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Anal Bioanal Chem ; 400(10): 3675-80, 2011 Jul.
Article in English | MEDLINE | ID: mdl-21547428

ABSTRACT

Gangliosides are membrane-associated glycosphingolipids. N-Acetyl GM3 and N-glycolyl GM3 are two tumor-associated antigens expressed in cancer tissues such as melanoma and mammalian cancer. In order to use these antigens in GM3-based vaccines for patients with early stage cancer, the synthetic version is recommended to avoid the risk of animal virus transmission from the source. However, the isolation of natural gangliosides is of comparative value for the structural characterization. The structures of N-acetyl and N-glycolyl GM3 extracted from dog and horse erythrocytes were evaluated by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry and nuclear magnetic resonance techniques; additionally, the natural N-acetyl ganglioside was compared to a synthetic one. In addition to the main compound with C24:0 fatty acid chain, a minor component with an additional unsaturation in the ceramide chain was detected, in both the dog and the horse gangliosides. This paper shows spectroscopic evidence of the aforementioned compounds.


Subject(s)
G(M3) Ganglioside/chemistry , Gangliosides/chemistry , Animals , Ceramides/chemistry , Dogs , Erythrocytes/chemistry , G(M3) Ganglioside/analogs & derivatives , G(M3) Ganglioside/isolation & purification , Gangliosides/isolation & purification , Horses , Magnetic Resonance Spectroscopy , Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization/methods
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