Monosaccharides liquid chromatography

Peelen, G. O. H., de Jong, J. G. N., and Wevers, R. A., High-performance liquid chromatography of monosaccharides and oligosaccharides in a complex biological matrix, Anal. Biochem., 198, 334, 1991. 

Tomiya, N., Suzuki, T., Awaya, J., Mizuno, K., Matsubara, A., Nakano, K., and Kurono, M., Determination of monosaccharides and sugar alcohols in tissues from diabetic rats by high-performance liquid chromatography with pulsed amperometric detection, Anal. Biochem., 206, 98, 1992. 

Yttri, K. E., Dye, C., Slordal, L. H., and Braathen, O. A., Quantification of monosaccharide anhydrides by liquid chromatography combined with mass spectrometry Application to aerosol samples from an urban and a suburban site influenced by small-scale wood burning. Journal of the Air and Waste Management Association 55(S), 1169-1177, 2005. 

Montreuil and coworkers101 have reviewed the problems associated with the determination of monosaccharides, and, although their review is not concerned with gas-liquid chromatography, many of the points discussed are pertinent. 

Deliberate partial trimethylsilylation may be used as a means of distinguishing between various monosaccharides,199 and the nature of minor components formed on trimethylsilylation has been studied by mass spectrometry. Trimethylsilylation has been used in the separation of deuterated monosaccharides,200-203 and such deuterated trimethylsilyl derivatives as penta-0-(trimethyl-dliquid chromatography and mass spectrometry.143... 

The acetates of monosaccharides are sufficiently volatile that they may be used for gas-liquid chromatography, but they are less readily formed than the trimethylsilyl derivatives, and still present the problem of anomeric derivatives (see Section IV, p. 38). They are, therefore, rarely used, but the method is discussed in Section V.2 (see p. 49), and the known cases are presented in Table II (see p. 111). 

The original publication by Sweeley and coworkers5 was concerned with the separation of a wide range of carbohydrates, from mono- to tetra-saccharides. Most of the subsequent publications have considered the quantitative analysis of mixtures of varied complexity, although two studies have demonstrated the separation of the protium from the deuterium fonns of monosaccharides.200,201 The study of mutarotational equilibria by gas-liquid chromatography has been discussed in Section IV (see p. 38). 

The analysis of monosaccharide mixtures as the permethylated derivatives was proposed early in the application of gas-liquid chromatography to carbohydrates, but the method has now been superseded by more convenient procedures.230,231 There are, however, situations in which this method is useful, such as during a structural study of a polysaccharide by the methylation technique. The mixture of partially methylated monosaccharides obtained by methanolysis may then be fully methylated, and the proportions of the various monosaccharides determined. This approach has been used, for example, in studies on a galactomannan392 and on tamarind-kernel polysaccharide.393 Such an analysis also constitutes a useful check to ensure that no significant change in the composition of the polysaccharide occurred during methylation. 

The melting temperatures of these derivatives are easily determined and are characteristic for each osazone. This information was used to help identify monosaccharides before the development of HPLC or gas-liquid chromatography. Listed below are the melting points (MPs) of some aldose-osazone derivatives ... 

Fig. 4.3. High performance liquid chromatography (HPLC) of the monosaccharides obtained from a partially purified preparation of microbubble glycopeptide surfactant from forest soil. Following hydrolysis (in 2 N HC1 for 6 hr at 100°C) and filtration, the carbohydrate mixture was charged on a Bio-Rad HPX-87 cation exchange column. For comparison, part A shows the chromatogram (using the same HPLC column) of a standard solution, which contained 4 pg of each of three different monosaccharides (i.e., the last three peaks shown are glucose, xylose and fiicose, in the order of increasing retention times). Part B shows the chromatogram obtained from hydrolysis of the partially purified (see text) microbubble surfactant (approximately 30 pg). All other experimental conditions were identical in the two cases, i.e., water eluent, 0.5 ml/min flow rate, 85°C, refractive index detector attenuation -2x. (Taken from ref. 322.)...

Blanco Gomis D, Tamayo DM, Mangas Alonso J. Determination of monosaccharides in cider by reversed-phase liquid chromatography. Analytica Chimica Acta 2001, 436, 173. 

Preliminary examinations of dextran structures were conducted by optical rotation, infrared spectroscopy and periodate-oxidation reactions. More detailed results can be achieved by methylation analysis [19]. The hydroxyl groups are methylated with methyl iodide after activation with sodium methylsulfinyl carbanion (Fig. 2). The methyl dextran is hydrolysed to the corresponding different methylated monosaccharides, which are furthermore reduced and peracetylated. The resulting alditol acetates of methylated sugars are separated by gas chromatography and identified by their retention times. In particular, a combined capillary gas-liquid chromatography/mass... 

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