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Alice Di Girolamo Michele Pedrotti Alex Koot Francel Verstappen Adèle van Houwelingen Celina Vossen Harro Bouwmeester Dick de Ridder Jules Beekwilder 《Journal of mass spectrometry : JMS》2023,58(6):e4951
In this work, we introduce the application of proton transfer reaction mass spectrometry (PTR-MS) for the selection of improved terpene synthase mutants. In comparison with gas chromatography mass spectrometry (GC-MS)-based methods, PTR-MS could offer advantages by reduction of sample preparation steps and analysis time. The method we propose here allows for minimal sample preparation and analysis time and provides a promising platform for the high throughput screening (HTS) of large enzyme mutant libraries. To investigate the feasibility of a PTR-MS-based screening method, we employed a small library of Callitropsis nootkatensis valencene synthase (CnVS) mutants. Bacterial cultures expressing enzyme mutants were subjected to different growth formats, and headspace terpenes concentrations measured by PTR-Qi-ToF-MS were compared with GC-MS, to rank the activity of the enzyme mutants. For all cultivation formats, including 96 deep well plates, PTR-Qi-ToF-MS resulted in the same ranking of the enzyme variants, compared with the canonical format using 100 mL flasks and GC-MS analysis. This study provides a first basis for the application of rapid PTR-Qi-ToF-MS detection, in combination with multi-well formats, in HTS screening methods for the selection of highly productive terpene synthases. 相似文献
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Ley SV Abad-Somovilla A Anderson JC Ayats C Bänteli R Beckmann E Boyer A Brasca MG Brice A Broughton HB Burke BJ Cleator E Craig D Denholm AA Denton RM Durand-Reville T Gobbi LB Göbel M Gray BL Grossmann RB Gutteridge CE Hahn N Harding SL Jennens DC Jennens L Lovell PJ Lovell HJ de la Puente ML Kolb HC Koot WJ Maslen SL McCusker CF Mattes A Pape AR Pinto A Santafianos D Scott JS Smith SC Somers AQ Spilling CD Stelzer F Toogood PL Turner RM Veitch GE Wood A Zumbrunn C 《Chemistry (Weinheim an der Bergstrasse, Germany)》2008,14(34):10683-10704
We describe in full the first synthesis of the potent insect antifeedant azadirachtin through a highly convergent approach. An O-alkylation reaction is used to unite decalin ketone and propargylic mesylate fragments, after which a Claisen rearrangement constructs the central C8-C14 bond in a stereoselective fashion. The allene which results from this sequence then enables a second critical carbon-carbon bond forming event whereby the [3.2.1] bicyclic system, present in the natural product, is generated via a 5-exo-radical cyclisation process. Finally, using knowledge gained through our early studies into the reactivity of the natural product, a series of carefully designed steps completes the synthesis of this challenging molecule. 相似文献
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