Isolation and spectral characterization of plant-cuticle polyesters

Pacchiano, Ralph A.; Sohn, Won H.; Chlanda, Vicki L.; Garbow, Joel R.; Stark, Ruth E.

doi:10.1021/jf00025a017

Cited by 72 publications

(61 citation statements)

References 13 publications

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“…Results from the analysis of suberin monomers ( Table 3) obtained from the peel of potato variety Nikola by 1.0 M NaOMe-catalyzed methanolysis were similar to results found in the literature for other potato varieties (e.g., Irmgard, Russet Burbank) in which different depolymerization techniques were used (8,21,22). The most abundant compound groups were R,ω-diacids and ω-hydroxy acids, accounting together for >70% of monomers, with small proportions of fatty acids, alcohols, and aromatic compounds.…”

Section: Resultssupporting

confidence: 83%

Suberin of Potato (Solanum tuberosum Var. Nikola): Comparison of the Effect of Cutinase CcCut1 with Chemical Depolymerization

Järvinen¹,

Silvestre²,

Holopainen³

et al. 2009

J. Agric. Food Chem.

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Chemical and enzymatic depolymerizations of suberin isolated from potato peel (Solanum tuberosum var. Nikola) were performed under various conditions. Enzymatic hydrolysis with cutinase CcCut1 and chemical methanolysis with NaOMe of suberin yielded monomeric fragments, which were identified as TMS derivatives with GC-MS and GC-FID. The solid, hydrolysis-resistant residues were analyzed with solid state 13 C CPMAS NMR, FT-IR, and microscopic methods. Methanolysis released more CHCl 3 -soluble material than the cutinase treatment when determined gravimetrically. Interestingly, cutinase-catalyzed hydrolysis produced higher proportions of aliphatic monomers than hydrolysis with the NaOMe procedure when analyzed by GC in the form of TMS derivatives. Monomers released by the two methods were mainly R,ω-dioic acids and ω-hydroxy acids, but the ratios of the detected monomers were different, at 40.0 and 32.7% for methanolysis and 64.6 and 8.2% for cutinase, respectively. Thus, cutinase CcCut1 showed higher activity toward ester bonds of R,ω-dioic acids than toward the bonds of ω-hydroxy acids. The most abundant monomeric compounds were octadec-9-ene-1,18-dioic acid and 18-hydroxyoctadec-9-enoic acid, which accounted for ca. 37 and 28% of all monomers, respectively. The results of the analyses of the chemical and enzymatic hydrolysis products were supported by the spectroscopic analyses with FT-IR and CPMAS 13 C NMR together with the analysis of the microstructures of the hydrolysis residues by light and confocal microscopy.

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Section: Resultssupporting

confidence: 83%

Suberin of Potato (Solanum tuberosum Var. Nikola): Comparison of the Effect of Cutinase CcCut1 with Chemical Depolymerization

Järvinen¹,

Silvestre²,

Holopainen³

et al. 2009

J. Agric. Food Chem.

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“…1) of the bulk cuticle and dewaxed cuticle (PC1 and PC2, respectively) were similar to spectra obtained for the cuticles of Clivia miniata and lime leaves [24,25]. The bands at 2,930, 2,850, 1,463, 1,370, and 1,318 cm Ϫ1 are assigned mainly to CH 2 units in cutan and cutin polymers.…”

Section: Sorbent Characterizationsupporting

confidence: 74%

Sorption of phenanthrene and atrazine by plant cuticular fractions

Chefetz

2003

Enviro Toxic and Chemistry

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Abstract-Several studies have shown selective preservation of plant cuticular materials in soils. However, very little is known about their function as sorbents for the hydrophobic organic contaminants (HOCs) in the soil. In this study, we investigated the sorption and desorption of phenanthrene and atrazine by cuticular fractions of pepper (bulk, dewaxed, nonsaponifiable, and nonhydrolyzable) to better understand the sorptive activity of cuticular matter in soils. The bulk and dewaxed cuticles exhibited carbonnormalized distribution coefficients (K oc ) for phenanthrene and atrazine in the range of that reported for soil humic substances, although both samples were rich in aliphatic structures. No hysteresis was observed in the desorption isotherms of either solute. The nonhydrolyzable residue exhibited a very high K oc value for atrazine, whereas the nonsaponifiable sample exhibited the lowest K oc value for both sorbates. Based on solubility parameter data, it is suggested that the nonsaponifiable sample be considered an intermediate between the physical and chemical mixture of pectin and cutan/lignin-like fractions, whereas the dewaxed cuticle is a chemical blending of cutin and pectin. The n-hexane-normalized sorption data suggest that the pepper cuticle can interact specifically with atrazine. This study leads to the conclusion that the contribution of aliphatic-rich plant biopolymers to the sorption of HOCs can be significant because of their preservation and accumulation in soils.

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“…According to previously published procedures (Stark and Garbow, 1992;Pacchiano et al, 1993), fresh potatoes (Solanum tuberosum L. cv Russet Burbank) were cleaned and peeled under sterile conditions. The tubers were cut into 2-ϫ 20-ϫ 30-mm sections and aerated in a dark incubator at 25°C for 7 d. The brown layer of wound periderm on the surface of the potato discs was collected by blade peeling to streamline the removal of unsuberized storage parenchyma cells (Bernards et al, 1995).…”

Section: Purification Of the Wound-healing Periderm Of Potato Tuber Pmentioning

confidence: 99%

Glycerol Is a Suberin Monomer. New Experimental Evidence for an Old Hypothesis1

et al. 1999

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The monomer composition of the esterified part of suberin can be determined using gas chromatography-mass spectroscopy technology and is accordingly believed to be well known. However, evidence was presented recently indicating that the suberin of green cotton (Gossypium hirsutum cv Green Lint) fibers contains substantial amounts of esterified glycerol. This observation is confirmed in the present report by a sodium dodecyl sulfate extraction of membrane lipids and by a developmental study, demonstrating the correlated accumulation of glycerol and established suberin monomers. Corresponding amounts of glycerol also occur in the suberin of the periderm of cotton stems and potato (Solanum tuberosum) tubers. A periderm preparation of wound-healing potato tuber storage parenchyma was further purified by different treatments. As the purification proceeded, the concentration of glycerol increased at about the same rate as that of ␣, -alkanedioic acids, the most diagnostic suberin monomers. Therefore, it is proposed that glycerol is a monomer of suberins in general and can cross-link aliphatic and aromatic suberin domains, corresponding to the electrontranslucent and electron-opaque suberin lamellae, respectively. This proposal is consistent with the reported dimensions of the electron-translucent suberin lamellae.Suberin and cutin are insoluble, lipophilic biopolymers. Together with complex mixtures of soluble lipids, they form the protective layers of higher plants: the cuticle of the epidermis and the suberin layers of the periderm and the exodermis. These cell layers are diffusion barriers for water and other

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Isolation and spectral characterization of plant-cuticle polyesters

Cited by 72 publications

References 13 publications

Suberin of Potato (Solanum tuberosum Var. Nikola): Comparison of the Effect of Cutinase CcCut1 with Chemical Depolymerization

Suberin of Potato (Solanum tuberosum Var. Nikola): Comparison of the Effect of Cutinase CcCut1 with Chemical Depolymerization

Sorption of phenanthrene and atrazine by plant cuticular fractions

Glycerol Is a Suberin Monomer. New Experimental Evidence for an Old Hypothesis1

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