Reference on EC 5.5.1.6 - chalcone isomerase
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REF. 
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Liu, Q.; Bonness, M.S.; Liu, M.; Seradge, E.; Dixon, R.A.; Mabry, T.J.
Enzymes of B-ring-deoxy flavonoid biosynthesis in elicited cell cultures of "old man" cactus (Cephalocereus senilis)
Arch. Biochem. Biophys.
321
397-404
1995
Cephalocereus senilis, Echinocactus horizonthalonius, Myrtillocactus geometrizans, no activity in Stenocereus thurberi, Opuntia sp., Petunia x hybrida, Phaseolus vulgaris
Moustafa, E.; Wong, E.
Purification and properties of chalcone-flavanone isomerase from soya bean seed
Phytochemistry
6
625-632
1967
Soja hispida
-
Wiermann, R.
Aktivitt der Chalkon-Flavanon Isomerase and Akkumulation von phenylpropanoiden Verbindungen in Antheren
Planta
102
55-60
1972
Lilium candidum, Tulipa hybrid cultivar
-
Hahlbrock, K.; Ragg, H.
Light-induced changes of enzyme activities in parsley cell suspension cultures
Arch. Biochem. Biophys.
166
41-46
1975
Petroselinum crispum
Hinderer, W.; Noe, W.; Seitz, H.U.
Differentiation of metabolic pathways in the umbel of Daucus carota
Phytochemistry
22
2417-2420
1983
Daucus carota
-
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
Hrazdina, G.; Wagner, G.J.; Siegelman, H.W.
Subcellular localization of enzymes of anthocyanin biosynthesis in protoplasts
Phytochemistry
17
53-56
1978
Hippeastrum sp.
-
Dixon, R.A.; Dey, P.M.; Whitehead, I.M.
Purification and properties of chalcone isomerase from cell suspension cultures of Phaseolus vulgaris
Biochim. Biophys. Acta
715
25-33
1982
Phaseolus vulgaris
-
Van Weely, S.; Bleumer, A.; Spruyt, R.; Schram, A.W.
Chalcone isomerase in flowers of mutants of Petunia hybrida
Planta
159
226-230
1983
Petunia x hybrida
Gerrish, C.; Robbins, M.P.; Dixon, R.A.
trans-Cinnamic acid as a modulator of chalcone isomerase in bean cell suspension cultures
Plant Sci.
38
23-27
1985
Phaseolus vulgaris
-
Mol, J.N.M.; Robbins, M.P.; Dixon, R.A.; Veltkamp, E.
Spontaneous and enzymatic rearrangement of naringenin chalcone to flavanone
Phytochemistry
24
2267-2269
1985
Petunia x hybrida
-
Mehdy, M.C.; Lamb, C.J.
Chalcone isomerase cDNA cloning and mRNA induction by fungal elicitor, wounding and infection
EMBO J.
6
1527-1533
1987
Phaseolus vulgaris
Van Tunen, A.J.; Mol, J.N.M.
A novel purification procedure for chalcone flavanone isomerase from Petunia hybrida and the use of its antibodies to characterize the Po mutation
Arch. Biochem. Biophys.
257
85-91
1987
Petunia x hybrida
Ayabe, S.; Udagawa, A.; Furuya, T.
NAD(P)H-dependent 6-deoxychalcone synthase activity in Glycyrrhiza echinata cells induced by yeast extract
Arch. Biochem. Biophys.
261
458-462
1988
Glycyrrhiza echinata
Bednar, R.A.; Hadcock, J.R.
Purification and characterization of chalcone isomerase from soybeans
J. Biol. Chem.
263
9582-9588
1988
Glycine max
Fouche, S.D.; Dubery, I.A.
Chalcone isomerase from Citrus sinensis: purification and characterization
Phytochemistry
37
127-132
1994
Citrus sinensis
-
Terai, Y.; Fujii, I.; Byun, S.H.; Nakajima, O.; Hakamatsuka, T.; Ebizuka, Y.; Sankawa, U.
Cloning of chalcone-flavanone isomerase cDNA from Pueraria lobata and its overexpression in Escherichia coli
Protein Expr. Purif.
8
183-190
1996
Pueraria montana var. lobata (Q43056), Pueraria montana var. lobata
Cain, C.C.; Saslowsky, D.E.; Walker, R.A.; Shirley, B.W.
