Chalcone synthase

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	**[[7vf0]] - CpCHS 1 + naringenin + CoA <br />		**[[7vf0]] - CpCHS 1 + naringenin + CoA <br />
	**[[7f08]] - CHS + CoA – ''Abrus precatorius''<br />		**[[7f08]] - CHS + CoA – ''Abrus precatorius''<br />
		+	**[[8b32]] - HvCHS + CoA – ''Hordeum vulgare''<br />
		+	**[[8b3c]] - HvCHS + CoA + eriodictyol <br />
		+	**[[8b35]] - HvCHS + naringenin + CoA <br />
	}}		}}

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Revision as of 08:00, 23 January 2025

spinqualitylabelsall models Alfalfa chalcone synthase containing sulfinoalanine complex with CoA and sulfate (PDB code 1d6h) Show:Asymmetric Unit Biological Assembly Drag the structure with the mouse to rotate   Export Animated Image Function Chalcone synthase (CHS) is essential for the biosynthesis of flavonoids and anthocyanin pigments in plants. CHS condenses p-coumaroyl-CoA and three malonyl-CoA to produce the polyketide naringenin [1]. Relevance The CHS biosynthesis product naringenin has inhibitory activity on a Cyt P450 isoform which can have carcinogenic effect [2] and has significant antioxidant properties. Structural highlights . The Cys residue (3-sulfinoalanine is shown in this case) is the catalytic nucleophile tethering the starting group and the growing polyketide chain[3]. Water molecules are shown as red spheres.

3D structures of chalcone synthase

Updated on 23-January-2025

References

1. ↑ Yu HN, Wang L, Sun B, Gao S, Cheng AX, Lou HX. Functional characterization of a chalcone synthase from the liverwort Plagiochasma appendiculatum. Plant Cell Rep. 2015 Feb;34(2):233-45. doi: 10.1007/s00299-014-1702-8. Epub 2014 , Nov 18. PMID:25404490 doi:http://dx.doi.org/10.1007/s00299-014-1702-8
2. ↑ Kanno S, Tomizawa A, Hiura T, Osanai Y, Shouji A, Ujibe M, Ohtake T, Kimura K, Ishikawa M. Inhibitory effects of naringenin on tumor growth in human cancer cell lines and sarcoma S-180-implanted mice. Biol Pharm Bull. 2005 Mar;28(3):527-30. doi: 10.1248/bpb.28.527. PMID:15744083 doi:http://dx.doi.org/10.1248/bpb.28.527
3. ↑ Jez JM, Ferrer JL, Bowman ME, Dixon RA, Noel JP. Dissection of malonyl-coenzyme A decarboxylation from polyketide formation in the reaction mechanism of a plant polyketide synthase. Biochemistry. 2000 Feb 8;39(5):890-902. PMID:10653632