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231224s2017 xx |||||o 00| ||eng c |
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|a 10.1093/jxb/erw493
|2 doi
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|a pubmed24n0896.xml
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|a (DE-627)NLM26900386X
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|a (NLM)28204567
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|a DE-627
|b ger
|c DE-627
|e rakwb
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|a eng
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|a Chen, Xiaoyue
|e verfasserin
|4 aut
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|a A (-)-kolavenyl diphosphate synthase catalyzes the first step of salvinorin A biosynthesis in Salvia divinorum
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|c 2017
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
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|2 rdamedia
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|a ƒa Online-Ressource
|b cr
|2 rdacarrier
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|a Date Completed 16.11.2017
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|a Date Revised 12.01.2019
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|a published: Print
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|a Citation Status MEDLINE
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|a © The Author 2017. Published by Oxford University Press on behalf of the Society for Experimental Biology.
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|a Salvia divinorum (Lamiaceae) is an annual herb used by indigenous cultures of Mexico for medicinal and ritual purposes. The biosynthesis of salvinorin A, its major bioactive neo-clerodane diterpenoid, remains virtually unknown. This investigation aimed to identify the enzyme that catalyzes the first reaction of salvinorin A biosynthesis, the formation of (-)-kolavenyl diphosphate [(-)-KPP], which is subsequently dephosphorylated to afford (-)-kolavenol. Peltate glandular trichomes were identified as the major and perhaps exclusive site of salvinorin accumulation in S. divinorum. The trichome-specific transcriptome was used to identify candidate diterpene synthases (diTPSs). In vitro and in planta characterization of a class II diTPS designated as SdKPS confirmed its activity as (-)-KPP synthase and its involvement in salvinorin A biosynthesis. Mutation of a phenylalanine into histidine in the active site of SdKPS completely converts the product from (-)-KPP into ent-copalyl diphosphate. Structural elements were identified that mediate the natural formation of the neo-clerodane backbone by this enzyme and suggest how SdKPS and other diTPSs may have evolved from ent-copalyl diphosphate synthase
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|a Journal Article
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|a Research Support, Non-U.S. Gov't
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|a (–)-kolavenol
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|a (–)-kolavenyl diphosphate
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|a Salvia divinorum
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|a class II diterpene synthase
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|a diterpenoid diversification
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|a neo-clerodane diterpenoid
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|a neo-functionalization
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|a product specificity
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|a repeated evolution
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|a salvinorin A biosynthesis
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|a Diphosphates
|2 NLM
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|a Diterpenes, Clerodane
|2 NLM
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| 650 |
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|a Plant Proteins
|2 NLM
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| 650 |
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|a salvinorin A
|2 NLM
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| 650 |
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|a T56W91NG6J
|2 NLM
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| 700 |
1 |
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|a Berim, Anna
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Dayan, Franck E
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Gang, David R
|e verfasserin
|4 aut
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| 773 |
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|i Enthalten in
|t Journal of experimental botany
|d 1985
|g 68(2017), 5 vom: 01. Feb., Seite 1109-1122
|w (DE-627)NLM098182706
|x 1460-2431
|7 nnns
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| 773 |
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|g volume:68
|g year:2017
|g number:5
|g day:01
|g month:02
|g pages:1109-1122
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|u http://dx.doi.org/10.1093/jxb/erw493
|3 Volltext
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|d 68
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