Expression of chalcone synthase and chalcone isomerase proteins in Arabidopsis seedlings
Plant Mol. Biol.
35
377-381
1997
Arabidopsis thaliana
Ni, W.; Fahrendorf, T.; Ballance, G.M.; Lamb, C.J.; Dixon, R.A.
Stress responses in alfalfa (Medicago sativa L.) XX. Transcriptional activation of phenylpropanoid pathway genes in elicitor-induced cell suspension cultures
Plant Mol. Biol.
30
427-438
1996
Medicago sativa
Bednar, R.A.; McCaffrey, C.; Shan, K.
Introduction of unnatural amino acids into chalcone isomerase
Bioconjug. Chem.
2
211-216
1991
Glycine max
Robbins, M.P.; Dixon, R.A.
Induction of chalcone isomerase in elicitor-treated bean cells. Comparison of rates of synthesis and appearance of immunodetectable enzyme
Eur. J. Biochem.
145
195-202
1984
Phaseolus vulgaris
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
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
McKhann, H.I.; Hirsch, A.M.
Isolation of chalcone synthase and chalcone isomerase cDNAs from alfalfa (Medicago sativa L.): highest transcript levels occur in young roots and root tips
Plant Mol. Biol.
24
767-777
1994
Medicago sativa
Grotewold, E.; Peterson, T.
Isolation and characterization of a maize gene encoding chalcone flavanone isomerase
Mol. Gen. Genet.
242
1-8
1984
Zea mays
Van Tunen, A.J.; Koes, R.E.; Spelt, C.E.; van der Krol, A.R.; Stuitje, A.R.; Mol, J.N.
Cloning of the chalcone isomerase genes from Petunia hybrida coordinate, light-regulated and differential expression of flavonoid genes
EMBO J.
7
1257-1263
1988
Petunia x hybrida
Wellmann, E.; Hrazdina, G.; Grisebach, H.
Induction of anthocyanin formation and of enzymes related to its biosynthesis by UV light in cell cultures of Haplopappus gracilis
Phytochemistry
15
913-915
1976
Xanthisma gracile
-
Jez, J.M.; Noel, J.P.
Reaction mechanism of chalcone isomerase. pH dependence, diffusion control, and product binding differences
J. Biol. Chem.
277
1361-1369
2002
Medicago sativa (P28012)
Jez, J.M.; Bowman, M.E.; Dixon, R.A.; Noel, J.P.
Structure and mechanism of the evolutionarily unique plant enzyme chalcone isomerase
Nat. Struct. Biol.
7
786-791
2000
Medicago sativa
Kimura, Y.; Aoki, T.; Ayabe, S.
Chalcone isomerase isozymes with different substrate specificities towards 6'-hydroxy- and 6'-deoxychalcones in cultured cells of Glycyrrhiza echinata, a leguminous plant producing 5-deoxyflavonoids
Plant Cell Physiol.
42
1169-1173
2001
Glycyrrhiza echinata
Hur, S.; Newby, Z.E.; Bruice, T.C.
Transition state stabilization by general acid catalysis, water expulsion, and enzyme reorganization in Medicago savita chalcone isomerase
Proc. Natl. Acad. Sci. USA
101
2730-2735
2004
Medicago sativa (P28012)
Gensheimer, M.; Mushegian, A.
Chalcone isomerase family and fold: no longer unique to plants
Protein Sci.
13
540-544
2004
Saccharomyces cerevisiae, Haemophilus influenzae, Neurospora crassa, Pasteurella multocida, Pseudomonas putida, Pseudomonas fluorescens, Pseudomonas syringae, Cupriavidus metallidurans, Schizosaccharomyces pombe, Shewanella oneidensis, Vibrio parahaemolyticus, Vibrio cholerae serotype O1, Haemophilus influenzae RD, Pseudomonas putida KT 2240, Pseudomonas fluorescens PfO-1, Shewanella oneidensis MR-1 / ATCC 700550
Herles, C.; Braune, A.; Blaut, M.
First bacterial chalcone isomerase isolated from Eubacterium ramulus
Arch. Microbiol.
181
428-434
2004
Eubacterium ramulus (V9P0A9), Eubacterium ramulus
Nishihara, M.; Nakatsuka, T.; Yamamura, S.
Flavonoid components and flower color change in transgenic tobacco plants by suppression of chalcone isomerase gene
FEBS Lett.
