Skip to Content
Merck
CN

G3767

Trisialoganglioside-GT1b

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

Synonym(s):

Ganglioside GT1b

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

CAS Number:
59247-13-1
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00081622

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

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

Related Categories

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.

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

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000508235
0000508222
0000508235
0000508222
0000483654

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
View All Related Papers

Articles

Discover Bioactive Small Molecules for Lipid Signaling Research

Discover Bioactive Small Molecules for Lipid Signaling Research

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service