Separation of eight inositol isomers by liquid chromatography under pressure using a calcium-form, cation-exchange column

Sasaki, Kohsuke; Hicks, Kevin B.; Nagahashi, Gerald

doi:10.1016/0008-6215(88)80040-5

Cited by 16 publications

(3 citation statements)

References 23 publications

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“…For example, glutamine readily cyclizes to pyrrolidone carboxylic acid at 100°C (Chibnall & Westall, 1932). myo-Inositol may undergo chemical isomerization after heating under specific conditions (Sasaki et al, 1988;Taguchi et al, 1997). Therefore, seed culture media are sterilized by ultafiltration (Saab & Obendorf, 1989;Obendorf et al, 1990;1998a;1998b;Wettlaufer & Obendorf, 1991).…”

Section: Extraction Of Water-soluble Carbohydratesmentioning

confidence: 99%

Soluble Carbohydrates in Soybean

Obendorf¹,

Ralph²,

Kosina³

et al. 2011

Soybean - Biochemistry, Chemistry and Physiology

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Section: Extraction Of Water-soluble Carbohydratesmentioning

confidence: 99%

Soluble Carbohydrates in Soybean

Obendorf¹,

Ralph²,

Kosina³

et al. 2011

Soybean - Biochemistry, Chemistry and Physiology

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“…There is currently no report of DNCs used for improving the separation of carbohydrates and alditols in HPAEC with PAD under any conditions. It is well-known, however, that cation-exchange supports loaded with Ag + , Pb 2+ , or Ca 2+ counterions have been widely applied to separate mono- and disaccharides. − Deionized water was used as the eluent in such chromatographic mode, in which the mechanism of separation acts through ligand-exchange interactions. The formation of relatively stable bi- or tridentate adducts with metal ions by hydroxyl groups of aldoses or alditols it is believed to influence the elution order of solutes .…”

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confidence: 99%

Separation and Pulsed Amperometric Detection of Alditols and Carbohydrates by Anion-Exchange Chromatography Using Alkaline Mobile Phases Modified with Ba(II), Sr(II), and Ca(II) Ions

Cataldi¹,

Centonze²,

Margiotta³

1997

Anal. Chem.

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The effect of some divalent nonelectroactive cations (DNCs) in the anion-exchange chromatographic separations with alkaline mobile phases of carbohydrates and alditols was investigated; the ions examined at a typical concentration of 1 mM were Ca(II), Ba(II), and Sr(II). The use of these cations in the eluent as their corresponding acetates or nitrates has been found to yield at least a two-fold effect. First, the peak symmetry and concurrently the column efficiency is greatly improved. Second, the presence of Ba(II) or Sr(II) significantly enhances the response of all analytes investigated in pulsed amperometry at a gold working electrode. The action of the DNCs on the separation seems to be related to a very effective removal of carbonate ion from the alkaline eluent and, especially, their ability to complex cyclic and acyclic polyhydroxy compounds. Efficiency estimated from data calculated at 10% of peak height can increase by as much as 25% with a comparably lower RSD (15%, n = 9). From the viewpoint of the separation efficiency and reproducibility of chromatographic data, all divalent inorganic ions employed were well-behaved. However, only the use of Ba(II) or Sr(II) is recommended since alkaline mobile phases containing Ca(II) ion negatively affect the gold electrode response of some analytes.

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“…Further, the method can be extended to include other isomeric forms of deuterated inositol since all eight isomers are now readily resolved by HPLC (15). Current efforts include the use of 2H-NMR to explore the structure of heavily 2H-labeled cell walls which were prepared by the procedures described here.…”

Section: Discussionmentioning

confidence: 99%

Use of Per-C-Deuterated myo-Inositol for Study of Cell Wall Synthesis in Germinating Beans

Sasaki¹,

Nagahashi²,

Gretz³

et al. 1989

Plant Physiol.

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Coll wall polysaccharides of the hypocotyl and roots in germinating beans (Phaseolus vulgaris L.) were selectively labeled in arabinosyl, xylosyl, and galacturonosyl residues by per-C-deuter-ated myo-inositol, which was introduced through 72 hours of imbibition. Glucuronate residues remained unlabeled. Selected ion gas chromatography-mass spectrometry analysis revealed that deuterium was not redistributed in these three sugar residues or into other carbohydrate residues during this conversion, suggesting that the labeled residues are formed exclusively via the myo-inositol oxidation pathway and that no glucogenesis from myo-inositol takes place during this conversion. The presence of a significant level of deuterated arabinose, xylose, and galactu-ronate after just 72 hours of imbibitional uptake of per-C-deuter-ated myo-inositol indicated that the myo-inositol oxidation pathway has a predominant role in the biosynthesis of new cell walls. myo-Inositol is an important precursor of plant cell wall polysaccharides. During seed development and germination, myo-inositol that has been stored in seeds in various forms is transported to the growing seedling parts and then converted to uronic acid and pentose residues for the synthesis of new cell wall polysaccharides (16-18). In germinating beans, myo-inositol is formed from reserve sugars at a very early stage that precedes phytic acid hydrolysis (19). Along with stored reserves of myo-inositol, this newly synthesized myo-inositol is available for cell wall synthesis (19). Thus, studies of myo-inositol metabolism will enhance our understanding of cell wall formation and eventually reveal the role of myo-inositol in this process. Until now, most studies have utilized radio-labeled myo-inositol in this regard. Use of per-C-deuterated myo-inositol would provide an attractive, powerful technique that has advantages not available through tracer methodology. (a) Stable isotopes are not radioactive and are, therefore, easy to handle. (b) Labeled, nonlabeled, and total sugar compositions are readily analyzed simultaneously by GC-MS using selected ion and total ion-monitoring systems. (c) Selected ion monitoring easily and quickly provides important information on the redistribution of deuterium atoms into sugar residues other than those produced exclusively by the myo-' Supported in part by National Science Foundation grant BSR-8618847 to M. R. G. and Natural Sciences and Engineering Research Council of Canada grant to I. E. P. T. inositol oxidation pathway (10-12). (d) Specific labeling with a stable isotope permits one to use 2H-or '3C-NMR for nondestructive investigation of the structures involved. Recently , we developed a method for preparation and purification of large quantities of per-C-deuterated myo-inositol (14). Here we report on the use of this material to label cell walls of germinating bean hypocotyls and roots and perform GC-MS analysis on hydrolyzed products from these cell walls. MATERIALS AND METHODS Preparation of Per-C-Deuterated myo-lnositol-Labeled Bean...

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Separation of eight inositol isomers by liquid chromatography under pressure using a calcium-form, cation-exchange column

Cited by 16 publications

References 23 publications

Soluble Carbohydrates in Soybean

Soluble Carbohydrates in Soybean

Separation and Pulsed Amperometric Detection of Alditols and Carbohydrates by Anion-Exchange Chromatography Using Alkaline Mobile Phases Modified with Ba(II), Sr(II), and Ca(II) Ions

Use of Per-C-Deuterated myo-Inositol for Study of Cell Wall Synthesis in Germinating Beans

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