G7641

Monosialoganglioside G_M1 from bovine brain

≥95%, lyophilized powder

• Synonyme(s) : Ganglioside G_M1, monosialo
• Numéro CAS: 37758-47-7
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 300
• Pureté: ≥95%
• Forme: lyophilized powder
• Température de stockage: −20°C
• Chaîne SMILES: CCCCCCCCCCCCCCCCCCCC(=O)N[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H]3NC(C)=O)[C@H](O[C@@]5(C[C@H](O)[C@@H](NC(C)=O)[C@@H](O5)[C@H](O)[C@H](O)CO)C(O)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@@H](O)\C=C\CCCCCCCCCCCCCCC
• InChI: 1S/C73H131N3O31/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-52(86)76-44(45(83)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-99-69-61(93)59(91)63(50(38-79)102-69)104-71-62(94)67(98-41-47(85)55(87)66-53(74-42(3)81)46(84)35-73(97,107-66)72(95)96)64(51(39-80)103-71)105-68-54(75-43(4)82)65(57(89)49(37-78)100-68)106-70-60(92)58(90)56(88)48(36-77)101-70/h31,33,44-51,53-71,77-80,83-85,87-94,97H,5-30,32,34-41H2,1-4H3,(H,74,81)(H,75,82)(H,76,86)(H,95,96)/b33-31+/t44?,45?,46-,47?,48+,49+,50+,51+,53+,54+,55?,56-,57-,58-,59+,60+,61+,62+,63+,64-,65+,66+,67+,68-,69+,70-,71-,73-/m0/s1
• Clé InChI: CNLVNZJJSHZYAS-ALSOZVJRSA-N

Description

Amino Acid Sequence

Cer-Glc-Gal(NeuAc)-GalNAc-Gal

Description générale

Monosialoganglioside GM1 is a major sialoglycolipid of neuronal membranes.

Les gangliosides sont des constituants majeurs des membranes cellulaires neuronales et du réticulum endoplasmique. Ils contiennent une chaîne de polysaccharide à groupes sialate liés au céramide par une liaison β-glycosidique. Pour consulter une classification des gangliosides voir Svennerholm, L., et al. (eds.), Structure and Function of Gangliosides, New York, Plenum, 1980.

Application

Monosialoganglioside GM1 from bovine brain has been used:

• in GM1 capture enzyme-linked immunosorbent assay (ELISA)
• for the quantification of cholera toxin B subunit (CTB)-p277 protein accumulation
• for Escherichia coli heat-labile enterotoxin (LT-B) detection
• to determine the affinity of the GM1-ganglioside receptor for the plant-derived Escherichia coli heat-labile toxin LTK63 protein

Récepteurs spécifiques de la toxine cholérique qui s'accumulent dans le cerveau dans la lipidose infantile tardive.

Actions biochimiques/physiologiques

Monosialoganglioside GM1 maintains calcium homeostasis, neurotrophic factor signaling, membrane integrity, and α-synuclein aggregation. It binds to the cholera toxin B subunit, leading to the activation of adenylate cyclase in a wide variety of cell types. The binding of cholera toxin to membrane-associated monosialoganglioside GM1 causes the translocation of A subunit of cholera toxin to the cell interior for the catalysis of ADP ribosylation. In addition, the binding of cholera toxin to monosialoganglioside GM1 causes translocation of nuclear factor (NF)-kB and activation of dendritic cells. Monosialoganglioside GM1 is effective in treating cerebral ischemia and dementia, stroke, and spinal cord injury in several in vivo and in vitro model systems. Accumulation of GM1, due to defective acid hydrolases, leads to GM1 gangliosidosis, which is a lethal lysosomal disease. It was also found to have a regulatory role in the formation of neurotoxic β-amyloid fibrils associated with Alzheimer′s disease and possible involvement in the pathogenesis of demyelination in relapsing-remitting multiple sclerosis.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)