Of uronic acids

From the presence of uronic acid, sulfate half-ester, pymvyl cycUc acetal, or succinate half-ester groups. 

The presence of uronic acids in microbial exopolysaccharides results in their polyanionic nature. 

Pyruvate ketals add to the anionic nature of the exopolysaccharide and are usually present in stoichiometric ratios with the carbohydrate component Pyruvate is normally attached to the neutral hexoses but may also be attached to uronic adds. In the absence of uronic acids, pyruvate alone contributes to the anionic nature of the exopolysaccharide. 

As investigations with polysaccharides of microbiological, plant, and animal origin revealed the presence in these substances of uronic acids, it became necessary to know more about the acids. Moreover, the occurrence of uronic acids in plant gums and pectic substances, and the structures of urinary... 

Synthesis of Uronic Acids. Part II. 2 3 4-Trimethyl Derivatives of Mannuronic, Glucuronic, and Galacturonic Acids, F. Smith, M. Stacey, and P. I. Wilson, J. Chem. Soc., (1944) 131-134. 

The foamability of the xylans tested [128] was low in comparison to a commercial whipping protein DIOO. Only the highly viscous beech wood xylan and the rye bran AX-protein complex exhibited remarkable foaming activity, which was similar to that of gum arable. As the MGX polymers contain considerable amounts of uronic acid side chains, this may play a role in their foaming activity together with the presence of low amounts of Ugnin. 

RG-II [5] proportion of common and rare sugars like Ome-xylose, KDO, DHA number, type and distribution of uronic acids in the (side) chain attachment and distribution of RG-II chains over the pectic molecule presence and position of ferulic acid ... 

Due to the presence of uronic acids, pectins are polyelectrolytes the electrostatic properties depend directly on the charge parameter (X) related to the average distance between 2 charged groups on the chain. The charge parameter is given by ... 

Proportions of uronic acid and methyl and non-methyl esters in tobacco suspension cell walls (mol%)... 

The EPR spectra of cell walls saturated with copper has been fitted to the numerical solutions of the spin hamiltonian describing the EPR lineshape of cupric ions. Two simulations have been performed. The first one (Fig. 4.a) considers that all uronic acids of the cell walls are similar the best fit is rather poor. The second one assumes existence of two populations of exchange sites with different parameters. In this case, the optimization is much better and confirms the existence of two different types of uronic acids in the cell wall (Fig. 4.b). 

Tomato fruits (Lycopersicon esculentum Mill. var. Castlemart ) were collected from vines grown in the field at the University of California, Davis. Pericarp discs were cut from surface sterilized MG stage fruit (10). Droplets (10 n ) of test solutions (see below) were applied to the cut surface of discs and disc ethylene production was measured as described previously (11). The amounts of test materials used were based on colorimetric assay (6) of uronic acid content. 

Fig. 2. HPLC ion exchange gradient separation of samples (25 ug of uronic acid) of smaller (G7) citrus pectin oligomers (a), larger (G12) citrus pectin oligomers (b), and the B. fruit extract (c). Detection was by PAD. For each sample the peak co-eluting with the standard galacturonate oc-tamer was designated peak 8, and the remaining peaks were numbered consecutively.

Fig. 5. Effect of PGl digestion on the ethylene synthesis-inducing activity of CDTA-soluble tomato pectin (a), Na2C03-soluble tomato pectin (b) and polygalacturonic acid (c). Controls were treated with solutions of heat-inactivated PGl. Treatment doses were 10 /tg of uronic acid equivalents. The line legends shown in panel a apply to all panels. Bars indicate SEs for the means of measurements of sets of 8 discs/teatment. fr wt, Fresh weight.

Blumenkrantz, N. Asboe-Hansen G. 1973. New method for quantitative determination of uronic acids. Anal. Biochem. 54 484-489. 

The AIS of fresh and canned carrots were sequentially fractionated into water-soluble pectin (WSP), oxalate-soluble pectin (OXSP), acid-soluble pectin (HSP), alkah-soluble pectin (OHSP), hemicellulose and cellulose. The distribution of uronic acid among various fractions is presented in Table 1. WSP of fresh carrots accounted for 19.0% of the total pectin, while OXSP constituted 29.6%. HSP represented the lowest (12.0%) pectin fraction, whereas OHSP was the highest (35.6%) In the hemicellulose and cellulose fractions significant amounts of uronic acid were found. Heat treatments during canning altered the proportion... 

Distribution of uronic acid in the fractions of the alcohol insoluble... 

Effect of CaCk on the distribution of uronic acid in the fractions of alcohol insoluble solids of carrots canned by conventional and by a new process (as mg AUA/100 g fresh weight)... 

The floss silk from Chorisia speciosa furnished a polysaccharide with a main chain of (1 -> 4) linked P-Xylp substituted at 0-2 by 5 % of uronic acid. The xylan structure also was interposed with a-Rhap units in small amounts. The defatted seeds furnished on aqueous extraction a major fraction, ((9-acetyl, 10 % and protein, 45 %) wich was hydrolysed and analysed by p.c. and GLC, showing Rha (20 %), Ara (16 %), Gal (64 %) and also uronic acids (45 %). Partial hydrolysis gave rise to a polysaccharide free of arabinose, with 46 % of uronic acids. Methylation analysis (GLC -MS) indicated a chain of (1 4) - linked Gal/ (42 % of 2,3,6-Me3-Gal). 

The reaction was monitored also by p.c. which showed clearly on increase in the relative proportion of uronic acids related to xylose. After 90 minutes of oxidation, only uronic acids were observed indicating the a-configuration. 

With processing it was found an increase in the molar ratio of uronic acids together with a decrease in that of arabinose, methylation analisis reveals that there was a decreased in terminal, 3- and 5-linked arabinose and that the 3,5-linked arabinose practically dissapeared. 

The results are summarised in Table 1. As expected, for the IE samples higher amounts of uronic acid are found with increasing ionic strength of the elution buffer. For the GF samples larger molecules (GFl) contain half as much NS compared to smaller molecules (GF3). 

Reduction of uronic acids Uronic acids (UA) were converted to the corresponding neutral sugars (NS) by carbodiimide activation of the carboxyl groups followed by a reduction with NaBD4 according to the method of Kim and Carpita [5]. In order to achieve a complete reduction of the uronic acids the procedure was repeated once. 

Ratio of PMAA derivatives of uronic acids and neutral sugars in fraction N1... 

Methylation analyses of fractions N1 indicated that the linkage pattern of uronic acid residues (table 2) remains unchanged during ripening whereas the glycosidic linkage composition of neutral sugar residues showed different alterations. 

The identification of L-iduronic acid as the major glycuronic acid constituent of heparin proved to be a much slower process than the identification of the amino sugar residue. Although this compound was detected in acid hydrolyzates of heparin116117 and heparin oligosaccharides,118 its yield was usually poor, because of the drastic conditions used for the acid hydrolysis (which are known to lead to extensive destruction of uronic acid).119120 Also, L-iduronic acid escaped detection as L-idose in the hydrolyzates of carboxyl-reduced heparin, probably because L-idose is readily converted into 1,6-anhydro-L-idose under the usual hydrolytic conditions. 

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