Plant biopolyester cutin: a tough way to its chemical synthesis

Benı́tez, José J.; Garcı́a-Segura, Rafael; Heredia, Antonio

doi:10.1016/j.bbagen.2004.06.012

Cited by 33 publications

(24 citation statements)

References 7 publications

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“…Thus, the potential applied value of tomato fruit peel, grape skins and green tea residues have been assessed (Arrieta-Baez et al, 2011; Mendes et al, 2013; Tsubaki and Azuma, 2013). Some of these aliphatic compounds, specifically cutin monomers, have been used to synthetize long-chain polyesters, resulting in polymers with similar characteristics to the plant cutin (Benítez et al, 2004a; Heredia-Guerrero et al, 2009; Gómez-Patiño et al, 2013; Vilela et al, 2014). …”

Section: Introductionmentioning

confidence: 99%

Infrared and Raman spectroscopic features of plant cuticles: a review

et al. 2014

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The cuticle is one of the most important plant barriers. It is an external and continuous lipid membrane that covers the surface of epidermal cells and whose main function is to prevent the massive loss of water. The spectroscopic characterization of the plant cuticle and its components (cutin, cutan, waxes, polysaccharides and phenolics) by infrared and Raman spectroscopies has provided significant advances in the knowledge of the functional groups present in the cuticular matrix and on their structural role, interaction and macromolecular arrangement. Additionally, these spectroscopies have been used in the study of cuticle interaction with exogenous molecules, degradation, distribution of components within the cuticle matrix, changes during growth and development and characterization of fossil plants.

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Section: Introductionmentioning

confidence: 99%

Infrared and Raman spectroscopic features of plant cuticles: a review

et al. 2014

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“…On the other hand, a chemical method for cuticle synthesis was elaborated on the basis of extensive biotechnological research on biopolyester in vitro synthesis (Benίtez et al 2004; Heredia-Guerrero et al 2008, 2011; Domίnguez et al 2010). They showed that cutin monomers had bifunctional chemical groups with the potential to bind; according to polymer science, this indicates that they are able to generate a nonlinear, amorphous and cross-linked polymer (Domίnguez et al 2011).…”

Section: Introductionmentioning

confidence: 99%

Cutinsomes and lipotubuloids appear to participate in cuticle formation in Ornithogalum umbellatum ovary epidermis: EM–immunogold research

et al. 2014

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The outer wall of Ornithogalum umbellatum ovary and the fruit epidermis are covered with a thick cuticle and contain lipotubuloids incorporating 3H-palmitic acid. This was earlier evidenced by selective autoradiographic labelling of lipotubuloids. After post-incubation in a non-radioactive medium, some marked particles insoluble in organic solvents (similar to cutin matrix) moved to the cuticular layer. Hence, it was hypothesised that lipotubuloids participated in cuticle synthesis. It was previously suggested that cutinsomes, nanoparticles containing polyhydroxy fatty acids, formed the cuticle. Thus, identification of the cutinsomes in O. umbellatum ovary epidermal cells, including lipotubuloids, was undertaken in order to verify the idea of lipotubuloid participation in cuticle synthesis in this species. Electron microscopy and immunogold method with the antibodies recognizing cutinsomes were used to identify these structures. They were mostly found in the outer cell wall, the cuticular layer and the cuticle proper. A lower but still significant degree of labelling was also observed in lipotubuloids, cytoplasm and near plasmalemma of epidermal cells. It seems that cutinsomes are formed in lipotubuloids and then they leave them and move towards the cuticle in epidermal cells of O. umbellatum ovary. Thus, we suggest that (1) cutinsomes could take part in the synthesis of cuticle components also in plant species other than tomato, (2) the lipotubuloids are the cytoplasmic domains connected with cuticle formation and (3) this process proceeds via cutinsomes.

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“…It has been demonstrated that the presence of functionalizable groups, such as hydroxyl and carboxylate, in polyesters can efficiently increase their hydrophilicity and degradability, plus modulate their mechanical, thermal, chemical, and biological properties (Lecomte et al, 2006;Parrish and Emrick, 2006;Williams, 2007). Within the new group of degradable polymers, various types of aliphatic polyesters films have been described (Bayer et al, 2004;Benitez et al, 2004;Olsson et al, 2007;Heredia-Guerrero et al, 2009;Quinzler and Mecking, 2010;Stempfle et al, 2014;Benítez et al, 2015). Between them, successful polycondensation reactions have been achieved using titanium alkoxides as catalyst to afford the corresponding longchain aliphatic polyesters (Quinzler and Mecking, 2010;Stempfle et al, 2014).…”

Section: Introductionmentioning

confidence: 99%

Polymerization of 10,16-Dihydroxyhexadecanoic Acid, Main Monomer of Tomato Cuticle, Using the Lewis Acidic Ionic Liquid Choline Chloride·2ZnCl2

et al. 2015

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10,16-Dihydroxyhexadecanoic acid, main monomer of the tomato cuticle obtained from agroresidual wastes, was polymerized using ionic liquid (choline chloride·2ZnCl 2 ) as catalyst at three different temperatures (80, 90, and 100°C). The resulting polyesters obtained under these conditions were insoluble in most of the organic solvents and showed different physicochemical properties. While at 80°C, polymers were obtained as powder, and at higher temperature, they were found in viscous consistency. According to the cross polarization magic angle spinning nuclear magnetic resonance and Fourier transform infrared spectroscopy attenuated total reflectance analysis, polymers showed a linear structure with an increasing degree of esterification in position C-10. Polyesters were analyzed by means of differential scanning calorimetry, atomic force microscopy, and X-ray diffraction (small-and wide-angle scattering) techniques.

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Plant biopolyester cutin: a tough way to its chemical synthesis

Cited by 33 publications

References 7 publications

Infrared and Raman spectroscopic features of plant cuticles: a review

Infrared and Raman spectroscopic features of plant cuticles: a review

Cutinsomes and lipotubuloids appear to participate in cuticle formation in Ornithogalum umbellatum ovary epidermis: EM–immunogold research

Polymerization of 10,16-Dihydroxyhexadecanoic Acid, Main Monomer of Tomato Cuticle, Using the Lewis Acidic Ionic Liquid Choline Chloride·2ZnCl2

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