579
6074-6078
2005
Nicotiana tabacum (Q33DL3), Nicotiana tabacum
Kim, S.; Jones, R.; Yoo, K.S.; Pike, L.M.
Gold color in onions (Allium cepa): a natural mutation of the chalcone isomerase gene resulting in a premature stop codon
Mol. Genet. Genomics
272
411-419
2004
Allium cepa
Li, F.X.; Jin, Z.P.; Zhao, D.X.; Cheng, L.Q.; Fu, C.X.; Ma, F.
Overexpression of the Saussurea medusa chalcone isomerase gene in S. involucrata hairy root cultures enhances their biosynthesis of apigenin
Phytochemistry
67
553-560
2006
Saussurea medusa (Q8LKP9), Saussurea medusa
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)
Chemler, J.A.; Yan, Y.; Leonard, E.; Koffas, M.A.
Combinatorial mutasynthesis of flavonoid analogues from acrylic acids in microorganisms
Org. Lett.
9
1855-1858
2007
Scutellaria baicalensis
Xiao, Y.H.; Zhang, Z.S.; Yin, M.H.; Luo, M.; Li, X.B.; Hou, L.; Pei, Y.
Cotton flavonoid structural genes related to the pigmentation in brown fibers
Biochem. Biophys. Res. Commun.
358
73-78
2007
Gossypium hirsutum (A2IBF8), Gossypium hirsutum, Gossypium hirsutum T586 (A2IBF8)
Katsuyama, Y.; Funa, N.; Miyahisa, I.; Horinouchi, S.
Synthesis of unnatural flavonoids and stilbenes by exploiting the plant biosynthetic pathway in Escherichia coli
Chem. Biol.
14
613-621
2007
Pueraria montana var. lobata
Ruiz-Pernia, J.J.; Silla, E.; Tunon, I.
Enzymatic effects on reactant and transition states. The case of chalcone isomerase
J. Am. Chem. Soc.
129
9117-9124
2007
Medicago sativa
Ruiz-Pernia, J.J.; Silla, E.; Tunon, I.
Comparative computational analysis of different active site conformations and substrates in a chalcone isomerase catalyzed reaction
J. Phys. Chem. B
110
20686-20692
2006
Medicago sativa (P28012)
Kim, H.B.; Bae, J.H.; Lim, J.D.; Yu, C.Y.; An, C.S.
Expression of a functional type-I chalcone isomerase gene is localized to the infected cells of root nodules of Elaeagnus umbellata
Mol. Cell
23
405-409
2007
Elaeagnus umbellata
Li, F.; Jin, Z.; Qu, W.; Zhao, D.; Ma, F.
Cloning of a cDNA encoding the Saussurea medusa chalcone isomerase and its expression in transgenic tobacco
Plant Physiol. Biochem.
44
455-461
2006
Saussurea medusa (Q8LKP9), Saussurea medusa
Chen, R.; Liu, H.; Huang, Q.; Sun, G.; Huang, D.
Changes of chlorophyll and anthocyanin content and related enzyme activities of flower stalk in Chinese kale under different light intensities
Acta Hortic.
769
103-111
2008
Brassica oleracea var. alboglabra
-
Yamazaki, M.; Shibata, M.; Nishiyama, Y.; Springob, K.; Kitayama, M.; Shimada, N.; Aoki, T.; Ayabe, S.; Saito, K.
Differential gene expression profiles of red and green forms of Perilla frutescens leading to comprehensive identification of anthocyanin biosynthetic genes
FEBS J.
275
3494-3502
2008
Perilla frutescens
Pan, H.; Wang, Y.; Zhang, Y.; Zhou, T.; Fang, C.; Nan, P.; Wang, X.; Li, X.; Wei, Y.; Chen, J.
Phenylalanine ammonia lyase functions as a switch directly controlling the accumulation of calycosin and calycosin-7-O-beta-D-glucoside in Astragalus membranaceus var. mongholicus plants
J. Exp. Bot.
59
3027-3037
2008
Astragalus mongholicus (Q3HNP7), Astragalus mongholicus
Chiou, C.; Yeh, K.
Differential expression of MYB gene (OgMYB1) determines color patterning in floral tissue of Oncidium Gower Ramsey
Plant Mol. Biol.
66
379-388
2008
Oncidium hybrid cultivar (A7KTI4), Oncidium hybrid cultivar
Nakatsuka, A.; Mizuta, D.; Kii, Y.; Miyajima, I.; Kobayashi, N.
