|
[PMID]: | 27771009 |
[Au] Autor: | Wiens B; De Luca V |
[Ad] Endereço: | Department of Biological Sciences, 1812 Sir Isaac Brock Way, Brock University, St. Catharines, Ontario L2S 3A1, Canada. Electronic address: bw09ep@badger.ac.brocku.ca. |
[Ti] Título: | Molecular and biochemical characterization of a benzenoid/phenylpropanoid meta/para-O-methyltransferase from Rauwolfia serpentina roots. |
[So] Source: | Phytochemistry;132:5-15, 2016 Dec. | [Is] ISSN: | 1873-3700 |
[Cp] País de publicação: | England |
[La] Idioma: | eng |
[Ab] Resumo: | The monoterpenoid indole alkaloids, reserpine and rescinnamine contain 3, 4, 5-trimethoxybenzoate or 3, 4, 5-trimethoxycinnamate, respectively, within their structures and they accumulate in different plant organs and particularly within roots of Rauwolfia serpentina. This plant also accumulates acylated sugars substituted with 3, 4, 5-trimethoxybenzoate and 3, 4, 5-trimethoxycinnamate. In the present study, transcriptome and metabolome analyses of R. serpentina roots allowed the identification of 7 candidate O-methytransferase (OMT) genes that might be associated with the formation of 3, 4, 5-trimethoxybenzoate and 3, 4, 5-trimethoxycinnamate and led to the molecular cloning of 4 genes for functional expression and analysis. Two candidate genes were expressed in E. coli and were shown to use different phenolics as methyl acceptors. RsOMT1, a member of the caffeoyl CoA-OMT-like family of genes, converted 3, 5 dimethoxy-4-hydroxycinnamic, caffeic and 3, 4, 5 trihydroxybenzoic acids to trimethoxycinnamic-, ferulic/isoferulic- and 3-methoxy, 4, 5 dihydroxybenzoic or 4-methoxy, 3, 5 dihydroxybenzoic acids, respectively, when supplied with these substrates. RsOMT3, a member of the caffeic acid-OMT-like family of genes, only converted caffeic acid to ferulic acid. Both enzymes showed considerable promiscuity with respect to various flavonoid substrates that they accepted. The para-O-methylation activity of RsOMT1 is quite rare and unusual for plant OMTs. The involvement of RsOMT1 and RsOMT3 in the assembly of trimethoxybenzoic and trimethoxycinnamic acids is discussed. |
[Mh] Termos MeSH primário: |
Metiltransferases/metabolismo Rauwolfia/enzimologia
|
[Mh] Termos MeSH secundário: |
Acil Coenzima A Benzoatos/metabolismo Cinamatos/metabolismo Clonagem Molecular Ácidos Cumáricos/metabolismo Escherichia coli/genética Flavonoides/metabolismo Estrutura Molecular Raízes de Plantas/química Raízes de Plantas/enzimologia Rauwolfia/genética Reserpina/análogos & derivados Reserpina/metabolismo Alcaloides de Triptamina e Secologanina/metabolismo Especificidade por Substrato
|
[Pt] Tipo de publicação: | JOURNAL ARTICLE |
[Nm] Nome de substância:
| 0 (Acyl Coenzyme A); 0 (Benzoates); 0 (Cinnamates); 0 (Coumaric Acids); 0 (Flavonoids); 0 (Secologanin Tryptamine Alkaloids); 53034-79-0 (caffeoyl-coenzyme A); 8B1QWR724A (Reserpine); AVM951ZWST (ferulic acid); EC 2.1.1.- (Methyltransferases); K6L9W0QP1W (reserpic acid); Q6W1F7DJ2D (rescinnamine) |
[Em] Mês de entrada: | 1702 |
[Cu] Atualização por classe: | 171129 |
[Lr] Data última revisão:
| 171129 |
[Sb] Subgrupo de revista: | IM |
[Da] Data de entrada para processamento: | 161025 |
[St] Status: | MEDLINE |
|
|
|