Structural analysis of glycosphinoglipids by high-resolution 1H nuclear magnetic resonance spectroscopy. 1980

J Dabrowski, and P Hanfland, and H Egge

The carbohydrate composition of eight glycosphingolipids--glucosylceramide, lactosylceramide, lacto-N-triaosylceramide, neolactotetraosylceramide, IV3Gal alpha neolactotetraosylceramide, globotriaosylceramide, globoside (P-antigen), and Forssman glycolipid (IV3GalNAc alpha GbOse4Cer)--derived from different sources was analyzed by 1H nuclear magnetic resonance at 360 MHz in dimethyl-d6 sulfoxide as solvent. The resonances of all H-1 and H-2 protons as well as those of most of the H-3 and H-4, and of some H-5 protons, of the sugar rings were assigned with the aid of spin decoupling difference spectroscopy. They show regularities related to the type, anomeric configuration, site of glycosidic linkage, and sequence of the component sugars glucose, galactose, glucosamine, and galactosamine. These regularities are thus suited for elucidation of hitherto unknown structure of more complex glycosphingolipids.

UI MeSH Term Description Entries
D008968 Molecular Conformation The characteristic three-dimensional shape of a molecule. Molecular Configuration,3D Molecular Structure,Configuration, Molecular,Molecular Structure, Three Dimensional,Three Dimensional Molecular Structure,3D Molecular Structures,Configurations, Molecular,Conformation, Molecular,Conformations, Molecular,Molecular Configurations,Molecular Conformations,Molecular Structure, 3D,Molecular Structures, 3D,Structure, 3D Molecular,Structures, 3D Molecular
D009682 Magnetic Resonance Spectroscopy Spectroscopic method of measuring the magnetic moment of elementary particles such as atomic nuclei, protons or electrons. It is employed in clinical applications such as NMR Tomography (MAGNETIC RESONANCE IMAGING). In Vivo NMR Spectroscopy,MR Spectroscopy,Magnetic Resonance,NMR Spectroscopy,NMR Spectroscopy, In Vivo,Nuclear Magnetic Resonance,Spectroscopy, Magnetic Resonance,Spectroscopy, NMR,Spectroscopy, Nuclear Magnetic Resonance,Magnetic Resonance Spectroscopies,Magnetic Resonance, Nuclear,NMR Spectroscopies,Resonance Spectroscopy, Magnetic,Resonance, Magnetic,Resonance, Nuclear Magnetic,Spectroscopies, NMR,Spectroscopy, MR
D002236 Carbohydrate Conformation The characteristic 3-dimensional shape of a carbohydrate. Carbohydrate Linkage,Carbohydrate Conformations,Carbohydrate Linkages,Conformation, Carbohydrate,Conformations, Carbohydrate,Linkage, Carbohydrate,Linkages, Carbohydrate
D005688 Galactosamine
D005690 Galactose An aldohexose that occurs naturally in the D-form in lactose, cerebrosides, gangliosides, and mucoproteins. Deficiency of galactosyl-1-phosphate uridyltransferase (GALACTOSE-1-PHOSPHATE URIDYL-TRANSFERASE DEFICIENCY DISEASE) causes an error in galactose metabolism called GALACTOSEMIA, resulting in elevations of galactose in the blood. D-Galactose,Galactopyranose,Galactopyranoside,D Galactose
D006028 Glycosphingolipids Lipids containing at least one monosaccharide residue and either a sphingoid or a ceramide (CERAMIDES). They are subdivided into NEUTRAL GLYCOSPHINGOLIPIDS comprising monoglycosyl- and oligoglycosylsphingoids and monoglycosyl- and oligoglycosylceramides; and ACIDIC GLYCOSPHINGOLIPIDS which comprises sialosylglycosylsphingolipids (GANGLIOSIDES); SULFOGLYCOSPHINGOLIPIDS (formerly known as sulfatides), glycuronoglycosphingolipids, and phospho- and phosphonoglycosphingolipids. (From IUPAC's webpage) Asialoganglioside,Asialogangliosides,Glycosphingolipid,Sphingoglycolipid,Sphingoglycolipids
D000116 Acetylgalactosamine The N-acetyl derivative of galactosamine. 2-Acetamido-2-D-galactopyranose,2-Acetamido-2-Deoxy-D-Galactose,2-Acetamido-2-Deoxygalactose,N-Acetyl-D-Galactosamine,2 Acetamido 2 D galactopyranose,2 Acetamido 2 Deoxy D Galactose,2 Acetamido 2 Deoxygalactose,N Acetyl D Galactosamine
D000117 Acetylglucosamine The N-acetyl derivative of glucosamine. Acetyl Glucosamine,N-Acetyl Glucosamine,N-Acetyl-beta-D-Glucosamine,N-Acetylglucosamine,beta-N-Acetylglucosamine,2-Acetamido-2-Deoxy-D-Glucose,2-Acetamido-2-Deoxyglucose,N-Acetyl-D-Glucosamine,2 Acetamido 2 Deoxy D Glucose,2 Acetamido 2 Deoxyglucose,Glucosamine, Acetyl,Glucosamine, N-Acetyl,N Acetyl D Glucosamine,N Acetyl Glucosamine,N Acetyl beta D Glucosamine,N Acetylglucosamine,beta N Acetylglucosamine
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships

Related Publications

J Dabrowski, and P Hanfland, and H Egge
June 2013, Talanta,
J Dabrowski, and P Hanfland, and H Egge
October 1995, Carbohydrate research,
J Dabrowski, and P Hanfland, and H Egge
September 1984, Seikagaku. The Journal of Japanese Biochemical Society,
J Dabrowski, and P Hanfland, and H Egge
March 1998, Magnetic resonance in medicine,
J Dabrowski, and P Hanfland, and H Egge
December 2016, Physical chemistry chemical physics : PCCP,
J Dabrowski, and P Hanfland, and H Egge
November 1995, Biophysical journal,
J Dabrowski, and P Hanfland, and H Egge
August 1969, Proceedings of the National Academy of Sciences of the United States of America,
J Dabrowski, and P Hanfland, and H Egge
December 1985, Biochemical and biophysical research communications,
J Dabrowski, and P Hanfland, and H Egge
September 2018, Lab on a chip,
Copied contents to your clipboard!