Use of reversed-phase chromatography in carbohydrate analysis

Rajakylä, Eero

doi:10.1016/s0021-9673(01)87070-9

Cited by 70 publications

(8 citation statements)

References 12 publications

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“…To seDarate them. chromatographic methods are emplo$ed; five of tde anhydrides have been separated from each other by reverse-phase high-performance liquid chromatography (HPLC) (6). It seemed desirable to ascertain whether chromatography on cation-exchange resins in the calcium form (7) would be suitable for their separation.…”

Section: Introductionmentioning

confidence: 99%

Complexes of carbohydrates with metal cations. XVI•Di-D-fructose and di-L-sorbose dianhydrides

Angyal¹,

Craig²,

Defaye³

et al. 1990

Can. J. Chem.

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. 68, 1140(1 990).Di-D-fructose 2', 1:2,11-dianhydrides form complexes with metal cations if the two anomeric carbon atoms have the same configuration. Such anomers have the central 1,4-dioxane ring in a flexible form; complex formation involves 0-1, 0-1 ', 0-3, and 0-3', as confirmed by the X-ray crystal structure of the strontium complex of the P,P-dipyranose anomer. The a,p-anomers, and dianhydrides containing only furanose rings, do not form such complexes.Key words: difructose dianhydrides, complex formation with cations, crystal structure of complex, chromatographic separation on ion-exchange resins.STEPHEN JOHN ANGYAL, DONALD CHADWICK CRAIG, JACQUES DEFAYE et AND&€ GADELLE. Can. J. Chem. 68, 1140 (1990).Les 2', 1:2,11-dianhydrides du di-D-fructose forment des complexes avec les cations mCtalliques si les deux atomes de carbone anomtriques possedent la m&me configuration. Dans de tels anomeres, le cycle 1,4-dioxane central existe dans une conformation flexible; comrne il a Ct C Ctablie par diffraction des rayons-X sur le complexe de strontium de l'anomere P,P-dipyranose, la formation de complexe implique les atomes 0 -1,O-l ' , 0 -3 et 0-3'. Les anomeres a , P ainsi que les dianhydrides ne contenant que des cycles furanoses ne forment pas de tels complexes.Mots cle's : dianhydrides du difructose, formation de complexes avec les cations, structure cristalline du complexe, stparation par chromatographie sur des rCsines Cchangeuses d'ions.[Traduit par la revue] IntroductionThe reaction of D-fructose or inulin with strong aqueous acids or with anhydrous hydrogen fluoride yields a mixture of difructose dianhydrides of which nine diastereomers have been isolated and characterized (2-5). To seDarate them. chromatographic methods are emplo$ed; five of tde anhydrides have been separated from each other by reverse-phase high-performance liquid chromatography (HPLC) (6). It seemed desirable to ascertain whether chromatography on cation-exchange resins in the calcium form (7) would be suitable for their separation. In principle, this method does not seem to offer much promise because fructosides do not form strong complexes with cations (8): fructofuranosides do not complex, a-fructopyranosides form only very weak complexes at 0-4-0-5, and p-fructopyranosides weak ones at 0-4-0-5 and 0-2-0-3. However, complexing involving hydroxyl groups of both fructose moie-

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Section: Introductionmentioning

confidence: 99%

Complexes of carbohydrates with metal cations. XVI•Di-D-fructose and di-L-sorbose dianhydrides

Angyal¹,

Craig²,

Defaye³

et al. 1990

Can. J. Chem.

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“…Arguably the most common of the available hydrophobic stationary phases are alkyl-linked supports that can range from methyl (C1) to octadecyl (C18). For purification of protected or partially protected oligosaccharides, C5 and C18 alkyl-linked supports are most commonly employed with typically a water/acetonitrile mobile phase 23–28 .…”

Section: Analytical Toolbox Of Chromatographic Modesmentioning

confidence: 99%

“…This mutarotation leads to broader chromatographic peaks since one peak will contain these interconverting α/β anomers 55 . Increased temperature and the addition of triethylamine have been shown to limit the peak broadening caused by mutarotation 23 . One recent development to alleviate this α/β anomerization was through the development of a hydrolytically stable bidentate urea-type HILIC column packing support 56 .…”

Section: Analytical Toolbox Of Chromatographic Modesmentioning

confidence: 99%

Recent liquid chromatographic approaches and developments for the separation and purification of carbohydrates

2017

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“…Water can be used as eluent for chemical bonded alkyl column, but the separation efficiency is not satisfactory [72]. The separation effect could be improved by reducing temperature, reducing the linear rate of mobile phase or adding sodium chlorate.…”

Section: High-performance Liquid Chromatography (Hplc)mentioning

confidence: 99%