Suberin of potato (Solanum tuberosum var. Nikola)

Comparison of the effect of cutinase CcCut1 with chemical depolymerization

Riikka Järvinen, Armando J D Silvestre, Ulla Holopainen, Mika Kaimainen, Antti Nyyssölä, Ana M Gil, Carlos Pascoal Neto, Pekka Lehtinen, Johanna Buchert, Heikki Kallio

Research output: Contribution to journalArticleScientificpeer-review

20 Citations (Scopus)

Abstract

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 13C CPMAS NMR, FT-IR, and microscopic methods. Methanolysis released more CHCl3-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 α,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 α,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 13C NMR together with the analysis of the microstructures of the hydrolysis residues by light and confocal microscopy.
Original languageEnglish
Pages (from-to)9016-9027
Number of pages12
JournalJournal of Agricultural and Food Chemistry
Volume57
Issue number19
DOIs
Publication statusPublished - Oct 2009
MoE publication typeA1 Journal article-refereed

Fingerprint

cutinase
suberin
Depolymerization
depolymerization
Solanum tuberosum
Hydrolysis
potatoes
methanolysis
Monomers
acids
hydrolysis
Hydroxy Acids
Enzymatic hydrolysis
Acids
enzymatic hydrolysis
Nuclear magnetic resonance
Derivatives
chemical derivatives
Confocal microscopy
Optical microscopy

Keywords

  • Carboxylic Ester Hydrolases
  • Carboxylic Ester Hydrolases: metabolism
  • Fatty Acids
  • Fatty Acids: metabolism
  • Fourier Transform Infrared
  • Hydrolysis
  • Lipids
  • Lipids: chemistry
  • Lipids: isolation & purification
  • Magnetic Resonance Spectroscopy
  • Membrane Lipids
  • Membrane Lipids: metabolism
  • Methanol
  • Methanol: chemistry
  • Plant Tubers
  • Plant Tubers: chemistry
  • Polymers
  • Polymers: chemistry
  • Polymers: metabolism
  • Solanum tuberosum
  • Solanum tuberosum: chemistry
  • Spectroscopy
  • Substrate Specificity

Cite this

Järvinen, Riikka ; Silvestre, Armando J D ; Holopainen, Ulla ; Kaimainen, Mika ; Nyyssölä, Antti ; Gil, Ana M ; Pascoal Neto, Carlos ; Lehtinen, Pekka ; Buchert, Johanna ; Kallio, Heikki. / Suberin of potato (Solanum tuberosum var. Nikola) : Comparison of the effect of cutinase CcCut1 with chemical depolymerization. In: Journal of Agricultural and Food Chemistry. 2009 ; Vol. 57, No. 19. pp. 9016-9027.
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title = "Suberin of potato (Solanum tuberosum var. Nikola): Comparison of the effect of cutinase CcCut1 with chemical depolymerization",
abstract = "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 13C CPMAS NMR, FT-IR, and microscopic methods. Methanolysis released more CHCl3-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 α,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 α,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 13C NMR together with the analysis of the microstructures of the hydrolysis residues by light and confocal microscopy.",
keywords = "Carboxylic Ester Hydrolases, Carboxylic Ester Hydrolases: metabolism, Fatty Acids, Fatty Acids: metabolism, Fourier Transform Infrared, Hydrolysis, Lipids, Lipids: chemistry, Lipids: isolation & purification, Magnetic Resonance Spectroscopy, Membrane Lipids, Membrane Lipids: metabolism, Methanol, Methanol: chemistry, Plant Tubers, Plant Tubers: chemistry, Polymers, Polymers: chemistry, Polymers: metabolism, Solanum tuberosum, Solanum tuberosum: chemistry, Spectroscopy, Substrate Specificity",
author = "Riikka J{\"a}rvinen and Silvestre, {Armando J D} and Ulla Holopainen and Mika Kaimainen and Antti Nyyss{\"o}l{\"a} and Gil, {Ana M} and {Pascoal Neto}, Carlos and Pekka Lehtinen and Johanna Buchert and Heikki Kallio",
year = "2009",
month = "10",
doi = "10.1021/jf9008907",
language = "English",
volume = "57",
pages = "9016--9027",
journal = "Journal of Agricultural and Food Chemistry",
issn = "0021-8561",
publisher = "American Chemical Society",
number = "19",

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Suberin of potato (Solanum tuberosum var. Nikola) : Comparison of the effect of cutinase CcCut1 with chemical depolymerization. / Järvinen, Riikka; Silvestre, Armando J D; Holopainen, Ulla; Kaimainen, Mika; Nyyssölä, Antti; Gil, Ana M; Pascoal Neto, Carlos; Lehtinen, Pekka; Buchert, Johanna; Kallio, Heikki.

In: Journal of Agricultural and Food Chemistry, Vol. 57, No. 19, 10.2009, p. 9016-9027.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - Suberin of potato (Solanum tuberosum var. Nikola)

T2 - Comparison of the effect of cutinase CcCut1 with chemical depolymerization

AU - Järvinen, Riikka

AU - Silvestre, Armando J D

AU - Holopainen, Ulla

AU - Kaimainen, Mika

AU - Nyyssölä, Antti

AU - Gil, Ana M

AU - Pascoal Neto, Carlos

AU - Lehtinen, Pekka

AU - Buchert, Johanna

AU - Kallio, Heikki

PY - 2009/10

Y1 - 2009/10

N2 - 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 13C CPMAS NMR, FT-IR, and microscopic methods. Methanolysis released more CHCl3-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 α,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 α,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 13C NMR together with the analysis of the microstructures of the hydrolysis residues by light and confocal microscopy.

AB - 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 13C CPMAS NMR, FT-IR, and microscopic methods. Methanolysis released more CHCl3-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 α,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 α,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 13C NMR together with the analysis of the microstructures of the hydrolysis residues by light and confocal microscopy.

KW - Carboxylic Ester Hydrolases

KW - Carboxylic Ester Hydrolases: metabolism

KW - Fatty Acids

KW - Fatty Acids: metabolism

KW - Fourier Transform Infrared

KW - Hydrolysis

KW - Lipids

KW - Lipids: chemistry

KW - Lipids: isolation & purification

KW - Magnetic Resonance Spectroscopy

KW - Membrane Lipids

KW - Membrane Lipids: metabolism

KW - Methanol

KW - Methanol: chemistry

KW - Plant Tubers

KW - Plant Tubers: chemistry

KW - Polymers

KW - Polymers: chemistry

KW - Polymers: metabolism

KW - Solanum tuberosum

KW - Solanum tuberosum: chemistry

KW - Spectroscopy

KW - Substrate Specificity

U2 - 10.1021/jf9008907

DO - 10.1021/jf9008907

M3 - Article

VL - 57

SP - 9016

EP - 9027

JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

SN - 0021-8561

IS - 19

ER -