Calculated ionisation potentials determine the oxidation of vanillin precursors by lignin peroxidase

Rimko Ten Have; Ivonne M.C.M. Rietjens; Sybe Hartmans; Henk J. Swarts; Jim A. Field

doi:10.1016/S0014-5793(98)00682-6

Calculated ionisation potentials determine the oxidation of vanillin precursors by lignin peroxidase

Rimko Ten Have, Ivonne M.C.M. Rietjens, Sybe Hartmans, Henk J. Swarts, Jim A. Field

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

In view of the biocatalytic production of vanillin, this research focused on the lignin peroxidase (LiP) catalysed oxidation of naturally occurring phenolic derivatives: O-methyl ethers, O-acetyl esters, and O- glucosyl ethers. The ionisation potential (IP) of a series of model compounds was calculated and compared to their experimental conversion by LiP, defining a relative IP threshold of approximately 9.0 eV. Based on this threshold value only the O-acetyl esters and glucosides of isoeugenol and coniferyl alcohol would be potential LiP substrates. Both O-acetyl esters were tested and were shown to be converted to O-acetyl vanillin in molar yields of 51.8 and 2.3%, respectively.

Original language	English (US)
Pages (from-to)	390-392
Number of pages	3
Journal	FEBS Letters
Volume	430
Issue number	3
DOIs	https://doi.org/10.1016/S0014-5793(98)00682-6
State	Published - Jul 3 1998
Externally published	Yes

Keywords

Ionization potential
Lignin peroxidase
Vanillin

ASJC Scopus subject areas

Biophysics
Structural Biology
Biochemistry
Molecular Biology
Genetics
Cell Biology

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10.1016/S0014-5793(98)00682-6

Cite this

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title = "Calculated ionisation potentials determine the oxidation of vanillin precursors by lignin peroxidase",

abstract = "In view of the biocatalytic production of vanillin, this research focused on the lignin peroxidase (LiP) catalysed oxidation of naturally occurring phenolic derivatives: O-methyl ethers, O-acetyl esters, and O- glucosyl ethers. The ionisation potential (IP) of a series of model compounds was calculated and compared to their experimental conversion by LiP, defining a relative IP threshold of approximately 9.0 eV. Based on this threshold value only the O-acetyl esters and glucosides of isoeugenol and coniferyl alcohol would be potential LiP substrates. Both O-acetyl esters were tested and were shown to be converted to O-acetyl vanillin in molar yields of 51.8 and 2.3%, respectively.",

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AU - Ten Have, Rimko

AU - Rietjens, Ivonne M.C.M.

AU - Hartmans, Sybe

AU - Swarts, Henk J.

AU - Field, Jim A.

PY - 1998/7/3

Y1 - 1998/7/3

N2 - In view of the biocatalytic production of vanillin, this research focused on the lignin peroxidase (LiP) catalysed oxidation of naturally occurring phenolic derivatives: O-methyl ethers, O-acetyl esters, and O- glucosyl ethers. The ionisation potential (IP) of a series of model compounds was calculated and compared to their experimental conversion by LiP, defining a relative IP threshold of approximately 9.0 eV. Based on this threshold value only the O-acetyl esters and glucosides of isoeugenol and coniferyl alcohol would be potential LiP substrates. Both O-acetyl esters were tested and were shown to be converted to O-acetyl vanillin in molar yields of 51.8 and 2.3%, respectively.

AB - In view of the biocatalytic production of vanillin, this research focused on the lignin peroxidase (LiP) catalysed oxidation of naturally occurring phenolic derivatives: O-methyl ethers, O-acetyl esters, and O- glucosyl ethers. The ionisation potential (IP) of a series of model compounds was calculated and compared to their experimental conversion by LiP, defining a relative IP threshold of approximately 9.0 eV. Based on this threshold value only the O-acetyl esters and glucosides of isoeugenol and coniferyl alcohol would be potential LiP substrates. Both O-acetyl esters were tested and were shown to be converted to O-acetyl vanillin in molar yields of 51.8 and 2.3%, respectively.

KW - Ionization potential

KW - Lignin peroxidase

KW - Vanillin

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Calculated ionisation potentials determine the oxidation of vanillin precursors by lignin peroxidase

Abstract

Keywords

ASJC Scopus subject areas

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