Isolation and expression analysis of flavonoid biosynthesis genes in evergreen azalea
Sci. Hortic.
118
314-320
2008
Rhododendron x pulchrum (A9ZMJ9)
-
Park, S.R.; Yoon, J.A.; Paik, J.H.; Park, J.W.; Jung, W.S.; Ban, Y.H.; Kim, E.J.; Yoo, Y.J.; Han, A.R.; Yoon, Y.J.
Engineering of plant-specific phenylpropanoids biosynthesis in Streptomyces venezuelae
J. Biotechnol.
141
181-188
2009
Medicago sativa (P28012), Medicago sativa
Zhang, H.C.; Liu, J.M.; Lu, H.Y.; Gao, S.L.
Enhanced flavonoid production in hairy root cultures of Glycyrrhiza uralensis Fisch by combining the over-expression of chalcone isomerase gene with the elicitation treatment
Plant Cell Rep.
28
1205-1213
2009
Glycyrrhiza uralensis (B2KK57), Glycyrrhiza uralensis
Niu, S.S.; Xu, C.J.; Zhang, W.S.; Zhang, B.; Li, X.; Lin-Wang, K.; Ferguson, I.B.; Allan, A.C.; Chen, K.S.
Coordinated regulation of anthocyanin biosynthesis in Chinese bayberry (Myrica rubra) fruit by a R2R3 MYB transcription factor
Planta
231
887-899
2010
Morella rubra (D6MPE5), Morella rubra
Park, N.I.; Xu, H.; Li, X.; Kim, S.J.; Park, S.U.
Enhancement of flavone levels through overexpression of chalcone isomerase in hairy root cultures of Scutellaria baicalensis
Funct. Integr. Genomics
11
491-496
2011
Scutellaria baicalensis (G3CRC0), Scutellaria baicalensis
Morkunas, I.; Narozna, D.; Nowak, W.; Samardakiewicz, S.; Remlein-Starosta, D.
Cross-talk interactions of sucrose and Fusarium oxysporum in the phenylpropanoid pathway and the accumulation and localization of flavonoids in embryo axes of yellow lupine
J. Plant Physiol.
168
424-433
2011
Lupinus luteus, Lupinus luteus Polo
Cheng, H.; Li, L.; Cheng, S.; Cao, F.; Wang, Y.; Yuan, H.
Molecular cloning and function assay of a chalcone isomerase gene (GbCHI) from Ginkgo biloba
Plant Cell Rep.
30
49-62
2011
Ginkgo biloba
Qin, J.C.; Zhu, L.; Gao, M.J.; Wu, X.; Pan, H.Y.; Zhang, Y.S.; Li, X.
Cloning and functional characterization of a chalcone isomerase from Trigonella foenum-graecum L
Planta Med.
77
765-770
2011
Trigonella foenum-graecum
Wang, Y.; Li, J.; Xia, R.
Expression of chalcone synthase and chalcone isomerase genes and accumulation of corresponding flavonoids during fruit maturation of Guoqing No. 4 satsuma mandarin (Citrus unshiu Marcow)
Sci. Hortic.
125
110-116
2010
Citrus unshiu (C3VPI9), Citrus unshiu Guoqing No. 4 satsuma (C3VPI9)
-
Gall, M.; Thomsen, M.; Peters, C.; Pavlidis, I.V.; Jonczyk, P.; Gruenert, P.P.; Beutel, S.; Scheper, T.; Gross, E.; Backes, M.; Geissler, T.; Ley, J.P.; Hilmer, J.M.; Krammer, G.; Palm, G.J.; Hinrichs, W.; Bornscheuer, U.T.
Enzymatic conversion of flavonoids using bacterial chalcone isomerase and enoate reductase
Angew. Chem. Int. Ed. Engl.
53
1439-1442
2014
Eubacterium ramulus (V9P0A9), Eubacterium ramulus
Wang, H.; Hu, T.; Huang, J.; Lu, X.; Huang, B.; Zheng, Y.
The expression of Millettia pinnata chalcone isomerase in Saccharomyces cerevisiae salt-sensitive mutants enhances salt-tolerance
Int. J. Mol. Sci.
14
8775-8786
2013
Pongamia pinnata
Kang, J.H.; McRoberts, J.; Shi, F.; Moreno, J.E.; Jones, A.D.; Howe, G.A.
