Chemical Composition of Wood of Australian-Grown<i>Pinus radiata</i>D. Don. III. Lignin-Polysaccharide Complexes

Smelstorius, J. A.

doi:10.1515/hfsg.1974.28.3.99

Cited by 10 publications

(5 citation statements)

References 6 publications

(8 reference statements)

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“…Four types of lignin–carbohydrate (LC) linkages have been proposed to exist. Specifically, α ether linkages have been reported as the major LC bonds in LCCs 8 – 13 , with other LC bonds, such as α ester 9 , 12 – 16 , phenyl glycoside 15 , 17 , 18 and acetal bonds 19 also being reported. More recently, 2D 1 H– 13 C heteronuclear single-quantum correlation (HSQC) NMR spectroscopy has been applied to the analysis of LC bonds, and the presence of α ether and phenyl glycoside bonds has been reported 20 – 24 .…”

Section: Introductionmentioning

confidence: 99%

Direct evidence for α ether linkage between lignin and carbohydrates in wood cell walls

Nishimura

Kamiya

Nagata

et al. 2018

Sci Rep

201

168

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Cross-linking between lignin and polysaccharide in plant cell-wall determines physical, chemical, and biological features of lignocellulosic biomass. Since Erdmann’s first report in 1866, numerous studies have suggested the presence of a bond between hemicelluloses and lignin; however, no clear evidence for this interaction has been reported. We describe the first direct proof of covalent bonding between plant cell-wall polysaccharides and lignin. Nuclear magnetic resonance spectroscopy was used to observe the long-range correlations through an α-ether bond between lignin and the primary hydroxyl group of a mannose residue in glucomannan. Complete signal assignment of the cognate structural units was also achieved. Thus, we identified lignin–carbohydrate bonds by complete connectivity analysis from the phenylpropane unit to the carbohydrate moiety.

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Section: Introductionmentioning

confidence: 99%

Direct evidence for α ether linkage between lignin and carbohydrates in wood cell walls

Nishimura

Kamiya

Nagata

et al. 2018

Sci Rep

201

168

View full text Add to dashboard Cite

show abstract

“…Many experiments with LCCs strongly confirm that such bonds exist between lignin and hemicelluloses (Eriksson et al 1980;Xie et al 2000). The proposed linkage type is classified into the following six groups: ether linkage of the hydroxyl group at the position of the lignin side chain with alcoholic hydroxyl of sugar residue (Freudenberg 1965), ester linkage of the alcoholic OH of lignin with the carboxylic group of uronic acid (Yaku et al 1976), hemiacetal or acetal linkage of the carbonyl group located at β-position of lignin with carbohydrates (Bolker 1963), glycoside linkage with the primary alcoholic OH at the γ-position of the phenylpropane unit (Takahashi and Koshijima 1988), glycosidic linkage at the phenolic OH of lignins (Smelstorius 1974), and ester linkage of the carboxylic group of the cinnamic acid unit in lignin with the alcoholic OH of carbohydrates (Lam et al 1992). LCCs are a promising, eco-friendly, and renewable source for generating energy, fuels, and chemicals that could partially replace fossil fuels to reduce the pressure of environmental pollution problems (Ma et al 2015).…”

Section: Introductionmentioning

confidence: 99%

Preparation of biocompatible hydrogel from lignin-carbohydrate complex (LCC) as cell carriers

Zhao

Feng

Xie

et al. 2017

BioRes

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Two poplar lignin-carbohydrate complexes (LCCs), LCC-48 and LCC-72, were isolated at different milling times, 48 h and 72 h, respectively. A new hydrogel carrier was prepared from these LCCs in the presence of polyethylene glycol diglycidyl ether as the crosslinker for cell (human hepatocyte (L-02)) culture. The effects of the structure of LCC on the carrier were investigated. The FT-IR spectra indicate that the two LCC samples were composed of lignin and polysaccharide, and showed a typical LCC structure. The galactose contents of LCC-48 and LCC-72 were 3.02% and 5.67%, respectively. The results of cell culture show that a large number of hepatocytes adhered to the porous carriers. Hepatocytes grown on the LCC carriers outperformed the control group in every observed category, including cell proliferation rate and metabolic activity. These results indicate that poplar LCC might be a great potential precursor of biological carriers for human hepatocytes culture.

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“…So far, lignin--carbohydrate linkages of the ester, [6][7][8][9][10][17][18][19][20] ether,4,7,11,12,21,22) glycoside, 5,6,23,24) and acetal 25 ) types have been proposed, based on the chemical and/or enzymatic treatment of LCCs. In particular, the existence of the benzyl ether and ester types has often be suggested, not only from the formation of DHP-sugar complexes, [26][27][28][29] but also from chemical analyses of the LCCs.…”

mentioning

confidence: 99%

Binding-site Analysis of the Ether Linkages between Lignin and Hemicelluloses in Lignin–Carbohydrate Complexes by DDQ-Oxidation

Watanabe¹,

Ohnishi²,

Yamasaki³

et al. 1989

Agricultural and Biological Chemistry

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Chemical Composition of Wood of Australian-GrownPinus radiataD. Don. III. Lignin-Polysaccharide Complexes

Cited by 10 publications

References 6 publications

Direct evidence for α ether linkage between lignin and carbohydrates in wood cell walls

Direct evidence for α ether linkage between lignin and carbohydrates in wood cell walls

Preparation of biocompatible hydrogel from lignin-carbohydrate complex (LCC) as cell carriers

Binding-site Analysis of the Ether Linkages between Lignin and Hemicelluloses in Lignin–Carbohydrate Complexes by DDQ-Oxidation

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