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      Understanding the degree of condensation of phenolic and etherified C-9 Units of in situ lignins

      Nanayakkara, Bernadette; Manley-Harris, Merilyn; Suckling, Ian D.
      DOI
       10.1021/jf203285r
      Link
       pubs.acs.org
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      Citation
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      Nanayakkara, B., Manley-Harris, M. & Suckling, I.D. (2011). Understanding the degree of condensation of phenolic and etherified C-9 Units of in situ lignins. Journal of Agricultural and Food Chemisty, 59(23), 12514-12519.
      Permanent Research Commons link: https://hdl.handle.net/10289/5981
      Abstract
      A novel approach for the quantification of the degree of condensation at the C₅ position of etherified and phenolic phenylpropane (C-9) units of in situ lignin is described. This is achieved by degrading unmethylated and methylated wood by thioacidolysis and analyzing the resultant product mixtures by quantitative ³¹P NMR spectroscopy. Applying this new method to compression wood and normal wood from Pinus radiata showed that, whereas 41–47% of etherified guaiacyl C-9 units are condensed at the C₅ position, almost all phenolic guaiacyl C-9 units exist as uncondensed moieties. Analysis of milled wood lignin (MWL) isolated from the same wood by ³¹P NMR spectroscopy before and after thioacidolysis showed that the phenolic guaiacyl C-9 units were more condensed than those in the in situ lignin. This is likely due to partial cleavage of the more condensed etherified linkages during the lignin isolation, leading to a relative increase in condensed phenolic guaiacyl C-9 units.
      Date
      2011
      Type
      Journal Article
      Publisher
      American Chemical Society
      Collections
      • Science and Engineering Papers [3019]
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