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Isomerization of Fatty Acids: A Cellular Barrier Mechanism in Nanotechnology?

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This work is a kinetic study of the coupling reaction of 2-mercaptoethanol with methyl undecenoate and with methyl oleate through “click” chemistry. Reversibility and reactivity of each system were followed through Fourier Transform Infrared Spectroscopy and ATR conversion (FTIR-ATR) and Nuclear Magnetic Resonance Spectroscopy (1H NMR). It was proved that the addition of thiol to the alkene may be reversible, that it depends on factors such as the structure of the alkene and the concentration of thiol or photoinitiator, but that it is mainly affected by the isomerization process in fatty acids and the reactivity of each configuration (cis or trans). It was concluded that under our “click” chemical experimental conditions, the cis form of methyl oleate is more reactive than the trans form. Finally, the plausibility of applying this process in nanotechnology is discussed as a cellular barrier mechanism to avoid internalization of toxic nanoparticles.
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Keywords: Cellular Membrane; Fatty Acids; Isomerization; Nanotechnology; Thiyl Radicals

Document Type: Research Article

Affiliations: 1: National Nanotechnology Laboratory LANOTEC-CeNAT-CONARE, 10109 San José, Costa Rica 2: Department of Analytical Chemistry and Organic Chemistry, Universidad Rovira y Virgili, Campus Sescelades, Marcel.l'i Domingo s/n., 43007 Tarragona, Spain

Publication date: August 1, 2017

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  • Journal for Nanoscience and Nanotechnology (JNN) is an international and multidisciplinary peer-reviewed journal with a wide-ranging coverage, consolidating research activities in all areas of nanoscience and nanotechnology into a single and unique reference source. JNN is the first cross-disciplinary journal to publish original full research articles, rapid communications of important new scientific and technological findings, timely state-of-the-art reviews with author's photo and short biography, and current research news encompassing the fundamental and applied research in all disciplines of science, engineering and medicine.
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