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Structural Characterization of Wheat Straw Lignin as Revealed by Analytical Pyrolysis, 2D-NMR, and Reductive Cleavage Methods
Abstract
The structure of the lignin in wheat straw has been investigated by a combination of analytical pyrolysis, 2D-NMR, and derivatization followed by reductive cleavage (DFRC). It is a p-hydroxyphenyl-guaiacyl-syringyl lignin (with an H:G:S ratio of 6:64:30) associated with p-coumarates and ferulates. 2D-NMR indicated that the main substructures present are β-O-4'-ethers (∼~75%), followed by phenylcoumarans (~11%), with lower amounts of other typical units. A major new finding is that the flavone tricin is apparently incorporated into the lignins. NMR and DFRC indicated that the lignin is partially acylated (~10%) at the γ-carbon, predominantly with acetates that preferentially acylate guaiacyl (12%) rather than syringyl (1%) units; in dicots, acetylation is predominantly on syringyl units. p-Coumarate esters were barely detectable (<1%) on monomer conjugates released by selectively cleaving β-ethers in DFRC, indicating that they might be preferentially involved in condensed or terminal structures.
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Cited by
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Abu-Omar, M. M., Barta, K., Beckham, G. T., Luterbacher, J. S., Ralph, J., Rinaldi, R., Román-Leshkov, Y., Samec, J. S. M., Sels, B. F., & Wang, F. (2021) · Energy & Environmental Science · doi:10.1039/d0ee02870c · Cited by 913
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Metadata
- Authors
- del Río, J. C., Rencoret, J., Prinsen, P., Martínez, Á. T., Ralph, J., & Gutiérrez, A.
- Venue
- Journal of Agricultural and Food Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2012-06-01
- Volume
- 60
- Issue
- 23
- Pages
- 5922-5935
- ISSN
- 0021-8561 (ISSN-L)
- 1520-5118
- OpenAlex
- W2159560715
- Cited by
- 835
- References
- 0
- FWCI
- 20.23
- Type
- journal article
- Language
- en
- Open access
- closed
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- The paper
- del Río, J. C., Rencoret, J., Prinsen, P., Martínez, Á. T., Ralph, J., & Gutiérrez, A. (2012). Structural Characterization of Wheat Straw Lignin as Revealed by Analytical Pyrolysis, 2D-NMR, and Reductive Cleavage Methods. Journal of Agricultural and Food Chemistry. https://doi.org/10.1021/jf301002n
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