Ganglioside GM1 ammonium  (Synonyms: GM1 (d18:1/C18:0) ammonium; C18 Ganglioside GM1 (d18:1/18:0) ammonium)

Ganglioside GM1 (ammonium) is a monosialylated ganglioside and the prototypic ganglioside for those containing one sialic acid residue. Ganglioside GM1 (ammonium) is one of the most abundant gangliosides in the brain which provides neuroprotection. Ganglioside GM1 (ammonium) exhibits anti-inflammatory property. Ganglioside GM1 (ammonium) has a well-balanced amphiphilic behavior. Ganglioside GM1 (ammonium) can reduce the fluidity of the plasma membrane that implies a retention and enrichment of the ganglioside in specific membrane domains that are called lipid rafts. Ganglioside GM1 (ammonium) can modify the process of differentiation, amplifies responses to neurotrophic factors, protects against excitatory amino acid-related neurotoxicity. Ganglioside GM1 (ammonium) can alleviate acute nerve cell damage through blocking cytotoxicity and potentiating neurotophic factors. Ganglioside GM1 (ammonium) can be studied in neurodegenerative diseases such as Alzheimer’s disease^[1][2][3].

1563.85

C₇₃H₁₃₄N₄O₃₁

1329115-44-7

OC([C@@]1(O[C@@]([C@@H]([C@H](C1)O)NC(C)=O)([H])[C@H](O)[C@H](O)CO)O[C@H]([C@H]([C@@H](O[C@@H]2CO)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC(CCCCCCCCCCCCCCCCC)=O)CO)O)[C@H]2O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O[C@@H]5O[C@@H]([C@@H]([C@@H]([C@H]5O)O)O)CO)NC(C)=O)=O.N

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• [1]. Mocchetti I. (2005). Exogenous gangliosides, neuronal plasticity and repair, and the neurotrophins. Cellular and molecular life sciences : CMLS, 62(19-20), 2283–2294.

  [2]. Danny Galleguillos, et al., Anti-inflammatory role of GM1 and other gangliosides on microglia. Journal of Neuroinflammation, 2022, 19(9).

  [3]. Elena Chiricozzi, et al., GM1 Ganglioside Is A Key Factor in Maintaining the Mammalian Neuronal Functions Avoiding Neurodegeneration. Int. J. Mol. Sci. 2020, 21(3).