GM2 (ganglioside)

GM2 (ganglioside)

IUPAC name (2S,3R,4E)-3-Hydroxy-2-(octadecanoylamino)octadec-4-en-1-yl 2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-[5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl-(2→3)]-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
Other names Ganglioside GM2; Tay-Sachs ganglioside; β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1)-N-octadecanoylsphingosine
Identifiers
CAS number	19600-01-2^Y
ChemSpider	26286730^Y
ChEBI	CHEBI:60327^N
Jmol-3D images	Image 1
SMILES CCCCCCCCCCCCCCCCCC(=O)N[C@H](CO[C@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O[C@@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)CO)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H](O3)CO)O)O)NC(=O)C)OC[C@]4(C[C@H]([C@@H]([C@H](O4)[C@H]([C@H](CO)O)O)NC(=O)C)O)C(=O)O)O)O)O)[C@H](/C=C/CCCCCCCCCCCCC)O
InChI 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^Y Key: USMMPBVNWHAJBE-YMEOXFOQSA-N^Y InChI=1/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 Key: USMMPBVNWHAJBE-YMEOXFOQBT
Properties
Molecular formula	C₆₇H₁₂₁N₃O₂₆
Molar mass	1384.68 g mol⁻¹
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

GM2 is a type of ganglioside. It is associated with GM2 gangliosidoses such as Tay-Sachs disease.^[1]

1 See also
2 Additional images
3 References
4 External links

Additional images

References

^ Guetta E, Peleg L (2008). "Rapid Detection of Fetal Mendalian Disorders: Tay-Sachs Disease". Methods Mol. Biol. 444: 147–59. doi:10.1007/978-1-59745-066-9_11. PMID 18425478.

External links

MeSH Ganglioside+GM2

Glycoconjugates, lipids and glycolipids: sphingolipids and glycosphingolipids, and metabolic intermediates

Ceramide

Cerebroside (Galactocerebroside, Glucocerebroside) · Lactosylceramide

Ganglioside
pathway

From ganglioside	GM1 · GM2 · GD2

From globoside	Globotriaosylceramide

From sphingomyelin	Glucocerebroside

From sulfatide	Galactocerebroside

To sphingosine	Ceramide

Other

Sphingosine-1-phosphate

M: MET

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m(A16/C10),i(k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

biochemical families: prot · nucl · carb (glpr, alco, glys) · lipd (fata/i, phld, strd, gllp, eico) · amac/i · ncbs/i · ttpy/i

GM2 (ganglioside)

Contents

See also

Additional images

References

External links