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Molecules 2011, 16(6), 4923-4936; doi:10.3390/molecules16064923
Article

Derivatives of 10,16-Dihydroxyhexadecanoic Acid Isolated from Tomato (Solanum lycopersicum) as Potential Material for Aliphatic Polyesters

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Received: 6 May 2011 / Revised: 1 June 2011 / Accepted: 10 June 2011 / Published: 15 June 2011
(This article belongs to the Section Organic Synthesis)
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Abstract

The main monomer of tomato cuticle, 10,16-dihydroxyhexadecanoic acid (or 10,16-dihydroxypalmitic acid; 10,16-DHPA), was isolated and used to efficiently synthesize two different monomers (16-hydroxy-10-oxo-hexadecanoic and 7-oxohexa-decanedioic acids) in addition to a dimer and linear and branched trimers. These compounds were fully characterized using NMR and MS techniques and could be used as starting materials for the synthesis of a wide range of chemicals and bio-polyesters, particularly the latter due to their physical properties, non-toxicity, and relative abundance among raw materials.
Keywords: cutin; tomato; 16-hydroxyacids; dimer; trimer cutin; tomato; 16-hydroxyacids; dimer; trimer
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Arrieta-Baez, D.; Cruz-Carrillo, M.; Gómez-Patiño, M.B.; Zepeda-Vallejo, L.G. Derivatives of 10,16-Dihydroxyhexadecanoic Acid Isolated from Tomato (Solanum lycopersicum) as Potential Material for Aliphatic Polyesters. Molecules 2011, 16, 4923-4936.

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