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860065P

Avanti

Ganglioside GM1 (Ovine Brain)

Avanti Polar Lipids

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Synonym(s):
110952
CAS Number:
37758-47-7
NACRES:
NA.25

description

GM1 Ganglioside (Brain, Ovine-Sodium Salt)

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (860065P-1mg)
pkg of 1 × 10 mg (860065P-10mg)
pkg of 1 × 25 mg (860065P-25mg)
pkg of 1 × 5 mg (860065P-5mg)

manufacturer/tradename

Avanti Polar Lipids

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCCC)=O)CO[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H]([C@H](O[C@@]3(C([O-])=O)O[C@@H]([C@H](O)[C@H](O)CO)[C@@](NC(C)=O)([H])[C@@H](O)C3)[C@H]2O)O[C@@H]4O[C@H](CO)[C@@H]([C@H](O[C@@H]5O[C@H

InChI

1S/C73H131N3O31/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-52(86)76-44(45(83)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-99-69-61(93)59(91)63(50(38-79)102-69)104-71-62(94)67(98-41-47(85)55(87)66-53(74-42(3)81)46(84)35-73(97,107-66)72(95)96)64(51(39-80)103-71)105-68-54(75-43(4)82)65(57(89)49(37-78)100-68)106-70-60(92)58(90)56(88)48(36-77)101-70/h31,33,44-51,53-71,77-80,83-85,87-94,97H,5-30,32,34-41H2,1-4H3,(H,74,81)(H,75,82)(H,76,86)(H,95,96)/b33-31+/t44?,45?,46-,47?,48+,49+,50+,51+,53+,54+,55?,56-,57-,58-,59+,60+,61+,62+,63+,64-,65+,66+,67+,68-,69+,70-,71-,73-/m0/s1

InChI key

CNLVNZJJSHZYAS-ALSOZVJRSA-N

General description

Ganglioside GM1 is referred as brain ganglioside. It is an acidic glycosphingolipid comprising N-acetylneuraminic acid or N-glycolylneuraminic acid residues. It is upregulated in developing brain. Ganglioside GM1 has five glycosyl units.

Application

Ganglioside GM1 (Ovine Brain) has been used in the preparation of small unilamellar vesicles for fluorescence studies. It has also been used in liposome preparation for circular dichroism studies with human wild type−synuclein. It may be used as a standard lipid for electrospray ionization (ESI) mass spectrometry (MS) analysis.

Biochem/physiol Actions

Ganglioside GM1 is a modulator of Ca2+ flux in plasmamembrane. It plays a key role in neuronal development and maturation and has neuroprotective functionality. GM1 ganglioside from ovine has many pharmaceutical applications and is regarded as an effective therapeutic for Huntington′s disease. Accumulation of GM1 in brain due to β-galactosidase enzyme deficiency is implicated in metabolic disorder, GM1 gangliosidosis.

Packaging

5 mL Amber Glass Screw Cap Vial (860065P-10mg)
5 mL Amber Glass Screw Cap Vial (860065P-1mg)
5 mL Amber Glass Screw Cap Vial (860065P-25mg)
5 mL Amber Glass Screw Cap Vial (860065P-5mg)

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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MR imaging findings in 2 cases of late infantile GM1 gangliosidosis
De Grandis E, et al.
AJNR. American Journal of Neuroradiology, 30(7), 1325-1327 (2009)
The multi-tasked life of GM1 ganglioside, a true factotum of nature
Ledeen RW and Wu G
Trends in Biochemical Sciences, 40(7), 407-418 (2015)
Tyuji Hoshino et al.
The journal of physical chemistry. B, 117(27), 8085-8094 (2013-05-22)
Accumulation and fibril formation of amyloid β (Aβ) peptides onto a ganglioside-rich lipid membrane is a cause of neuro-disturbance diseases. To find out a measure for suppressing the nucleation of a seed for amyloid fibrils, the mechanism of the initial
Quantitative Comparison of GM1 Gangliosidosis Afflicted Ovine Tissue using Thin-Layer Chromatography, Mass Spectrometry and Nuclear Magnetic Resonance
Mata CV and Mitchell JC
Faseb Journal, 33(1), 796-715 (2019)
Formation of supported lipid bilayers containing phase-segregated domains and their interaction with gold nanoparticles
Melby ES, et al.
Environmental science : water research & technology, 3(1), 45-55 (2016)
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