Structural Characterization of Wheat Straw Lignin as Revealed by Analytical Pyrolysis, 2D-NMR, and Reductive Cleavage Methods

被引:650
作者
del Rio, Jose C. [1 ]
Rencoret, Jorge [1 ,2 ,3 ,4 ]
Prinsen, Pepijn [1 ]
Martinez, Angel T. [5 ]
Ralph, John [2 ,3 ,4 ]
Gutierrez, Ana [1 ]
机构
[1] CSIC, IRNAS, E-41080 Seville, Spain
[2] Univ Wisconsin, Dept Biochem, Wisconsin Bioenergy Initiat, Madison, WI 53706 USA
[3] Univ Wisconsin, Dept Biol Syst Engn, Wisconsin Bioenergy Initiat, Madison, WI 53706 USA
[4] Univ Wisconsin, DOE Great Lakes Bioenergy Res Ctr, Madison, WI 53706 USA
[5] CSIC, CIB, E-28040 Madrid, Spain
关键词
wheat straw; Py-GC/MS; TMAH; HSQC; DFRC; milled wood lignin; p-coumarate; ferulate; coniferyl acetate; tricin; DFRC METHOD; 2D NMR; WOOD; LIGNIFICATION; PLANTS; ACIDS; FLAVONOLIGNANS; BIOFUELS; MONOMERS; BIOMASS;
D O I
10.1021/jf301002n
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
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 beta-O-4'-ethers (similar to 75%), followed by phenylcoumarans (similar to 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 (similar to 10%) at the gamma-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 beta-ethers in DFRC, indicating that they might be preferentially involved in condensed or terminal structures.
引用
收藏
页码:5922 / 5935
页数:14
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