Evaluation and evidence of natural gangliosides with two unsaturated bonds in the ceramide structure obtained by a combination of MALDI-MS and NMR spectroscopy |
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Authors: | Raine Garrido Arteaga Roberto Carlos Veloso Pita Miguel Antonio López López José Antonio González Labaut María del Carmen Rodríguez Montero Hermán Vélez Castro José Alberto Cremata Alvarez |
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Institution: | 1.Center of Biomolecular Chemistry,Playa,Cuba;2.Center for Genetic Engineer and Biotechnology,Playa,Cuba;3.Center of Biomaterials,Havana University,La Habana,Cuba |
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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. |
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