Isolation and characterization of an I-active ceramide decasaccharide from rabbit erythrocyte membranes

Hanfland, P.; Egge, Heinz; Dąbrowski, Ursula; Kuhn, S.; Roelcke, D.; Dąbrowski, Janusz

doi:10.1021/bi00521a034

Cited by 109 publications

(42 citation statements)

References 54 publications

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“…Both table 1 and riga suggest that 1 is closely related to the bi-antennary ceramide decasaccharide, Blrab-I, whose structure was established in our recent work [3]. The integration of the signals of the anomeric protons of 1 shows the presence of 15 sugar residues in groups of 1 + 1 + 5 + 2 + 3 + 3 (going downfield).…”

Section: Resultsmentioning

confidence: 62%

“…Fortuitous overlap by resonances belonging to other spin systems may still take place despite the enormously increased resolution but such problems can in most cases be successfully handled by utilizing the knowl. edge on spectra-structure relationships found for series of related substances [3,10]. For example, 63.33 is common to H-5 of all GlcNAc and of/3-Gal-8, -8' and -8" units hence the SECSY spectrum alone does not provide the information whether the two H-6,6' resonance pairs obtained from the cross-section at 53.33 should be ascribed to the GlcNAc and Gal residues in the order shown in linked N-acetylglucosamine residues 7' and 7".…”

Section: Resultsmentioning

confidence: 99%

“…The ceramide pentadecasaccharide (para Blrab-II, 1 ; see formula in table 1) was isolated from rabbit erythrocyte membranes as described for the ceramide decasaccharide [3]. Details will be reported elsewhere.…”

Section: Methodsmentioning

confidence: 99%

“…For resolution enhancement the free induction decay was multiplied by the LorentzianGaussian transformation function [7] included into the Bruker software package. Although the accuracy of the measurements was 0.001 ppm, the chemical shifts were rounded to 0.01 ppm to conform with the presentation in [3,4].…”

Section: Methodsmentioning

confidence: 99%

“…We have solved this problem by the combined use of spin decoupling and nuclear Overhauser difference spectroscopy. In this way, the structures of a ceramide decasaccharide from rabbit erythrocyte membranes [3] and of a number of plasmatic Lewis blood-group active glycosphingolipids [4] were elucidated. For selectivity reasons, it is necessary for those techniques to be successfully applied that the resonances of the irradiated protons be well separated from others or, at least, not heavily overlapped.…”

Section: Introductionmentioning

confidence: 99%

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Structure determination of a ceramide pentadecasaccharide by two‐dimensional J‐resolved and J‐correlated NMR spectroscopy

Dąbrowski

Hanfland

1982

FEBS Letters

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Section: Resultsmentioning

confidence: 62%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Structure determination of a ceramide pentadecasaccharide by two‐dimensional J‐resolved and J‐correlated NMR spectroscopy

Dąbrowski

Hanfland

1982

FEBS Letters

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Guideline for the extraction, isolation, purification, and structural characterization of polysaccharides from natural resources

Huang

Yao

et al. 2022

eFood

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Polysaccharide is widely distributed in natural resources, and currently attracts scientists' attention for their various bio‐functions including immunomodulatory activity, hypoglycemic activity, hypolipidemic activity, antitumor activity, promoting effects on gastrointestinal function, and so on. The purity and structure characteristics of different polysaccharides greatly restrict the in‐depth study of their bioactivity mechanism. Therefore, this guideline will display the extraction, isolation, purification, and structural characterization of polysaccharides from natural resources. The extraction methods of acid‐soluble polysaccharides, water‐soluble polysaccharides, and alkaline soluble polysaccharides are included. Common purification methods like membrane filtration, alcohol precipitation, and column chromatographic separation are explained in detail. A comprehensive procedure for polysaccharide structural characterization is given from molecular weight and monosaccharide composition study to Fourier transform infrared and nuclear magnetic resonance analysis. Examples are added where necessary to help you better understand this guideline.

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Sequential analysis of oligosaccharide structures by modern NMR techniques

1990

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Sequential analysis of oligosaccharide structures can b e transfer and NOE have been used to determine the sequence achieved by semiselective NMR-pulse techniques. Gaussianshaped pulses combined with multistep-relayed coherence and assign the carbohydrate resonances of lanatoside C.The structure elucidation of oligosaccharides on the basis of NMR analytical data is an extremely difficult task because it requires the determination of monosaccharide units, their anomeric configuration, their sequence and the position of the glycosidation. Recently, the potential of modern 2D-NMR techniques, in sequencing oligosaccharides, has been demonstrated 1-3). Information about the primary structure is usually obtained by the determination of interresidue NOE 4-6) or long-range scalar coupling across the glycosidic bonds 2, combined with glycosylation-induced shifts. The main disadvantage of these methods is their low sensitivity and heavy signal overlap even at very high fields. This can be particulary misleading when NOES, correlated with an anomeric proton, appear at a chemical shift shared by two or more different hydrogens.We describe I D versions of 2D experiments which can be used to determine the structure of the monosaccharide residues and their sequence. They are much more sensitive than their 2D counterparts and can be performed with much higher digital resolution. Because of the selective nature of these methods only the desired signals of heavy overlapping resonances can be observed.I D versions of 2D-NMR experiments" are obtained by using Gaussian-shaped pulses') for selective COSY experiments, combined with one-or two-step-relayed coherence transfer 9! They have been used to analyse carbohydrate spectra") and to determine the structure of a bisdesmosidic saponin containing ten sugar residues"). We show that semiselective excitation of one carbohydrate proton, combined with multistep-relayed coherence transfer and a terminal NOE transfer, can be used for the determination of the sequence of complex oligosaccharides. unit combined with up to three-step-relayed coherence transfer allows all glucose resonances to be assigned.

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Isolation and characterization of an I-active ceramide decasaccharide from rabbit erythrocyte membranes

Cited by 109 publications

References 54 publications

Structure determination of a ceramide pentadecasaccharide by two‐dimensional J‐resolved and J‐correlated NMR spectroscopy

Structure determination of a ceramide pentadecasaccharide by two‐dimensional J‐resolved and J‐correlated NMR spectroscopy

Guideline for the extraction, isolation, purification, and structural characterization of polysaccharides from natural resources

Sequential analysis of oligosaccharide structures by modern NMR techniques

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