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

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

Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas-IPN, Prolongación de Carpio y Plan de Ayala S/N, Colonia Santo Tomás, D.F. 11340, Mexico
Author to whom correspondence should be addressed.
Received: 6 May 2011 / Revised: 1 June 2011 / Accepted: 10 June 2011 / Published: 15 June 2011
(This article belongs to the Section Molecular Diversity)
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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 (CC BY 3.0).

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MDPI and ACS Style

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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