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Merck
CN

G3767

Sigma-Aldrich

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
MDL编号:
MFCD00081622
UNSPSC代码:
12352200
NACRES:
NA.77

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产品名称

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

质量水平

200

方案

≥96% (TLC)

表单

lyophilized powder

溶解性

DMSO: soluble
ethanol: soluble

储存温度

−20°C

SMILES字符串

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

相关类别

Amino Acid Sequence

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

一般描述

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.

应用

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)

生化/生理作用

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.

分析说明

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.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000458765
0000458766
0000458766
0000458765
0000410412

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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)
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)
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
Sureshkumar Venkateshwari et al.
Journal of biomolecular structure & dynamics, 30(3), 255-268 (2012-07-04)
The conformational property of oligosaccharide GT1B in aqueous environment was studied by molecular dynamics (MD) simulation using all-atom model. Based on the trajectory analysis, three prominent conformational models were proposed for GT1B. Direct and water-mediated hydrogen bonding interactions stabilize these
H Hamasaki et al.
Biochimica et biophysica acta, 1437(1), 93-99 (1999-02-05)
We studied ganglioside expression in 12 human metastatic brain tumors metastasized from colon (4), renal (3), lung (2), esophagus (1), pancreas (1), and mammary (1) carcinomas. GM3 was the major common ganglioside expressed in brain metastatic tumor tissues, and GT1b
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