Ganglioside GM3

Ganglioside GM3 is a precursor of a-, b-, and c-series gangliosides, interacts with transmembrane receptors such as the epidermal growth factor and insulin receptors, and regulates receptor functions by creating a specialized lipid environment. Ganglioside GM3 is synthesized by GM3 synthase and can be used for the research of hypercholesterolemia[1].

Product Specifications

CAS Number

[124579-05-1]

Product Name Alternative

D-APV; D-2-Amino-5-phosphonovaleric acid

UNSPSC

12352005

Target

Insulin Receptor

Type

Reference compound

Related Pathways

Protein Tyrosine Kinase/RTK

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Metabolic Disease

Assay Protocol

https://www.medchemexpress.com/ganglioside-gm3.html

Purity

99.42

Solubility

DMSO : 125 mg/mL (ultrasonic)

Smiles

OC([C@@]1(O[C@@]([C@H](NC(C)=O)[C@@H](O)C1)([H])[C@H](O)[C@H](O)CO)O[C@@H]2[C@H]([C@@H](O[C@H](CO)[C@@H]2O)O[C@]3([H])[C@H](O[C@@H](OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC(CCCCCCCCCCCCCCCCC)=O)[C@H](O)[C@H]3O)CO)O)=O

Molecular Formula

C59H108N2O21

Molecular Weight

1181.49

References & Citations

[1]Nihei W, et al. NPC1L1-dependent intestinal cholesterol absorption requires ganglioside GM3 in membrane microdomains. J Lipid Res. 2018 Nov;59 (11) :2181-2187.|[2]Inokuchi JI, et al. Pathophysiological Significance of GM3 Ganglioside Molecular Species With a Particular Attention to the Metabolic Syndrome Focusing on Toll-Like Receptor 4 Binding. Front Mol Biosci. 2022 May 30;9:918346.