1984
DOI: 10.1080/00032718408069095
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HPLC Separation of Sugar Anomers in a Very Low Temperature Region

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Cited by 17 publications
(6 citation statements)
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“…This observation shows that the C-CTX-1 and -2 epimerization proceeds via a carbonyl intermediate as shown in Figure 5, which upon borohydride reduction yields the pair of the epimeric pair of 3 and 4. The equilibration of 1 and 2 may thus be interpreted as proceeding similarly to the well-known mutarotation in reducing sugars which complicates separation of individual sugar anomers under common LC conditions [28]. To check peak integrity, we plotted extracted ion chromatograms based on product ions against an intact ion.…”
Section: Borohydride Reduction Of Epimers 1 and 2 To Epimers 3 Andmentioning
confidence: 99%
“…This observation shows that the C-CTX-1 and -2 epimerization proceeds via a carbonyl intermediate as shown in Figure 5, which upon borohydride reduction yields the pair of the epimeric pair of 3 and 4. The equilibration of 1 and 2 may thus be interpreted as proceeding similarly to the well-known mutarotation in reducing sugars which complicates separation of individual sugar anomers under common LC conditions [28]. To check peak integrity, we plotted extracted ion chromatograms based on product ions against an intact ion.…”
Section: Borohydride Reduction Of Epimers 1 and 2 To Epimers 3 Andmentioning
confidence: 99%
“…glucose and mannose. This phenomenon was observed with small reducing sugars on the HILICphase already in the past (Churms, 1996;Moriyasu et al, 1984). If the mutarotation should be suppressed, chromatography on the reversed phase can be followed and usage of a solvent with a higher content of organic phase might be preferable.…”
Section: Figure 8 Hydrophilic Interaction Lc/ms Of 2-ab-derivatized mentioning
confidence: 84%
“…If the mutarotation should be suppressed, chromatography on the reversed phase can be followed and usage of a solvent with a higher content of organic phase might be preferable. A full separation of such isomeric structures (anomers) was achieved hitherto by means of chiral HPLC (Lopes & Gaspar, 2008), ion-exchange chromatography or amino-columns (Schumacher & Kroh, 1995;Nishikawa et al, 1996;Moriyasu et al, 1984). More recently, separation of metal adducts of anomeric methyl glycoside isomers was achieved by ion mobility mass spectrometry (Dwivedi et al, 2007).…”
Section: Figure 8 Hydrophilic Interaction Lc/ms Of 2-ab-derivatized mentioning
confidence: 99%
“…Pyranose anomers of some sugars can be separated at room temperature (Goulding, 1975); however, when the temperature is lowered to 0-4 OC, nearly all of the 0-pyranose anomers of the common aldohexoses and aldopentosescan beseparatedalso (Hondaet al, 1984). Furanose anomers interconvert at higher rates, and temperatures of -25 to-45 "C are needed along with special solvents to separate the a-and 0-furanose anomers of L-fucose (Moriyasu et al, 1984a) and D-galactose (Moriyasu et al, 1984b). A recently developed (Alltech-Applied Science) silica-based poly01 column separates the anomeric forms of sugars at room temperature.…”
Section: Resultsmentioning
confidence: 99%
“…Furanose anomers interconvert at higher rates, and temperatures of-25 to-45 °C are needed along with special solvents to separate the a-and d-furanose anomers of L-fucose (Moriyasu et al, 1984a) and o-galactose (Moriyasu et al, 1984b). A recently developed (Alltech-Applied Science) silica-based polyol column separates the anomeric forms of sugars at room temperature.…”
Section: Resultsmentioning
confidence: 99%