Quantitation of 4-O-methylglucuronic acid from plant cell walls

Chong, Sun‐Li; Koutaniemi, Sanna; Virkki, Liisa; Pynnönen, Henna; Tuomainen, Päivi; Tenkanen, Maija

doi:10.1016/j.carbpol.2012.08.078

Cited by 30 publications

(28 citation statements)

References 22 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The product pattern, however, shifted toward the lower molar mass, and the yield of monomeric xylose also increased from 0.8 to 5%. Similar behavior was marked when the hydrolysis time was 26 thus residual MeGlcAX4 will correspond to 24% of the total xylose in birch xylan. The yields of quantified products (X−X4) in the higher enzyme dosage hydrolysis summed up to 74%, meaning that no further yield could be obtained with Pentopan Mono BG.…”

Section: Resultssupporting

confidence: 55%

Combined Production of Polymeric Birch Xylan and Paper Pulp by Alkaline Pre-extraction Followed by Alkaline Cooking

Testova

Roselli

Costabel

et al. 2014

Ind. Eng. Chem. Res.

Self Cite

View full text Add to dashboard Cite

Alkaline pre-extraction of birch wood was performed to isolate polymeric xylan and subsequently produce a paper-grade pulp. At 95°C and 2.5 mol/L NaOH, 7% of wood was transferred to the E-lye as polymeric xylan with an anhydroxylose-lignin ratio of 6.5. Xylan with a weight-average molar mass of 20 kDa was quantitatively precipitated from the solution previously concentrated from 7.4 to 37 g/L. The anhydroxylose-lignin ratio in the carbohydrate fraction increased to 29 g/g upon precipitation. Enzymatic hydrolysis of the commercial birch xylan with Pentopan Mono PG resulted in a uniform xylooligosaccharide product with low xylose content at a yield of 61%. The pre-extracted pulp had excellent papermaking properties but its yield was 4.9% units lower than that of the reference pulp. Commercial potential of the modified process was discussed.

show abstract

Section: Resultssupporting

confidence: 55%

Combined Production of Polymeric Birch Xylan and Paper Pulp by Alkaline Pre-extraction Followed by Alkaline Cooking

Testova

Roselli

Costabel

et al. 2014

Ind. Eng. Chem. Res.

Self Cite

View full text Add to dashboard Cite

show abstract

“…The solution was evaporated completely under a stream of nitrogen; then 300 μl methanol was added, and the solution was evaporated again. The methyl ester methyl glycosides/methyl glycosides were trimethylsilylated and separated by gas chromatography according to the procedures described in [63] and [64], respectively.…”

Section: Methodsmentioning

confidence: 99%

Active fungal GH115 α-glucuronidase produced in Arabidopsis thaliana affects only the UX1-reactive glucuronate decorations on native glucuronoxylans

et al. 2015

Self Cite

View full text Add to dashboard Cite

BackgroundExpressing microbial polysaccharide-modifying enzymes in plants is an attractive approach to custom tailor plant lignocellulose and to study the importance of wall structures to plant development. Expression of α-glucuronidases in plants to modify the structures of glucuronoxylans has not been yet attempted. Glycoside hydrolase (GH) family 115 α-glucuronidases cleave the internal α-D-(4-O-methyl)glucopyranosyluronic acid ((Me)GlcA) from xylans or xylooligosaccharides. In this work, a GH115 α-glucuronidase from Schizophyllum commune, ScAGU115, was expressed in Arabidopsis thaliana and targeted to apoplast. The transgene effects on native xylans’ structures, plant development, and lignocellulose saccharification were evaluated and compared to those of knocked out glucuronyltransferases AtGUX1 and AtGUX2.ResultsThe ScAGU115 extracted from cell walls of Arabidopsis was active on the internally substituted aldopentaouronic acid (XUXX). The transgenic plants did not show any change in growth or in lignocellulose saccharification. The cell wall (Me)GlcA and other non-cellulosic sugars, as well as the lignin content, remained unchanged. In contrast, the gux1gux2 double mutant showed a 70% decrease in (Me)GlcA to xylose molar ratio, and, interestingly, a 60% increase in the xylose content. Whereas ScAGU115-expressing plants exhibited a decreased signal in native secondary walls from the monoclonal antibody UX1 that recognizes (Me)GlcA on non-acetylated xylan, the signal was not affected after wall deacetylation. In contrast, gux1gux2 mutant was lacking UX1 signals in both native and deacetylated cell walls. This indicates that acetyl substitution on the xylopyranosyl residue carrying (Me)GlcA or on the neighboring xylopyranosyl residues may restrict post-synthetic modification of xylans by ScAGU115 in planta.ConclusionsActive GH115 α-glucuronidase has been produced for the first time in plants. The cell wall–targeted ScAGU115 was shown to affect those glucuronate substitutions of xylan, which are accessible to UX1 antibody and constitute a small fraction in Arabidopsis, whereas majority of (Me)GlcA substitutions were resistant, most likely due to the shielding by acetyl groups. Plants expressing ScAGU115 did not show any defects under laboratory conditions indicating that the UX1 epitope of xylan is not essential under these conditions. Moreover the removal of the UX1 xylan epitope does not affect lignocellulose saccharification.Electronic supplementary materialThe online version of this article (doi:10.1186/s12896-015-0154-8) contains supplementary material, which is available to authorized users.

