A spectroscopic characterization of a phenolic natural mediator in the laccase biocatalytic reaction

A. Martorana, L. Sorace, Harry Boer, R. Vazquez-Duhalt, R. Basosi (Corresponding Author), M.C. Baratto (Corresponding Author)

Research output: Contribution to journalArticleScientificpeer-review

10 Citations (Scopus)

Abstract

Multi-frequency ESR combined with NALDI-TOF MS has been used for the characterization of 3,5-dimethoxy-4-hydroxyacetophenone radical intermediate and by-products formed during the Coriolopsis gallica laccase catalytic reaction. A stable radical species is formed and an intense and well-structured ESR spectrum was detected and fully characterized at S-, X- and W-bands. The presence of by-products generated as the result of by-reactions has been investigated and analyzed through NALDI-TOF MS, performing the experiments versus time. The superior radical stability of such phenoxy radical, due to steric hindrance in ortho to the phenol group and the great delocalization of the unpaired electron on the acetyl substituent, makes acetosyringone particularly interesting for biotechnological applications. This represents a good example for the development of new stable laccase mediator molecules.
Original languageEnglish
Pages (from-to)203-208
Number of pages5
JournalJournal of Molecular Catalysis B: Enzymatic
Volume97
DOIs
Publication statusPublished - 2013
MoE publication typeA1 Journal article-refereed

Fingerprint

Laccase
Paramagnetic resonance
Byproducts
Phenol
Phenols
Electrons
Molecules
Experiments
acetosyringone
4-hydroxyacetophenone
phenoxy radical

Keywords

  • acetosyringone
  • laccase
  • multifrequency ESR
  • NALDI-TOF MS
  • radical intermediate

Cite this

Martorana, A. ; Sorace, L. ; Boer, Harry ; Vazquez-Duhalt, R. ; Basosi, R. ; Baratto, M.C. / A spectroscopic characterization of a phenolic natural mediator in the laccase biocatalytic reaction. In: Journal of Molecular Catalysis B: Enzymatic. 2013 ; Vol. 97. pp. 203-208.
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abstract = "Multi-frequency ESR combined with NALDI-TOF MS has been used for the characterization of 3,5-dimethoxy-4-hydroxyacetophenone radical intermediate and by-products formed during the Coriolopsis gallica laccase catalytic reaction. A stable radical species is formed and an intense and well-structured ESR spectrum was detected and fully characterized at S-, X- and W-bands. The presence of by-products generated as the result of by-reactions has been investigated and analyzed through NALDI-TOF MS, performing the experiments versus time. The superior radical stability of such phenoxy radical, due to steric hindrance in ortho to the phenol group and the great delocalization of the unpaired electron on the acetyl substituent, makes acetosyringone particularly interesting for biotechnological applications. This represents a good example for the development of new stable laccase mediator molecules.",
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A spectroscopic characterization of a phenolic natural mediator in the laccase biocatalytic reaction. / Martorana, A.; Sorace, L.; Boer, Harry; Vazquez-Duhalt, R.; Basosi, R. (Corresponding Author); Baratto, M.C. (Corresponding Author).

In: Journal of Molecular Catalysis B: Enzymatic, Vol. 97, 2013, p. 203-208.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - A spectroscopic characterization of a phenolic natural mediator in the laccase biocatalytic reaction

AU - Martorana, A.

AU - Sorace, L.

AU - Boer, Harry

AU - Vazquez-Duhalt, R.

AU - Basosi, R.

AU - Baratto, M.C.

PY - 2013

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N2 - Multi-frequency ESR combined with NALDI-TOF MS has been used for the characterization of 3,5-dimethoxy-4-hydroxyacetophenone radical intermediate and by-products formed during the Coriolopsis gallica laccase catalytic reaction. A stable radical species is formed and an intense and well-structured ESR spectrum was detected and fully characterized at S-, X- and W-bands. The presence of by-products generated as the result of by-reactions has been investigated and analyzed through NALDI-TOF MS, performing the experiments versus time. The superior radical stability of such phenoxy radical, due to steric hindrance in ortho to the phenol group and the great delocalization of the unpaired electron on the acetyl substituent, makes acetosyringone particularly interesting for biotechnological applications. This represents a good example for the development of new stable laccase mediator molecules.

AB - Multi-frequency ESR combined with NALDI-TOF MS has been used for the characterization of 3,5-dimethoxy-4-hydroxyacetophenone radical intermediate and by-products formed during the Coriolopsis gallica laccase catalytic reaction. A stable radical species is formed and an intense and well-structured ESR spectrum was detected and fully characterized at S-, X- and W-bands. The presence of by-products generated as the result of by-reactions has been investigated and analyzed through NALDI-TOF MS, performing the experiments versus time. The superior radical stability of such phenoxy radical, due to steric hindrance in ortho to the phenol group and the great delocalization of the unpaired electron on the acetyl substituent, makes acetosyringone particularly interesting for biotechnological applications. This represents a good example for the development of new stable laccase mediator molecules.

KW - acetosyringone

KW - laccase

KW - multifrequency ESR

KW - NALDI-TOF MS

KW - radical intermediate

U2 - 10.1016/j.molcatb.2013.08.013

DO - 10.1016/j.molcatb.2013.08.013

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SP - 203

EP - 208

JO - Journal of Molecular Catalysis B: Enzymatic

JF - Journal of Molecular Catalysis B: Enzymatic

SN - 1381-1177

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