Structural Characterization of Lignin Isolated from Coconut (Cocos nucifera) Coir Fibers

• Published in: Journal of agricultural and food chemistry Vol. 61; no. 10; pp. 2434 - 2445
• Main Authors: Rencoret, Jorge, Ralph, John, Marques, Gisela, Gutiérrez, Ana, Martínez, Ángel T, del Río, José C
• Format: Journal Article
• Language: English
• Published: Washington, DC American Chemical Society 13.03.2013
• Subjects: acetates; analogs & derivatives; Biological and medical sciences; chemistry; coconuts; Cocos; Cocos - chemistry; Cocos nucifera; coir; ethers; Food industries; Fundamental and applied biological sciences. Psychology; grasses; isolation & purification; lignin; Lignin - analogs & derivatives; Lignin - chemistry; Lignin - isolation & purification; Magnetic Resonance Spectroscopy; Molecular Structure; nuclear magnetic resonance spectroscopy; Plant Extracts; Plant Extracts - chemistry; Plant Extracts - isolation & purification; sinapyl alcohol; thioacidolysis; wood; thioacidolysis; Py-GC/MS; tricin; TMAH; lignin; HSQC; DFRC; coconut coir; p-hydroxybenzoates; Characterization; Lignin; Coconut; Dietary fiber
• ISSN: 0021-8561; 1520-5118; 1520-5118
• DOI: 10.1021/jf304686x

The structure of the isolated milled “wood” lignin from coconut coir has been characterized using different analytical methods, including Py-GC/MS, 2D NMR, DFRC, and thioacidolysis. The analyses demonstrated that it is a p-hydroxyphenyl-guaiacyl-syringyl (H-G-S) lignin, with a predominance of G units (S/G ratio 0.23) and considerable amounts of associated p-hydroxybenzoates. Two-dimensional NMR indicated that the main substructures present in this lignin include β–O–4′ alkyl aryl ethers followed by phenylcoumarans and resinols. Two-dimensional NMR spectra also indicated that coir lignin is partially acylated at the γ-carbon of the side chain with p-hydroxybenzoates and acetates. DFRC analysis showed that acetates preferentially acylate the γ–OH in S rather than in G units. Despite coir lignin’s being highly enriched in G-units, thioacidolysis indicated that β–β′ resinol structures are mostly derived from sinapyl alcohol. Finally, we find evidence that the flavone tricin is incorporated into the coconut coir lignin, as has been recently noted for various grasses.