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Uchida, Kai ; Akashi, Tomoyoshi ; Hirai, Masami Yokota FEBS Lett.,2021,595(20):2608-2615. DOI: 10.1002/1873-3468.14179 PubMed ID: 34390592
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Abstract: Xanthones are compounds with a di-Ph ether skeleton mainly found in plants and often glycosylated at carbon atoms. Although many C-glycosyltransferases (CGTs) participating in flavone C-glycosylation have been identified, MiCGT from Mangifera indica, adding sugar to an open-chain benzophenone skeleton, is the only identified xanthone biosynthesis-related CGT. Here, we identified two CGTs from Hypericum perforatum that add sugar to the closed-ring xanthone, but not benzophenone. These CGTs catalyze sugar transfer to the C-4 position of norathyriol (1,3,6,7-tetrahydroxyxanthone) to form isomangiferin (1,3,6,7-tetrahydroxyxanthone 4-C-glucoside), a major xanthone C-glucoside. This is the first study to report CGTs that mediate the direct C-glycosylation of xanthone.
Keywords: Hypericum perforatum ; C-glycosyltransferase ; isomangiferin ; norathyriol
Purchased from AmBeed: 2732-18-5
CAS No. : | 2732-18-5 | MDL No. : | MFCD00488354 |
Formula : | C9H6O4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | KIQQFVJHWNCGAU-UHFFFAOYSA-N |
M.W : | 178.14 | Pubchem ID : | 5324654 |
Synonyms : |
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Chemical Name : | 5,7-Dihydroxy-2H-chromen-2-one |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
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