Alkaloid chemodiversity in Mandragora spp. is associated with loss-of-functionality of MoH6H, a hyoscyamine 6 beta-hydroxylase gene
Schlesinger, Daniel1,2; Rikanati, Rachel Davidovich2; Volis, Sergei3; Faigenboim, Adi4; Vendramin, Vera5; Cattonaro, Federica5; Hooper, Matthew6; Oren, Elad2; Taylor, Mark6; Sitrit, Yaron7; Inbar, Moshe1; Lewinsohn, Efraim2
通讯作者Lewinsohn, Efraim(twefraim@agri.gov.il)
2019-06-01
发表期刊PLANT SCIENCE
ISSN0168-9452
卷号283页码:301-310
摘要Mandrakes (Mandragora spp., Solanaceae) are known to contain tropane alkaloids and have been used since antiquity in traditional medicine. Tropane alkaloids such as scopolamine and hyoscyamine are used in modern medicine to treat pain, motion sickness, as eye pupil dilators and antidotes against organo-phosphate poisoning. Hyoscyamine is converted to 6 beta-hydroxyhyoscyamine (anisodamine) and scopolamine by hyoscyamine 6 beta-hydroxylase (H6H), a 2-oxoglutarate dependent dioxygenase. We describe here a marked chemo-diversity in the tropane alkaloid content in Mandragora spp. M. officinarum and M. turcomanica lack anisodamine and scopolamine but display up to 10 fold higher hyoscyamine levels as compared with M. autumnalis. Transcriptomic analyses revealed that H6H is highly conserved among scopolamine-producing Solanaceae. MoH6H present in M. officinarum differs in several amino acid residues including a homozygotic mutation in the substrate binding region of the protein and its prevalence among accessions was confirmed by Cleaved-Amplified-Polymorphic-Sequence analyses. Functional expression revealed that MaH6H, a gene isolated from M. autumnalis encodes an active H6H enzyme while the MoH6H sequence isolated from M. officinarum was functionally inactive. A single G to T mutation in nucleotide 663 of MoH6H is associated with the lack of anisodamine and scopolamine in M. officinalis.
关键词Tropane alkaloids Anisodamine Hyoscyamine Scopolamine Solanaceae Cleaved-amplified-polymorphic-sequence (CAPS) analyses 2-Oxoglutarate-dependent dioxygenases
DOI10.1016/j.plantsci.2019.03.013
收录类别SCI
语种英语
WOS记录号WOS:000471085800029
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/67181
专题中国科学院东亚植物多样性与生物地理学重点实验室
通讯作者Lewinsohn, Efraim
作者单位1.Univ Haifa, Dept Evolutionary & Environm Biol, IL-31905 Haifa, Israel
2.Agr Res Org, Dept Vegetable Crops, Newe Yaar Res Ctr, POB 1021, IL-30095 Ramat Yishay, Israel
3.Kunming Inst Bot, 132 Lanhei Rd, Kunming 650201, Yunnan, Peoples R China
4.ARO, Inst Plant Sci, Volcani Ctr, Bet Dagan, Israel
5.IGA Technol Serv, Via J Linussio 51, I-33100 Udine, Italy
6.James Hutton Inst, Cell & Mol Sci, Dundee DD2 5DA, Scotland
7.Ben Gurion Univ Negev, Jacob Blaustein Inst F Desert Res, POB 653, IL-84105 Beer Sheva, Israel
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Schlesinger, Daniel,Rikanati, Rachel Davidovich,Volis, Sergei,et al. Alkaloid chemodiversity in Mandragora spp. is associated with loss-of-functionality of MoH6H, a hyoscyamine 6 beta-hydroxylase gene[J]. PLANT SCIENCE,2019,283:301-310.
APA Schlesinger, Daniel.,Rikanati, Rachel Davidovich.,Volis, Sergei.,Faigenboim, Adi.,Vendramin, Vera.,...&Lewinsohn, Efraim.(2019).Alkaloid chemodiversity in Mandragora spp. is associated with loss-of-functionality of MoH6H, a hyoscyamine 6 beta-hydroxylase gene.PLANT SCIENCE,283,301-310.
MLA Schlesinger, Daniel,et al."Alkaloid chemodiversity in Mandragora spp. is associated with loss-of-functionality of MoH6H, a hyoscyamine 6 beta-hydroxylase gene".PLANT SCIENCE 283(2019):301-310.
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