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Merck
CN

G8146

Disialoganglioside GD1b

from bovine brain, ~95%, bacterial toxin receptor , lyophilized powder

Synonym(s):

Ganglioside GD1b, disialo

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About This Item

CAS Number:
19553-76-5
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00466941

Key Documents

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Product Name

Disialoganglioside GD1b from bovine brain, ~95%, lyophilized powder

SMILES string

N([C@@H]1[C@H](O[C@H]([C@H]([C@H]1O[C@H]6O[C@H]([C@H]([C@H]([C@@H]6O)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(O)C(O)CO[C@]5(O[C@@H]([C@H]([C@@H](C5)O)N)C(O)C(O)CO)C(=O)O)C(=O)O)O)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H

InChI

1S/C80H144N4O37/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-54(96)83-36-49(44(91)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)111-74-65(104)63(102)67(52(40-88)114-74)116-76-66(105)72(68(53(41-89)115-76)117-73-57(84-43(3)90)71(61(100)51(39-87)112-73)118-75-64(103)62(101)60(99)50(38-86)113-75)121-80(78(108)109)35-46(93)56(82)70(120-80)59(98)48(95)42-110-79(77(106)107)34-45(92)55(81)69(119-79)58(97)47(94)37-85/h30,32,44-53,55-76,85-89,91-95,97-105H,4-29,31,33-42,81-82H2,1-3H3,(H,83,96)(H,84,90)(H,106,107)(H,108,109)/b32-30+/t44?,45-,46+,47?,48?,49?,50+,51+,52-,53+,55+,56-,57+,58?,59?,60-,61-,62-,63-,64+,65-,66+,67-,68-,69+,70-,71+,72+,73-,74-,75-,76-,79-,80-/m1/s1

InChI key

AIUBMTQAHKTQMI-MPGPKOMUSA-N

assay

~95%

form

lyophilized powder

storage temp.

−20°C

Quality Level

200

Related Categories

General description

Gangliosides are major constituents of neuronal cell membranes and endoplasmic reticulum; 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.

Biochem/physiol Actions

May act as a bacterial toxin receptor (tetanus, botulinus); high levels found in gliomas and astrocytomas.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000536708
0000510978
0000510978
0000536708
0000473184

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Seong-Hae Jeong et al.
Journal of neuro-ophthalmology : the official journal of the North American Neuro-Ophthalmology Society, 31(4), 326-330 (2011-09-16)
Antiganglioside antibodies are found in various neurological disorders that constitute a continuum from peripheral neuropathy to encephalitis. However, nystagmus has rarely been described in patients with ataxia associated with antiganglioside antibodies. From January 2008 to July 2009, we identified 3
Alina Serb et al.
European journal of mass spectrometry (Chichester, England), 15(4), 541-553 (2009-08-08)
Gangliosides (GGs), a large group of sialylated glycosphingolipids, are considered biomarkers of human brain development, aging and certain diseases. Determination of individual GG components in complex mixtures extracted from a human brain represents a fundamental prerequisite for correlating their specificity
Beatriz Valle-Argos et al.
Neuro-oncology, 12(11), 1135-1146 (2010-07-10)
In spite of their low incidence, central nervous system tumors have elevated morbidity and mortality, being responsible for 2.3% of total cancer deaths. The ganglioside O-acetylated GD1b (O-Ac GD1b; neurostatin), present in the mammalian brain, and the semi-synthetic O-butyrylated GD1b
Ana L Moyano et al.
Glycobiology, 22(12), 1768-1774 (2012-07-31)
Immunization of rabbits with bovine brain gangliosides induced an experimental neuropathy, with clinical signs resembling Guillain-Barré syndrome. All the immunized animals developed immunoglobulin G immunoreactivity to GM1 ganglioside. In a few (4 of 27) animals, an additional anti-ganglioside antibody population
Keiichiro Susuki et al.
Experimental neurology, 233(1), 534-542 (2011-12-20)
Autoantibodies against gangliosides GM1 or GD1a are associated with acute motor axonal neuropathy (AMAN) and acute motor-sensory axonal neuropathy (AMSAN), whereas antibodies to GD1b ganglioside are detected in acute sensory ataxic neuropathy (ASAN). These neuropathies have been proposed to be
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