Biomimetic Dehydrogenation of Non‐Conventional Lignin Monomers on Cellulose Ferulate Interfaces

Research output: Contribution to journalResearch articleContributedpeer-review

Contributors

Abstract

Cellulose ferulate, synthesized by Mitsunobu reaction, is shaped into thin films and also used as an aqueous dispersion to perform artificial lignin polymerization on anchor groups. This biomimetic approach is carried out in a Quartz crystal microbalance with a dissipation monitoring (QCM-D) device to enable online monitoring of the dehydrogenation, applying H2O2 and adsorbed horseradish peroxidase (HRP). The systematic use of phenylpropanoids with different oxidation states, i.e., ferulic acid, coniferyl aldehyde, coniferyl alcohol, and eugenol allowed to conclude structure-property relationships. Both the deposited material, as well as the surface roughness increased with the hydrophobicity of the monomers. Beyond surface characterizations, py-GC-MS, HSQC NMR spectroscopy and Size exclusion chromatography (SEC) measurements revealed the linkage types β-β, β-5, 5-5, and β-O-4, as well as the oligomeric character of the dehydrogenation products. All samples possessed an antibacterial activity against B. subtilis and can be used in the field of antimicrobial biomaterials.

Details

Original languageEnglish
Article number2300556
JournalMacromolecular bioscience
Volume24
Issue number6
Publication statusPublished - 9 Mar 2024
Peer-reviewedYes

External IDs

Scopus 85188153398
Mendeley d834da54-a5e9-3ce8-8a56-374b5fd9f2c8

Keywords

Keywords

  • HSQC NMR, antibacterial activity, dehydrogenation polymers, oligomers, thin films