Synthesis and characterization of a plant cutin mimetic polymer

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

doi:10.1016/j.polymer.2009.10.018

Cited by 39 publications

(38 citation statements)

References 15 publications

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“…We observed differences in IR spectra with those of tomato and apple cutin already reported. In contrast to Table 3 Comparison of ATR-FTIR absorption bands observed for natural apple cutin and hydrolyzed cutin polymers a Ѵ stretch, δ deformation, a asymmetric, s symmetric b s strong, m medium, w weak, v very, br broad apple, tomato cutin has a very weak band in 3,444 cm −1 which is the typical absorption region of hydroxyl group (3,000-3,700 cm −1 ) [44] (Fig. 5A, Table 3).…”

Section: Cutinase Activitymentioning

confidence: 99%

ANCUT2, an Extracellular Cutinase from Aspergillus nidulans Induced by Olive Oil

Castro-Ochoa

Peña-Montes

González-Canto

et al. 2012

Appl Biochem Biotechnol

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Cutinases are versatile carboxylic ester hydrolases with great potential in many biocatalytic processes, including biodiesel production. Genome sequence analysis of the model organism Aspergillus nidulans reveals four genes encoding putative cutinases. In this work, we purified and identified for the first time a cutinase (ANCUT2) produced by A. nidulans. ANCUT2 is a 29-kDa protein which consists of 255 amino acid residues. Comparison of the amino acid sequence of ANCUT2 with other microbial cutinase sequences revealed a high degree of homology with other fungal cutinases as well as new features, which include a serine-rich region and conserved cysteines. Cutinase production with different lipidic and carbon sources was also explored. Enzyme activity was induced by olive oil and some triacylglycerides and fatty acids, whereas it was repressed by glucose (1%) and other sugars. In some conditions, a 22-kDa post-translational processing product was also detected. The cutinase nature of the enzyme was confirmed after degradation of apple cutin.

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Section: Cutinase Activitymentioning

confidence: 99%

ANCUT2, an Extracellular Cutinase from Aspergillus nidulans Induced by Olive Oil

Castro-Ochoa

Peña-Montes

González-Canto

et al. 2012

Appl Biochem Biotechnol

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“…[1][2][3][4] The quantity of plastics produced currently in the world is around 250 Mtons per year with an average annual growth rate of 10%. [8][9][10][11][12][13] The most widely used renewable raw materials for non-fuel applications in chemical industry embrace plant oils, [14][15][16] lignin, 17 polysaccharides (mainly cellulose and starch), 18 sugars, 19 suberin, 20 cutin, 21 furfural 22 and others. 6 Simultaneously, such huge consumptions bring inevitable environmental pollutions.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of polyesters derived from renewable eugenol and α,ω-diols via a continuous overheating method

Zhao

et al. 2015

Polym. Chem.

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Two eugenol-based aromatic dimethyl terephthalate (DMT)-like monomers were prepared via thiol-ene click reaction and subsequent nucleophilic substitution reactions with methyl chloroacetate or 1,4-dibromobutane. Two series of thermoplastic polyesters derived from renewable eugenol and linear aliphatic α,ω-diols HO-(CH2)n-OH (n = 2, 3, 4, 6, 10, 12) were successfully synthesized. These prepared polyesters have weight-average molecular weights in the range of 18500-90500 g mol -1 , and polydispersities (PDI) between 1.8 and 2.2. Their chemical structures were all accurately characterized by 1 H NMR, 13 C NMR and FTIR. The random microstructures of synthetic polyesters were also explored by 13 C NMR. The obtained polyesters all exhibit thermal stability above 330°C. More importantly, the thermal stability, the maximum degradation rate and residue weight are intimately associated with the length of the linear aliphatic α,ω-diol. Their thermo-mechanical properties were studied by the differential scanning calorimetry (DSC) and dynamic mechanical analysis (DMA). The length of linear aliphatic α,ω-diol shows crucial influence on the glass transition temperature (Tg). With the gradually increase of the α,ω-diol length, the Tg of the synthesized polyester uniformly exhibits a tendency of decreasing. The polyesters are all amorphous materials at room temperature, whose Tg values range from -28.4 to 7.6°C. The incorporation of aromatic eugenol into the polyester chains reduces the crystallinity obviously, as well as the mechanical properties compared with conventional PET or PBT. The Young's modulus and ultimate strength are just in the range of 1.2-6.9 MPa and 0.96-3.37 MPa, respectively. On the contrary, the elongation at break reaches up to 840-1000%, indicating the excellent viscosity properties for such unmanageable viscous materials.

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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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Synthesis and characterization of a plant cutin mimetic polymer

Cited by 39 publications

References 15 publications

ANCUT2, an Extracellular Cutinase from Aspergillus nidulans Induced by Olive Oil

ANCUT2, an Extracellular Cutinase from Aspergillus nidulans Induced by Olive Oil

Synthesis and properties of polyesters derived from renewable eugenol and α,ω-diols via a continuous overheating method

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

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