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

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 calculat...

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Bibliographic Details
Published in:FEBS letters 1998-07, Vol.430 (3), p.390-392
Main Authors: ten Have, Rimko, Rietjens, Ivonne M.C.M, Hartmans, Sybe, Swarts, Henk J, Field, Jim A
Format: Article
Language:English
Subjects:
Benzaldehydes - chemical synthesis
Biochemie
Biochemistry
Electrons
Ethers - chemical synthesis
Ethers - chemistry
Industrial Microbiology
Industriële microbiologie
Ionization potential
Lignin peroxidase
Oxidation-Reduction
Peroxidases - chemistry
Substrate Specificity
Vanillin
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Summary: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.
ISSN:0014-5793
1873-3468
DOI:10.1016/S0014-5793(98)00682-6