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G3767

Sigma-Aldrich

Trisialoganglioside-GT1b from bovine brain

lyophilized powder, ≥96% (TLC)

Synonyme(s) :

Ganglioside GT1b

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About This Item

Numéro CAS:
59247-13-1
Numéro MDL:
MFCD00081622
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Niveau de qualité

200

Pureté

≥96% (TLC)

Forme

lyophilized powder

Solubilité

DMSO: soluble
ethanol: soluble

Température de stockage

−20°C

InChI

1S/C88H157N5O44/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-56(107)92-37-51(45(101)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)124-80-66(113)65(112)70(54(42-98)127-80)129-82-69(116)77(136-87(84(120)121)35-46(102)57(89)72(132-87)61(108)49(105)38-94)71(55(43-99)128-82)130-79-60(93-44(3)100)75(63(110)52(40-96)125-79)131-81-68(115)76(64(111)53(41-97)126-81)135-86(83(118)119)34-47(103)59(91)74(134-86)67(114)78(117)137-88(85(122)123)36-48(104)58(90)73(133-88)62(109)50(106)39-95/h30,32,45-55,57-82,94-99,101-106,108-117H,4-29,31,33-43,89-91H2,1-3H3,(H,92,107)(H,93,100)(H,118,119)(H,120,121)(H,122,123)/b32-30+/t45?,46-,47-,48-,49?,50?,51?,52-,53-,54+,55-,57+,58+,59+,60-,61?,62?,63+,64+,65+,66+,67?,68-,69-,70+,71+,72+,73+,74+,75-,76+,77-,78?,79+,80+,81+,82+,86+,87+,88+/m0/s1

Clé InChI

NVNPEYQWKCQBBU-ADMXJUBYSA-N

Amino Acid Sequence

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

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. For classification of gangliosides see Svennerholm, L., et al. (eds.), Structure and Function of Gangliosides, New York, Plenum, 1980.

Application

Trisialoganglioside-GT1b from bovine brain has been used:
  • in high performance thin layer chromatography (HPTLC)
  • in membrane GM1 assays
  • as reference standards for TLC (thin layer chromatography) and as antigens for ELISA (enzyme-linked immunosorbent assay)

Actions biochimiques/physiologiques

Ganglioside marker for metastatic brain tumors. Modulates cellular differentiation; prevents glutamate neurotoxicity; inhibits mitogenesis stimulated by lectins such as Con A. Converted to GD1b by bacterial and mammalian sialidases.

Remarque sur l'analyse

Homogeneous aqueous preparations can be obtained by suspending the compound in water, buffer or cell culture medium and sonicating briefly to facilitate the micelle formation.

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)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Amanda Przedpelski et al.
Infection and immunity, 81(7), 2638-2644 (2013-05-15)
The need for a vaccine against botulism has increased since the discontinuation of the pentavalent (ABCDE) botulinum toxoid vaccine by the Centers for Disease Control and Prevention. The botulinum toxins (BoNTs) are the primary virulence factors and vaccine components against
Gangliosides as cell surface receptors and transducers of biological signals.
Fishman
New Trends in Ganglioside Research, 14, 219-219 (1988)
Patricia Urbina et al.
Biochimica et biophysica acta, 1808(1), 279-286 (2010-08-24)
α-Toxin, a major determinant of Clostridium perfringens toxicity, exhibits both phospholipase C and sphingomyelinase activities. Our studies with large unilamellar vesicles containing a variety of lipid mixtures reveal that both lipase activities are enhanced by cholesterol and by lipids with
Gangliosides of organ-confined versus metastatic androgen-receptor-negative prostate cancer
Ravindranath M H, et al.
Biochemical and Biophysical Research Communications, 324(1), 154-165 (2004)
Seung T Lim et al.
Neuropharmacology, 60(7-8), 1160-1167 (2010-10-26)
Gangliosides are lipophilic compounds found in cell plasma membranes throughout the brain that play a role in neuronal plasticity and regeneration. Indeed, absence or abnormal accumulation of gangliosides has been shown to lead to neurological disorders. Experimental data have shown
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