Ferulates and lignin structural composition in cork.

Autor: Velez Marques, António, Rencoret, Jorge, Gutiérrez, Ana, del Río, José C., Pereira, Helena
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Zdroj: Holzforschung: International Journal of the Biology, Chemistry, Physics, & Technology of Wood; Apr2016, Vol. 70 Issue 4, p275-289, 15p, 2 Diagrams, 4 Charts, 2 Graphs
Abstrakt: The structure of lignin and suberin, and ferulic acid (FA) content in cork from Quercus suber L. were studied. Extractive-free cork (Cork), suberin, desuberized cork (Corksap), and milled-cork lignins (MCL) from Cork and Corksap were isolated. Suberin composition was determined by GC-MS/FID, whereas the polymers structure in Cork, Corksap, and MCL was studied by Py-TMAH and 2D-HSQC-NMR. Suberin contained 94.4% of aliphatics and 3.2% of phenolics, with 90% of ω-hydroxyacids and α,ω-diacids. FA represented 2.7% of the suberin monomers, overwhelmingly esterified to the cork matrix. Py- TMAH revealed significant FA amounts in all samples, with about 3% and 6% in cork and cork lignins, respectively. Py-TMAH and 2D-HSQC-NMR demonstrated that cork lignin is a G-lignin ( > 96% G units), with a structure dominated by β-O-4' alkyl-aryl ether linkages (80% and 77% of all linkages in MCL and MCLsap, respectively), followed by phenylcoumarans (18% and 20% in MCL and MCLsap, respectively), and smaller amounts of resinols (ca. 2%) and dibenzodioxocins (1%). HSQC also revealed that cork lignin is heavily acylated (ca. 50%) exclusively at the side-chain γ-position. Ferulates possibly have an important function in the chemical assembly of cork cell walls with a cross-linking role between suberin, lignin and carbohydrates. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index