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N-glycolyl-Ganglioside GM3 Mixture (ammonium salt) (Synonyms: GM3-Neugc, NeuGc-GM3, NGcGM3, N-glycolyl-GM3, N-glycolyl-Monosialoganglioside GM3, N-Glycolylneuraminyllactosylceramide)

Catalog No.GC48335

A mixture of N-glycolyl-ganglioside GM3

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N-glycolyl-Ganglioside GM3 Mixture (ammonium salt) Chemical Structure

Cas No.: 69345-49-9

Taille Prix Stock Qté
500µg
1 113,00 $US
En stock

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Sample solution is provided at 25 µL, 10mM.

Description of N-glycolyl-Ganglioside GM3 Mixture (ammonium salt)

N-glycolyl-Ganglioside GM3 (NeuGc-GM3) is a form of ganglioside GM3 that contains an N-glycolylated sialic acid (NeuGc). It is not biosynthesized in humans under baseline conditions due to a mutation in CMP-Neu5Ac hydroxylase (CMAH), which converts N-acetyl sialic acid to N-glycolyl sialic acid, but NeuGc can be taken up by human cells via the diet and incorporated into glycolipids, such as ganglioside GM3.1,2 NeuGc-GM3 impairs differentiation and maturation of dendritic cells in vitro and reduces CD4 expression in non-activated T cells.1,3 It increases the number of lung tumor nodules formed in a murine Lewis lung carcinoma model.4 It is found in a variety of human cancers, including breast and lung cancers, as well as pediatric cancers.1 Levels of NeuGc-GM3 are negatively correlated with the number of mature dendritic cells in patient-derived non-small cell lung cancer (NSCLC) tumor tissue.5 Anti-NeuGc-GM3 antibodies, able to destroy tumor cells in vitro, have been found in individuals without cancer but not in patients with NSCLC.1,6 N-glycolyl-Ganglioside GM3 mixture contains ganglioside GM3 molecular species with primarily C22:0, C23:0, and C24:0 fatty acyl chain lengths. [Matreya, LLC. Catalog No. 1553]

1.Labrada, M., Dorvignit, D., Hevia, G., et al.GM3(Neu5Gc) ganglioside: An evolution fixed neoantigen for cancer immunotherapySemin. Oncol.45(1-2)41-51(2018) 2.Tangvoranuntakul, P., Gagneux, P., Diaz, S., et al.Human uptake and incorporation of an immunogenic nonhuman dietary sialic acidProc. Natl. Acad. Sci. USA100(21)12045-12050(2003) 3.de LeÓn, J., FernÁndez, A., Clavell, M., et al.Differential influence of the tumour-specific non-human sialic acid containing GM3 ganglioside on CD4+CD25- effector and naturally occurring CD4+CD25+ regulatory T cells functionInt. Immunol.20(4)591-600(2008) 4.Segatori, V.I., Vazquez, A.M., Gomez, D.E., et al.Preclinical evaluation of racotumomab, an anti-idiotype monoclonal antibody to N-glycolyl-containing gangliosides, with or without chemotherapy in a mouse model of non-small cell lung cancerFront. Oncol.2160(2012) 5.van Cruijsen, H., Ruiz, M.G., van der Valk, P., et al.Tissue micro array analysis of ganglioside N-glycolyl GM3 expression and signal transducer and activator of transcription (STAT)-3 activation in relation to dendritic cell infiltration and microvessel density in non-small cell lung cancerBMC Cancer9180(2009) 6.RodrÍguez-Zhurbenko, N., MartÍnez, D., Blanco, R., et al.Human antibodies reactive to NeuGcGM3 ganglioside have cytotoxic antitumor propertiesEur. J. Immunol.43(3)826-837(2013)

Chemical Properties of N-glycolyl-Ganglioside GM3 Mixture (ammonium salt)

Cas No. 69345-49-9 SDF
Synonymes GM3-Neugc, NeuGc-GM3, NGcGM3, N-glycolyl-GM3, N-glycolyl-Monosialoganglioside GM3, N-Glycolylneuraminyllactosylceramide
Canonical SMILES O[C@H]1[C@H](O[C@@H]([C@@H]([C@H]2O[C@]3(C([O-])=O)C[C@@H]([C@H]([C@]([C@@H]([C@H](O)CO)O)(O3)[H])NC(CO)=O)O)O)O[C@@H]([C@@H]2O)CO)[C@@H](CO)O[C@@H](OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC([R])=O)[C@@H]1O.[NH4+]
Formula C64H117N2O22•NH4 (for tricosanoyl) M.Wt 1284.7
Solubility Storage -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of N-glycolyl-Ganglioside GM3 Mixture (ammonium salt)

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1 mg 5 mg 10 mg
1 mM 0.7784 mL 3.892 mL 7.7839 mL
5 mM 0.1557 mL 0.7784 mL 1.5568 mL
10 mM 0.0778 mL 0.3892 mL 0.7784 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 24 reference(s) in Google Scholar.)

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