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Transient Expression in Nicotiana Benthamiana Leaves for Triterpene Production at a Preparative Scale
Published on: August 16, 2018
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Just how insoluble are monoterpenes?
J D Weidenhamer1, F A Macias, N H Fischer
1Department of Chemistry, Louisiana State University, 70803, Baton Rouge, Louisiana.
Journal of Chemical Ecology
|November 20, 2013
Summary
Monoterpene ecological roles may be misunderstood. Oxygenated monoterpenes show higher water solubility than previously thought, potentially acting as potent biological inhibitors in natural environments.
Area of Science:
- Ecology
- Biochemistry
- Environmental Science
Background:
- Ecological roles of monoterpenes are often inferred from their presumed low water solubility.
- This assumption may lead to inaccurate generalizations about their environmental impact and biological activity.
Purpose of the Study:
- To accurately determine the aqueous solubility of biologically active monoterpenes.
- To re-evaluate the potential ecological roles of monoterpenes based on their actual water solubility.
Main Methods:
- Aqueous solubility of 31 biologically active monoterpenes was measured.
- Gas chromatography was employed for precise solubility determination.
Main Results:
- Monoterpene hydrocarbons displayed low aqueous solubility (< 35 ppm).
- Oxygenated monoterpenes (ketones and alcohols) exhibited significantly higher solubilities, ranging from 155 to 6990 ppm.
- Many monoterpenes are phytotoxic below 100 ppm, a threshold lower than the saturated concentrations of oxygenated monoterpenes.
Conclusions:
- The high water solubility of oxygenated monoterpenes suggests they can reach biologically significant concentrations in natural systems.
- Dilute solutions of monoterpenes, previously underestimated, may function as potent inhibitors in plant tissues and soil solutions.
- Generalizations on monoterpene ecological roles require revision considering their varied aqueous solubilities.
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