliquiritigenin
liquiritigenin
low activity compared to naringenin chalcone
-
-
?
naringenin chalcone
(2S)-naringenin
-
naringenin chalcone (6'-hydroxychalcone) is the only substrate
-
-
?
additional information
?
-
-
presence of a premature stop codon in the gold CHI gene results in an inactive chalcone isomerase. Inactivation of chalcone isomerase results in a block in the flavonoid biosynthesis pathway and the accumulation of chalcone derivatives, including a yellow pigment which might be responsible for the unusual gold color in onion
-
-
?
additional information
?
-
-
the enzyme plays an important role in flavonoid metabolism
-
-
?
additional information
?
-
no activity with (-)-taxifolin, (-)-dihydrokaempferol, naringenin, or eriodictyol
-
-
?
additional information
?
-
-
no activity with (-)-taxifolin, (-)-dihydrokaempferol, naringenin, or eriodictyol
-
-
?
additional information
?
-
Eubacterium ramulus DSM 16296
no activity with (-)-taxifolin, (-)-dihydrokaempferol, naringenin, or eriodictyol
-
-
?
additional information
?
-
-
the enzyme plays an important role in flavonoid metabolism
-
-
?
additional information
?
-
-
involved in biosynthesis of 5-hydroxyflavonoids, 5-deoxyflavonoids and retrochalcone
-
-
?
additional information
?
-
-
the enzyme plays an important role in flavonoid metabolism
-
-
?
additional information
?
-
-
the enzyme is an essential compound in the biosynthesis of anthocyanin pigments, inducers of Rhizobium nodulation genes, and antimicrobial phytoalexins
-
?
additional information
?
-
the enzyme plays a major part in the cyclization reaction from chalcone to flavanone
-
-
?
additional information
?
-
-
the enzyme plays a major part in the cyclization reaction from chalcone to flavanone
-
-
?
additional information
?
-
CHI is involved in the anthocyanin biosynthetic pathway
-
-
?
additional information
?
-
-
CHI is involved in the anthocyanin biosynthetic pathway
-
-
?
additional information
?
-
-
light-induced increase in activity, enzyme of phenylpropanoid metabolism
-
-
?
additional information
?
-
-
the enzyme plays an important role in flavonoid metabolism
-
-
?
additional information
?
-
-
the enzyme catalyzes a step common to the synthesis of flavonoid pigments and isoflavonoid phytoalexins
-
-
?
additional information
?
-
-
the enzyme plays an important role in flavonoid metabolism
-
-
?
additional information
?
-
-
elicitor, heat-released from cell walls of the phytopathogenic fungus Colletotrichum lindemuthianum, induces synthesis of both active and inactive chalcone isomerase
-
-
?
additional information
?
-
key role of the enzyme in total flavonoid and apigenin synthesis
-
-
?
additional information
?
-
-
key role of the enzyme in total flavonoid and apigenin synthesis
-
-
?
additional information
?
-
-
the enzyme plays an important role in flavonoid metabolism
-
-
?
