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G3767

Trisialoganglioside-GT1b

Name: Trisialoganglioside-GT1b
Brand: SIGMA

≥96% (TLC), cell differentiation modulator, lyophilized powder

Synonym(s):

Ganglioside GT_1b

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About This Item

CAS Number:

59247-13-1

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00081622

Assay:

≥96% (TLC)

Form:

lyophilized powder

Quality level:

200

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Product Name

Trisialoganglioside-GT_1b from bovine brain, lyophilized powder, ≥96% (TLC)

Quality Level

200

assay

≥96% (TLC)

form

lyophilized powder

solubility

DMSO: soluble, ethanol: soluble

storage temp.

−20°C

SMILES string

N([C@@H]1[C@H](O[C@H]([C@H]([C@H]1O[C@H]5O[C@H]([C@H]([C@H]([C@@H]5O)O[C@@]6(O[C@H]([C@@H]([C@H](C6)O)N)C(O)C(O[C@@]7(O[C@H]([C@@H]([C@H](C7)O)N)C(O)C(O)CO)C(=O)O)O)C(=O)O)O)CO)O)CO)O[C@@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O[C@@]4(O[C@H]([C@@H]([C@H](C4)O)N)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

InChI key

NVNPEYQWKCQBBU-ADMXJUBYSA-N

Related Categories

Bioactive Small Molecules

Biochemicals

Glycoconjugates

General description

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)

Biochem/physiol Actions

Ganglioside marker for metastatic brain tumors. Modulates cellular differentiation; prevents glutamate neurotoxicity; inhibits mitogenesis stimulated by lectins such as Con A. Converted to GD_1b by bacterial and mammalian sialidases.

Analysis Note

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Membrane lipid composition and its physicochemical properties define cell vulnerability to aberrant protein oligomers

Evangelisti E, et al.

Journal of Cell Science, 324(1), jcs-098434 (2012)

Development of a cell immobilization technique for the conversion of polysialogangliosides to monosialotetrahexosylganglioside.

H J Dong et al.

Pharmaceutical biology, 49(8), 805-809 (2011-04-20)

Monosialotetrahexosylganglioside (GM₁) prepared from the brain of pig or bovine is an effective clinical drug in the treatment of different nervous system diseases. Generally, polysialogangliosides are transformed into GM₁ by enzymic or chemical hydrolysis due to the very poor level

Involvement of ganglioside GT1b in glutamate release from neuroblastoma cells.

Shun Watanabe et al.

Neuroscience letters, 517(2), 140-143 (2012-05-09)

Since gangliosides play many important roles in neural systems, we investigated whether gangliosides are involved in glutamate release from neural cells. Differentiated neruro2a cells were treated with gangliosides, including GM3, GM1, GD1a, GD3, GD1b, or GT1b, for 30 min, and

Endogenous immune response to gangliosides in patients with confined prostate cancer

Ravindranath M H, et al.

International Journal of Cancer. Journal International Du Cancer, 116(3), 368-377 (2005)

Intraplantar injection of gangliosides produces nociceptive behavior and hyperalgesia via a glutamate signaling mechanism.

Shun Watanabe et al.

Pain, 152(2), 327-334 (2010-12-08)

Gangliosides are abundant in neural tissue and play important roles in cell-cell adhesion, signal transduction, and cell differentiation. Gangliosides are divided into 4 groups: asialo-, a-, b-, and c-series gangliosides, based on their biosynthetic pathway. St8sia1 knockout mice, which lack

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Global Trade Item Number

SKU	GTIN
G3767-5MG	04061833271247
G3767-1MG	04061833630181

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