Monosialoganglioside G_M2 from bovine brain

SIGMA/G8397 - ≥95% (TLC)

Synonym: Ganglioside G_M2, monosialo

CAS Number: 19600-01-2
MDL Number: MFCD00131137
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-G8397-1MG	1 mg	$947.00 1/EA	Add To Favorites

This image is provided for informative purposes only and does not represent an actual product label. It should not be used as a substitute for official product labeling.

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95% (TLC)
InChI	1S/C68H123N3O26/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-51(81)71-44(45(78)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-90-65-58(86)57(85)60(49(38-74)93-65)95-66-59(87)63(61(50(39-75)94-66)96-64-53(70-43(4)77)56(84)55(83)48(37-73)92-64)91-41-68(67(88)89)35-46(79)52(69-42(3)76)62(97-68)54(82)47(80)36-72/h31,33,44-50,52-66,72-75,78-80,82-87H,5-30,32,34-41H2,1-4H3,(H,69,76)(H,70,77)(H,71,81)(H,88,89)/b33-31+/t44-,45+,46-,47+,48+,49+,50+,52+,53+,54+,55-,56+,57+,58+,59+,60+,61-,62+,63+,64-,65-,66-,68-/m1/s1
InChI key	USMMPBVNWHAJBE-YMEOXFOQSA-N
Quality Level	200
SMILES string	N([C@@H]1[C@H](O[C@H]([C@H]([C@H]1O)O)CO)O[C@@H]2[C@@H](O[C@@H]([C@H]([C@@H]2OC[C@@]4(O[C@@H]([C@H]([C@@H](C4)O)NC(=O)C)[C@@H](O)[C@@H](O)CO)C(=O)O)O)O[C@H]3[C@@H](O[C@H]([C@H]([C@@H]3O)O)OC[C@@H](NC(=O)CCCCCCCCCCCCCCCCC)[C@@H](O)C=CCCCCCCCCCCCCC)CO)CO)
storage temp.	−20°C

Amino Acid Sequence:	Cer-Glc-Gal(NeuAc)-GalNAc
Application:	Monosialoganglioside GM2 from bovine brain has been used: • to study the effects of GM2 supplementation and depletion of all cellular ganglioside subspecies on neurite outgrowth and neuronal survival using canine dorsal root ganglia (DRG) neurons • as a reference standard for high-performance thin-layer chromatography (HPTLC) and as antigens for enzyme-linked immunosorbent assay (ELISA) to analyze the ganglioside signatures of human prostate cancer (CaP) cells • as a component of the reaction buffer to perform in vitro activity assay of GM1 synthase
Biochem/physiol Actions:	Ganglioside GM2 (GM2) is one of the critical components of the cell membrane and is essential for cell signaling and metabolism. Various studies show the involvement of gangliosides in cancer, serotype 1 reovirus infection, and insulin secretion and regulation. GM2 exhibits a protective role by associating with the adhesion, motility, and proliferation in tumor cells. Decreased expression of GM2 indicates extensive cancer malignancy. GM2 serves as a receptor for reovirus strain type 1 Lang (T1L). Abnormal regulation of GM2 has been observed in several diseases associated with the nervous system.
General description:	Ganglioside GM2 (GM2), a monosialic ganglioside, belongs to the group of glycosphingolipids that are mostly localized to the outer leaflet of the plasma membrane. Gangliosides are amphipathic molecules containing a head group (modified by carbohydrates) with a negative charge. The carbohydrate groups vary from species to species. GM2 is predominantly expressed in the neural tissues.
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.
Packaging:	1 mg in serum bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95% (TLC)
Storage Temp.	−20°C
UNSPSC	12352200

To Order From a Quote