Accéder au contenu
Merck
Toutes les photos(1)

Principaux documents

Voir toute la documentation

G9652

Sigma-Aldrich

Monosialoganglioside GM1 from bovine brain

lyophilized powder, BioXtra, γ-irradiated, ≥95% (TLC)

Synonyme(s) :

Ganglioside GM1, monosialo

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(1)

About This Item

Numéro CAS:
37758-47-7
Numéro MDL:
MFCD00466936
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.75

Niveau de qualité

200

Stérilité

γ-irradiated

Gamme de produits

BioXtra

Essai

≥95% (TLC)

Forme

lyophilized powder

Poids mol.

~1540

Technique(s)

blocking: suitable

Impuretés

endotoxin, tested

Solubilité

chloroform/methanol: 9.80-10.20 mg/mL, clear to slightly hazy, colorless to light yellow

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

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

Amino Acid Sequence

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

Description générale

Gangliosides are major constituents of neuronal cell membranes and endoplasmic reticulum. They contain a sialated polysaccharide chain linked to ceramide through a β-glycosidic linkage.
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

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

Actions biochimiques/physiologiques

Monosialoganglioside GM1 is a major sialoglycolipid of neuronal membranes that modulates calcium homeostasis. It binds to cholera toxin B subunit, resulting in stimulation of adenylate cyclase in a wide variety of cell types. After cholera toxin binds to membrane associated monosialoganglioside GM1, the A subunit of cholera toxin is translocated to the cell interior, where it catalyzes the ADP ribosylation of the membrane associated Gs subunit of adenylate cyclase. In addition, binding of cholera toxin to monosialoganglioside GM1 causes translocation of NF-κB and activation of dendritic cells.

Monosialoganglioside GM1 was one of many mono- and oligosaccharide ligands studied for their affinity for NKR-P1, a membrane protein on natural killer cells, which contains an extracellular Ca2+-dependent lectin domain. Monosialoganglioside GM1 is effective in partially correcting the consequences of neuroinjury in a number of in vivo and in vitro model systems.

Notes préparatoires

Monosialoganglioside GM1 is prepared by a modification of a published procedure. It is isolated from bovine brain by extraction and solvent fractionation methods. The final purification is done by HPLC on silica gel allowing no buffer salts to be used for the purification.

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)

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
0000308058
0000282852
0000244739
0000190380
049M4017V

Vous ne trouvez pas la bonne version ?

Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

Rechercher un(e) COA

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Satoshi Kuwabara et al.
The Lancet. Neurology, 12(12), 1180-1188 (2013-11-16)
Acute motor axonal neuropathy (AMAN) is a pure motor axonal subtype of Guillain-Barré syndrome (GBS) that was identified in the late 1990s. In Asia and Central and South America, it is the major subtype of GBS, seen in 30-65% of
D P Lammertse
Spinal cord, 51(1), 2-9 (2012-11-21)
After three decades of clinical research on interventions to improve neurological outcomes in persons with spinal cord injury (SCI), the promise of preclinical discovery has yet to be translated into a consensus standard of care treatment. Nonetheless, SCI researchers remain
Krystal Teasley Hamorsky et al.
PLoS neglected tropical diseases, 7(3), e2046-e2046 (2013-03-19)
Cholera toxin B subunit (CTB) is a component of an internationally licensed oral cholera vaccine. The protein induces neutralizing antibodies against the holotoxin, the virulence factor responsible for severe diarrhea. A field clinical trial has suggested that the addition of
Tobias Gustafsson et al.
European journal of immunology, 43(7), 1779-1788 (2013-05-08)
Cholera toxin (CT) binds to GM1-ganglioside receptors present on all nucleated cells. Despite this, it is a very potent mucosal adjuvant that has a dramatic impact on immune cells, as well as nerve and epithelial cells, causing diarrhea. This fact
Michael G Jobling et al.
mBio, 3(6), doi:10-doi:10 (2012-11-01)
Cholera toxin (CT) from Vibrio cholerae is responsible for the majority of the symptoms of the diarrheal disease cholera. CT is a heterohexameric protein complex with a 240-residue A subunit and a pentameric B subunit of identical 103-residue B polypeptides.
Afficher tous les articles scientifiques apparentés

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique