Sorption of volatile C1 to C6 alkanols in plant cuticles

Merk, Susanne; Riederer, Markus

doi:10.1093/jxb/48.5.1095

Cited by 24 publications

(11 citation statements)

References 48 publications

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“…Partition Experiments. Partitioning of VOCs between the gas and the cuticular material or the aqueous phase was measured by a static headspace gas chromatographic method described in detail elsewhere (35). In short, experimental procedures were as follows: exactly determined amounts of MX (4-400 mg) were added to 20 mL glass vials (Macherey-Nagel, Du ¨ren, Germany) sealed with PTFE-lined septum caps.…”

Section: Methodsmentioning

confidence: 99%

Sorption of Volatile Organic Chemicals in Plant Surfaces

Welke

Ettlinger

Riederer

1998

Environ. Sci. Technol.

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Sorption in the cuticles covering most of the aboveground surface of plants is the first step of the atmosphereto-vegetation transfer of volatile organic compounds (VOCs). The partitioning of 50 reference VOCs of varying physical-chemical properties between the vapor and the cuticular matrix (MX, obtained by dewaxing isolated cuticles) or aqueous phase, respectively, was studied at 25 °C using static headspace gas chromatography. Linear sorption isotherms were obtained over a wide range of concentrations, indicating that Henry's law applies. Concentration-independent cuticular polymer matrix (MX)/ air (K MXa ), air/water (K aw ), and MX/water (K MXw ) partition coefficients were derived from the slopes of the sorption isotherms. The experimentally determined values of K MXa ranged from 39 (isoprene) to 33 000 (1-hexanol). K MXa s were linearly related to the corresponding partition coefficients for the native cuticular membrane. The values of K aw of the reference compounds varied from 1.94 × 10 -4 (methanol) to 1.66 (limonene). MX/water (K MXw ) partition coefficients ranging from 0.090 (methanol) to 18 094 (limonene) were estimated from K MXa and K aw . For predictive purposes, a set of quantitative property/property and structure/property relationships between K MXa and simple physical-chemical properties and structural descriptors was established.

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Section: Methodsmentioning

confidence: 99%

Sorption of Volatile Organic Chemicals in Plant Surfaces

Welke

Ettlinger

Riederer

1998

Environ. Sci. Technol.

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“…The K ww for pyridate is more than 4 orders of magnitude higher than the K ww for CL9673 ( Figure and Table ). It was shown previously that the logarithms of partition coefficients in the cutin polymer ( , ) and in reconstituted cuticular wax () increased by a value of 0.5 with each additional methylene group added to the molecule.…”

Section: Discussionmentioning

confidence: 92%

Comparison of Sorption and Diffusion by Pyridate and Its Polar Metabolite in Isolated Cuticular Wax of Chenopodium album and Hordeum vulgare

Burghardt

Friedmann

Schreiber

et al. 2005

J. Agric. Food Chem.

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Sorption and diffusion of the herbicide pyridate and its metabolite CL9673 were measured in reconstituted cuticular waxes isolated from Chenopodium album L. and Hordeum vulgare L. (cultivar Igri) leaves. The compounds have the same basic chemical structure, except that pyridate is characterized by a C8-alkyl chain bound via a thioester to the ionizable hydroxyl group of CL9673. Sorption of the weak acid CL9673 from aqueous solutions into cuticular waxes was pH-dependent, and the apparent wax/water partition coefficients decreased with increasing pH. Wax/water partition coefficients of pyridate were not dependent on pH, and they were about 4 orders of magnitude higher as compared to the nondissociated species of CL9673. Diffusion coefficients measured in reconstituted cuticular wax for CL9673 fitted established models predicting diffusion coefficients in relation to molar volumes. However, this was not the case with pyridate, which was characterized by a self-accelerating effect leading to diffusion coefficients, which were up to 2 orders of magnitude higher than predicted from the molar volume. This is a remarkable result since pyridate represents a compound combining the properties of an active ingredient and of a plasticizer.

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“…These values were converted into waterplant cuticle partition coefficients (log KMX w ) through use of the gas-water partition (log Kaw) [denoted as log L W , previously (16)]. For log Kaw, we used our own compilation (16,20) together with a few values reported by Riederer et al (4,9). The latter workers were able to calculate only 40 log KMX w values, but we have data on all 50 possible values.…”

Section: Methodsmentioning

confidence: 99%

“…Air-MX partition coefficients, denoted as KMX a , were determined for 50 solutes through the technique of headspace analysis. These partition coefficients are actually the same as Ostwald solubility coefficients, L. For 40 of the solutes, gas-water partition coefficients (Kaw) were either determined (9) or were available (4) and were used to calculate water-MX partition coefficients (KMX w ) through KMX w ) KMX a -Kaw. Values of KMX w are important because they model the process of partition between wet deposition and the cuticle, whereas KMX a models partition between dry deposition and the cuticle.…”

Section: Introductionmentioning

confidence: 99%

“…The uptake of volatile organic compounds (VOCs) by foliage is of current interest, and a number of studies have been reported of partitioning of VOCs between air and foliage and modeling of this partition ( − ); a comprehensive review has been published (). A recent study () by Riederer et al presented measurements and models of sorption into plant cuticular matrix for 50 VOCs.…”

Section: Introductionmentioning

confidence: 99%

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Partition of Volatile Organic Compounds from Air and from Water into Plant Cuticular Matrix: An LFER Analysis

Platts

Abraham

1999

Environ. Sci. Technol.

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The partitioning of organic compounds between air and foliage and between water and foliage is of considerable environmental interest. The purpose of this work is to show that partitioning into the cuticular matrix of one particular species can be satisfactorily modeled by general equations we have previously developed and, hence, that the same general equations could be used to model partitioning into other plant materials of the same or different species. The general equations are linear free energy relationships that employ descriptors for polarity/polarizability, hydrogen bond acidity and basicity, dispersive effects, and volume. They have been applied to the partition of 62 very varied organic compounds between cuticular matrix of the tomato fruit, Lycopersicon esculentum, and either air (MX a ) or water (MX w ). Values of log MX a covering a range of 12.4 log units are correlated with a standard deviation of 0.232 log unit, and values of log MX w covering a range of 7.6 log unit are correlated with an SD of 0.236 log unit. Possibilities are discussed for the prediction of new air-plant cuticular matrix and water-plant cuticular matrix partition values on the basis of the equations developed.

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Sorption of volatile C1 to C6 alkanols in plant cuticles

Cited by 24 publications

References 48 publications

Sorption of Volatile Organic Chemicals in Plant Surfaces

Sorption of Volatile Organic Chemicals in Plant Surfaces

Comparison of Sorption and Diffusion by Pyridate and Its Polar Metabolite in Isolated Cuticular Wax of Chenopodium album and Hordeum vulgare

Partition of Volatile Organic Compounds from Air and from Water into Plant Cuticular Matrix: An LFER Analysis

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