The flavonoid biosynthetic enzyme chalcone isomerase modulates terpenoid production in glandular trichomes of tomato
Plant Physiol.
164
1161-1174
2014
Solanum lycopersicum
Li, Q.; Wang, J.; Sun, H.Y.; Shang, X.
Flower color patterning in pansy (Viola x wittrockiana Gams.) is caused by the differential expression of three genes from the anthocyanin pathway in acyanic and cyanic flower areas
Plant Physiol. Biochem.
84
134-141
2014
Viola x wittrockiana (A0A024CBP4)
Thomsen, M.; Tuukkanen, A.; Dickerhoff, J.; Palm, G.J.; Kratzat, H.; Svergun, D.I.; Weisz, K.; Bornscheuer, U.T.; Hinrichs, W.
Structure and catalytic mechanism of the evolutionarily unique bacterial chalcone isomerase
Acta Crystallogr. Sect. D
71
907-917
2015
Eubacterium ramulus (V9P0A9), Eubacterium ramulus
Lan, X.; Quan, H.; Xia, X.; Yin, W.; Zheng, W.
Molecular cloning and transgenic characterization of the genes encoding chalcone synthase and chalcone isomerase from the Tibetan herbal plant Mirabilis himalaica
Biotechnol. Appl. Biochem.
63
419-426
2016
Mirabilis himalaica
Keykha, F.; Bagheri, A.; Moshtaghi, N.; Bahrami, A.R.; Sharifi, A.
RNAi-induced silencing in floral tissues of Petunia hybrida by agroinfiltration a rapid assay for chalcone isomerase gene function analysis
Cell. Mol. Biol.
62
26-31
2016
Petunia x hybrida
Chen, M.; Zhu, W.J.; You, X.; Liu, Y.D.; Kaleri, G.M.; Yang, Q.
Isolation and characterization of a chalcone isomerase gene promoter from potato cultivars
Genet. Mol. Res.
14
18872-18885
2015
Solanum lycopersicum
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)
Braune, A.; Engst, W.; Elsinghorst, P.W.; Furtmann, N.; Bajorath, J.; Guetschow, M.; Blaut, M.
Chalcone isomerase from Eubacterium ramulus catalyzes the ring contraction of flavanonols
J. Bacteriol.
198
2965-2974
2016
Eubacterium ramulus (V9P0A9), Eubacterium ramulus, Eubacterium ramulus DSM 16296 (V9P0A9)
Jiang, W.; Yin, Q.; Wu, R.; Zheng, G.; Liu, J.; Dixon, R.A.; Pang, Y.
Role of a chalcone isomerase-like protein in flavonoid biosynthesis in Arabidopsis thaliana
J. Exp. Bot.
66
7165-7179
2015
Arabidopsis thaliana
Cheng, A.X.; Zhang, X.; Han, X.J.; Zhang, Y.Y.; Gao, S.; Liu, C.J.; Lou, H.X.
Identification of chalcone isomerase in the basal land plants reveals an ancient evolution of enzymatic cyclization activity for synthesis of flavonoids
New Phytol.
217
909-924
2018
Medicago sativa, Marchantia paleacea, Selaginella moellendorffii, Physcomitrella appendiculatum
Zhou, L.; Wang, Y.; Ren, L.; Shi, Q.; Zheng, B.; Miao, K.; Guo, X.
Overexpression of Ps-CHI1, a homologue of the chalcone isomerase gene from tree peony (Paeonia suffruticosa), reduces the intensity of flower pigmentation in transgenic tobacco
Plant Cell
116
285-295
2014
Paeonia suffruticosa (E7BLV6)
-
Morita, Y.; Takagi, K.; Fukuchi-Mizutani, M.; Ishiguro, K.; Tanaka, Y.; Nitasaka, E.; Nakayama, M.; Saito, N.; Kagami, T.; Hoshino, A.; Iida, S.
A chalcone isomerase-like protein enhances flavonoid production and flower pigmentation
Plant J.
78
294-304
2014
Ipomoea nil (X5IGL5), Ipomoea nil
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)
Park, S.H.; Lee, C.W.; Cho, S.M.; Lee, H.; Park, H.; Lee, J.; Lee, J.H.
Crystal structure and enzymatic properties of chalcone isomerase from the Antarctic vascular plant Deschampsia antarctica Desv
PLoS ONE
13
e0192415
2018
Deschampsia antarctica (G4U3G8), Deschampsia antarctica
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