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N-Glycolylneuraminic acid
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| Category | Influenza Virus |
| CAS | 1113-83-3 |
| Description | N-Glycolylneuraminic acid is a derivative of sialic acid. |
Product Information
| Synonyms | Neu5Gc; N-(2-Hydroxyacetyl)neuraminic Acid; 3,5-Dideoxy-5-[(hydroxyacetyl)amino]-D-glycero-D-galacto-2-nonulosonic Acid; Glycolylneuraminic Acid; N-Glycolyl Neuraminic Acid; N-glycoloyl-beta-neuraminic acid |
| IUPAC Name | (2S,4S,5R,6R)-2,4-dihydroxy-5-[(2-hydroxyacetyl)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid |
| Molecular Weight | 325.27 |
| Molecular Formula | C11H19NO10 |
| Canonical SMILES | C1C(C(C(OC1(C(=O)O)O)C(C(CO)O)O)NC(=O)CO)O |
| InChI | InChI=1S/C11H19NO10/c13-2-5(16)8(18)9-7(12-6(17)3-14)4(15)1-11(21,22-9)10(19)20/h4-5,7-9,13-16,18,21H,1-3H2,(H,12,17)(H,19,20)/t4-,5+,7+,8+,9+,11-/m0/s1 |
| InChIKey | FDJKUWYYUZCUJX-AJKRCSPLSA-N |
| Boiling Point | 836.8±65.0°C (Predicted) |
| Melting Point | 184-186°C |
| Flash Point | 453.4±37.1 °C |
| Purity | ≥95% |
| Density | 1.670±0.06 g/cm3 (Predicted) |
| Solubility | Soluble in Water (Sparingly) |
| Appearance | White to Off-white Solid |
| Storage | Store at -20°C |
| Index Of Refraction | 1.651 |
| In Vitro | Expression of N-Glycolylneuraminic acid on human cells clearly suppressed infectivity of IAVs that possess N-Glycolylneuraminic acid binding ability. Furthermore, there was no difference in infectivity of a transfectant virus that included the wild-type HA gene from A/Memphis/1/1971 (H3N2), which shows no N-Glycolylneuraminic acid binding, between parent MCF7 cells and cells stably expressing the monkey CMAH gene (CMAH-MCF7 cells). On the other hand, cell entry of the transfectant virus that included the N-Glycolylneuraminic acid-binding HA gene with a single mutation to Tyr at position Thr155 was arrested at the stage of internalization from the plasma membrane of the CMAH-MCF7 cells. |
| PSA | 197.01000 |
| Target | Influenza Virus; Endogenous Metabolite |
| Vapor Pressure | 0.0±0.6 mmHg at 25°C |
