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Stereoselectivity of chalcone isomerase with chalcone derivatives: a computational study

Journal of Molecular Modeling, 2013
Chalcone isomerase (CHI) catalyzes the intramolecular cyclization of chalcones into flavonoids. The activity of CHI is essential for the biosynthesis of flavonoids precursors of floral pigments and phenylpropanoid plant defense compounds. In the present study, we explored the detailed binding structures and binding free energies for two different ...
Yuan, Yao, Hui, Zhang, Ze-Sheng, Li
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Adaptive Evolution of Chalcone Isomerase Superfamily in Fagaceae

Biochemical Genetics, 2020
Chalcone Isomerase (CHI) catalyzes the biosynthesis of flavonoids and secondary metabolism in plants. Currently, there is no systematic analysis of CHIs gene family in Fagaceae which is available. In this study, twenty-two CHI proteins were identified in five species of the Fagaceae family.
Li-Mei Lin   +5 more
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Expression of chalcone synthase and chalcone isomerase proteins in Arabidopsis seedlings

Plant Molecular Biology, 1997
Antibodies have been developed against the first two enzymes of flavonoid biosynthesis in Arabidopsis thaliana. Chalcone synthase (CHS) and chalcone isomerase (CHI) were overexpressed and purified from Escherichia coli as fusion proteins with glutathione S-transferase from Schistosoma japonicum.
C C, Cain   +3 more
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Comparative biochemistry of chalcone isomerases

Phytochemistry, 1988
Abstract Fungal elicitor-inducible chalcone isomerase activity was present in suspension cultured cells of Phaseolus vulgaris , Glycine max and Medicago sativa , and a non-inducible activity was found in the purple sections of callus cultures of Petunia hybrida strain AK-5000.
Richard A. Dixon   +4 more
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Mechanism of action of chalcone isomerase

Bioorganic Chemistry, 1979
Abstract The pH profile of the rate of isomerization of 4,2′,4′-trihydroxychalcone catalyzed by chalcone isomerase shows dependence on the basic form of a group with a pK of 7.25. The same pH dependence is seen for the reverse reaction. Enzyme activity is lost in the presence of diethylpyrocarbonate at pH 6.0.
Michael J. Boland, Edmon Wong
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Chalcone isomerase in flowers of mutants of Petunia hybrida

Planta, 1983
The effect of the gene Po on the activity of chalcone isomerase was investigated in Petunia hybrida. Furthermore, isomerase activities isolated from petals were compared with those extracted from anthers. No effect of Po on the pH-dependence of the isomerase and its kinetic properties was observed.
S, van Weely   +3 more
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Introduction of unnatural amino acids into chalcone isomerase

Bioconjugate Chemistry, 1991
The active site cysteine residue of chalcone isomerase was rapidly and selectively modified under denaturing conditions with a variety of electrophilic reagents. These denatured and modified enzyme were renatured to produce enzyme derivatives containing a series of unnatural amino acids in the active site.
R A, Bednar, C, McCaffrey, K, Shan
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Role of Hydrogen Bonds in the Reaction Mechanism of Chalcone Isomerase

Biochemistry, 2002
In flavonoid, isoflavonoid, and anthocyanin biosynthesis, chalcone isomerase (CHI) catalyzes the intramolecular cyclization of chalcones into (S)-flavanones with a second-order rate constant that approaches the diffusion-controlled limit. The three-dimensional structures of alfalfa CHI complexed with different flavanones indicate that two sets of ...
Joseph M, Jez   +2 more
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Comparison of chalcone-flavanone isomerase heteroenzymes and isoenzymes

Phytochemistry, 1970
Abstract Chalcone-flavanone isomerases from mung bean seedlings ( Phaseolus aureus Roxb.), garbanzo bean seedlings ( Cicer arietinum L.) and parsley leaves ( Petroselinum hortense Hoffm.) have been separated into a number of isoenzymes by means of polyacrylamide gel electrophoresis.
K. Hahlbrock   +3 more
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Molecular cloning and in silico analysis of chalcone isomerase from Polygonum minus

Molecular Biology Reports, 2023
Chalcone isomerase (CHI; EC 5.5.1.6) is one of the key enzymes in the flavonoid biosynthetic pathway that is responsible for the intramolecular cyclization of chalcones into specific 2S-flavanones.In this study, the open reading frame (ORF) of CHI was successfully isolated from the cDNA of Polygonum minus at 711-bp long, encoding for 236 amino acid ...
Fatin Lyana Azman Shah   +6 more
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