show abstract

“…The chromatogram also revealed that some unknown peaks eluted between GlcA and GalA around the elution time of 2.2 min ( Figure 3A, B). These unknown peaks might be products from incomplete hydrolysis with sulfuric acid, such as substance with aldobiuronic acid structures presumably from arabinogalactan protein (Yates et al 1996) or glucuronoxylans, which are relatively resistant to acid hydrolysis (Chong et al 2013;Vignon and Gey 1998).…”

Section: Application Of the Established Methods To Three Different Typmentioning

confidence: 99%

“…However this advanced method has different linearity range for some monosaccharides, such as that for GalA (1.7-128 µmol l −1 ) is different from those of other sugars (0.28-30.3 µmol l −1 , Nagel et al 2014). In addition, Chong et al (2013) has reported that the PAD response of 4-m-GlcA is one-third from that of GlcA. These differences necessitate several injections at different concentration levels for the comprehensive quantification of monosaccharides.…”

mentioning

confidence: 99%

Development of a new high-throughput method to determine the composition of ten monosaccharides including 4-<i>O</i>-methyl glucuronic acid from plant cell walls using ultra-performance liquid chromatography

Sakamoto

Yoshida

Sugihara

et al. 2015

Plant Biotechnology

View full text Add to dashboard Cite

Plant cell walls are an important dietary source for livestock, and could be an enormous resource for production of next-generation bioethanol and more valuable materials. Because polysaccharides are major components of plant cell walls, analysis of their composition is important. In this report, we established a high-throughput method to determine the composition of ten monosaccharides from plant cell walls simultaneously using ultra-performance liquid chromatography with p-aminobenzoic ethyl ester-labeling technology. Complete separation of a mixture of internal standards, 2-deoxyglucose and 3-O-methyl glucose, and ten monosaccharides, consisting of seven neutral and three acidic sugars including 4-O-methyl-D-glucuronic acid, which are frequently found in plant cell wall polysaccharides, can be obtained within 7 min using this system. Relative standard deviations of retention time and peak area value are lower than 1%. Linearity for broader dynamic ranges (0.02-2000 mg l −1 ), faster analysis and higher sensitivity than other traditional methods, including one that employs widely used high-performance anion exchange chromatography, are achieved. We evaluated this new method by analyzing the composition of cell walls from three model plants (Arabidopsis thaliana, rice and hybrid aspen) and confirmed that the obtained results for most monosaccharides are consistent with those in previous studies. These data suggest that our newly developed system could greatly contribute to the study of plant cell walls, especially research requiring highthroughput analysis.

show abstract

Quantitation of 4-O-methylglucuronic acid from plant cell walls

Cited by 30 publications

References 22 publications

Combined Production of Polymeric Birch Xylan and Paper Pulp by Alkaline Pre-extraction Followed by Alkaline Cooking

Combined Production of Polymeric Birch Xylan and Paper Pulp by Alkaline Pre-extraction Followed by Alkaline Cooking

Active fungal GH115 α-glucuronidase produced in Arabidopsis thaliana affects only the UX1-reactive glucuronate decorations on native glucuronoxylans

Development of a new high-throughput method to determine the composition of ten monosaccharides including 4-<i>O</i>-methyl glucuronic acid from plant cell walls using ultra-performance liquid chromatography

Contact Info

Product

Resources

About