Molecular Cloning and Characterization of a Xanthone Prenyltransferase from Hypericum calycinum Cell Cultures

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Tobias FieselLudger Beerhues

Abstract

In plants, prenylation of metabolites is widely distributed to generate compounds with efficient defense potential and distinct pharmacological activities profitable to human health. Prenylated compounds are formed by members of the prenyltransferase (PT) superfamily, which catalyze the addition of prenyl moieties to a variety of acceptor molecules. Cell cultures of Hypericum calycinum respond to elicitor treatment with the accumulation of the prenylated xanthone hyperxanthone E. A cDNA encoding a membrane-bound PT (HcPT) was isolated from a subtracted cDNA library and transcript preparations of H. calycinum. An increase in the HcPT transcript level preceded hyperxanthone E accumulation in cell cultures of H. calycinum treated with elicitor. The HcPT cDNA was functionally characterized by expression in baculovirus-infected insect cells. The recombinant enzyme catalyzed biosynthesis of 1,3,6,7-tetrahydroxy-8-prenylxanthone through regiospecific C-8 prenylation of 1,3,6,7-tetrahydroxyxanthone, indicating its involvement in hyperxanthone E formation. The enzymatic product shared significant structural features with the previously reported cholinesterase inhibitor γ-mangostin. Thus, our findings may offer a chance for semisynthesis...Continue Reading

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Citations

Jul 29, 2016·Journal of Natural Products·Ruishan WangJungui Dai
Apr 6, 2017·European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V·Mariam GaidLudger Beerhues
Dec 3, 2016·Fungal Genetics and Biology : FG & B·Jana BraeselDirk Hoffmeister
Dec 5, 2017·Acta Crystallographica. Section D, Structural Biology·Charles StewartJoseph P Noel
Dec 4, 2019·Chemistry & Biodiversity·Luiz C Klein-JúniorValdir Cechinel Filho
Jan 23, 2021·Plant Physiology and Biochemistry : PPB·Poonam SinghMariam Gaid
Oct 9, 2020·The Plant Journal : for Cell and Molecular Biology·Poonam SinghMariam Gaid
Feb 7, 2016·Current Opinion in Chemical Biology·Christopher R VickeryJoseph P Noel

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Datasets Mentioned

BETA
KT325851

Methods Mentioned

BETA
glycosylation
PCR
NMR

Software Mentioned

Basic Local Alignment Search Tool ( tblastx )
TargetP
SOSUI
Analyst
ImageJ
ChloroP
iPSORT

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