Selective solubilization of tomato fruit epicuticular wax constituents by Triton X-100 surfactant

Research output: Contribution to journalArticleResearchpeer review

Authors

  • Hiroto Tamura
  • Moritz Knoche
  • Yoshiyuki Hayashi
  • Martin J. Bukovac

External Research Organisations

  • Meijo University
  • Martin Luther University Halle-Wittenberg
  • Shionogi & Co., Ltd.
  • Michigan State University (MSU)
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Details

Original languageEnglish
Pages (from-to)16-20
Number of pages5
JournalJournal of Pesticide Sciences
Volume26
Issue number1
Publication statusPublished - 2001
Externally publishedYes

Abstract

The effect of the surfactant Triton X-100, α-[4-(1,1,3,3-tetramethylbutyl) phenyl]-ω-hydroxypolyoxy-1,2-ethanediyl, on solubilization of epicuticular wax of mature tomato (Lycopersicon esculentum Mill.) fruit was investigated. The surfactant solubilized the unsaturated hydrocarbons, hexacosene and tritriacontadiene, and the triterpenols, α-and β-amyrins; solubilization was concentration dependent above the critical micelle concentration. Only traces or nondetectable quantities of saturated hydrocarbons were solubilized. Our data provide a definitive evidence that the surfactant solubilized selective constituents of epicuticular wax. Based on calculation of the logarithm of octanol/water partition coefficients for wax constituents, it appears that the mechanism of surfactant solubilization of the constituents was not solely related to the hydrophobicity of the constituents, but may involve pi-pi interaction, van der Waals interaction or molecular conformation of the solubilized constituents. This solubilization of epicuticular wax may decrease the diffusive resistance of the cuticular membrane and, hence, facilitate penetration of surfactant-formulated foliar applied agrochemicals.

Keywords

    Cuticle, GC-MS, Lycopersicon esculentum, Micelle, Penetration, Solubilization

ASJC Scopus subject areas

Cite this

Selective solubilization of tomato fruit epicuticular wax constituents by Triton X-100 surfactant. / Tamura, Hiroto; Knoche, Moritz; Hayashi, Yoshiyuki et al.
In: Journal of Pesticide Sciences, Vol. 26, No. 1, 2001, p. 16-20.

Research output: Contribution to journalArticleResearchpeer review

Tamura H, Knoche M, Hayashi Y, Bukovac MJ. Selective solubilization of tomato fruit epicuticular wax constituents by Triton X-100 surfactant. Journal of Pesticide Sciences. 2001;26(1):16-20. doi: 10.1584/jpestics.26.16
Tamura, Hiroto ; Knoche, Moritz ; Hayashi, Yoshiyuki et al. / Selective solubilization of tomato fruit epicuticular wax constituents by Triton X-100 surfactant. In: Journal of Pesticide Sciences. 2001 ; Vol. 26, No. 1. pp. 16-20.
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AU - Tamura, Hiroto

AU - Knoche, Moritz

AU - Hayashi, Yoshiyuki

AU - Bukovac, Martin J.

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AB - The effect of the surfactant Triton X-100, α-[4-(1,1,3,3-tetramethylbutyl) phenyl]-ω-hydroxypolyoxy-1,2-ethanediyl, on solubilization of epicuticular wax of mature tomato (Lycopersicon esculentum Mill.) fruit was investigated. The surfactant solubilized the unsaturated hydrocarbons, hexacosene and tritriacontadiene, and the triterpenols, α-and β-amyrins; solubilization was concentration dependent above the critical micelle concentration. Only traces or nondetectable quantities of saturated hydrocarbons were solubilized. Our data provide a definitive evidence that the surfactant solubilized selective constituents of epicuticular wax. Based on calculation of the logarithm of octanol/water partition coefficients for wax constituents, it appears that the mechanism of surfactant solubilization of the constituents was not solely related to the hydrophobicity of the constituents, but may involve pi-pi interaction, van der Waals interaction or molecular conformation of the solubilized constituents. This solubilization of epicuticular wax may decrease the diffusive resistance of the cuticular membrane and, hence, facilitate penetration of surfactant-formulated foliar applied agrochemicals.

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