Lyso-Monosialoganglioside GM1 (ammonium salt)

Lyso-monosialoganglioside GM1 (Lyso-GM1) is a form of ganglioside GM1 (Cay-19579) that is lacking the fatty acyl group. Lyso-GM1 (2.5 µM) inhibits laminin-1-induced clustering of ganglioside GM1 in dorsal root ganglion (DRG) cells and also disrupts beta1 integrin clustering and neurite outgrowth. It does not protect against glutamate-induced neurotoxicity in primary neuronal cultures. Elevated levels of lyso-GM1 have been found in the brain and spinal cord of patients with infantile- and late-infantile-type GM1-gangliosidosis, a neurodegenerative disorder characterized by deficiency of the enzyme beta-galactosidase and accumulation of gangliosides. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1518]Formal Name: (2S,3R,4E)-2-amino-3-hydroxy-4-octadecenyl O-(N-acetyl-alpha-neuraminosyl)-(2->3)-O-[O-beta-D-galactopyranosyl-(1->3)-2-(acetylamino)-2-deoxy-beta-D-galactopyranosyl-(1->4)]-O-beta-D-galactopyranosyl-(1->4)-beta-D-glucopyranoside, monoammonium salt. Synonyms: Lysoganglioside GM1, Lyso-GM1, lyso-Monosialoganglioside GM1. Molecular Formula: C55H96N3O30 . NH4. Formula Weight: 1297.4. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform:Methanol:Water (2:1:0.1): Soluble. SMILES: N[C@H]([C@H](O)/C=C/CCCCCCCCCCCCC)CO[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O[C@@]2([H])[C@@H]([C@@]([C@H]([C@H](O2)CO)O[C@]3([H])O[C@@H]([C@@H]([C@@H]([C@H]3NC(C)=O)O[C@@]4([H])[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)CO)([H])O[C@]5(C([O-])=O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@@H]([C@H](O)CO)O)O5)O)CO.[NH4+]. InChi Code: InChI=1S/C55H97N3O30.H3N/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(66)27(56)24-79-51-43(75)41(73)45(33(22-62)82-51)84-53-44(76)49(88-55(54(77)78)18-29(67)35(57-25(2)64)48(87-55)37(69)30(68)19-59)46(34(23-63)83-53)85-50-36(58-26(3)65)47(39(71)32(21-61)80-50)86-52-42(74)40(72)38(70)31(20-60)81-52,/h16-17,27-53,59-63,66-76H,4-15,18-24,56H2,1-3H3,(H,57,64)(H,58,65)(H,77,78),1H3/b17-16+,/t27-,28+,29-,30+,31+,32+,33+,34+,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45+,46-,47+,48+,49+,50-,51+,52-,53-,55-,/m0./s1. InChi Key: YQTZTHWHSZKVRN-UVMZBQDWSA-N.