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Merck
CN

G3767

Trisialoganglioside-GT1b

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

别名:

Ganglioside GT1b

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关于此项目

化学文摘社编号:
59247-13-1
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00081622

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产品名称

Trisialoganglioside-GT1b from bovine brain, lyophilized powder, ≥96% (TLC)

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

assay

≥96% (TLC)

form

lyophilized powder

solubility

DMSO: soluble, ethanol: soluble

storage temp.

−20°C

Quality Level

200

相关类别

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 GD1b 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.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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分析证书(COA)

Lot/Batch Number
0000508235
0000508222
0000508235
0000508222
0000483654

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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)
Rui Yu et al.
Immunobiology, 216(4), 485-490 (2010-10-05)
The expression of the carboxyl fragment of the heavy chain of tetanus neurotoxin (TeNT-Hc) in Escherichia coli has been hampered by the unusually high AT content and the presence of rarely used codons by Clostridium. The gene encoding TeNT-Hc was
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
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)
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