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| CAS No.: | 131-48-6 |
|---|---|
| Name: | N-Acetylneuraminic acid |
| Article Data: | 17 |
| Molecular Structure: | |
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|
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| Formula: | C11H19NO9 |
| Molecular Weight: | 309.273 |
| Synonyms: | Aceneuramic acid;Acide aceneuramique;Acidium aceneuramicum;Acido aceneuramico;(-)-5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-nonulosonic;Neuraminic acid, N-acetyl-; |
| EINECS: | 205-023-1 |
| Density: | 1.727 g/cm3 |
| Melting Point: | 184-186 °C |
| Boiling Point: | 395.6 °C at 760 mmHg |
| Flash Point: | 193 °C |
| Solubility: | Water : 50 g/L (20 °C) |
| Appearance: | Crystalline |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 22-24/25-36-26 |
| PSA: | 176.78000 |
| LogP: | -3.48090 |
N-Acetylneuraminic acid
| Conditions | Yield |
|---|---|
| Stage #1: 5-(1-acetylamino-2,3,4,5-tetrahydroxy-pentyl)-2-tert-butyl-isoxazolidine-3-carboxylic acid ethyl ester With sodium methylate In methanol at 20℃; Stage #2: With water for 24h; |
| Conditions | Yield |
|---|---|
| With potassium phosphate buffer; magnesium chloride In water; xylene at 28℃; for 32h; pH=8.0; |
| Conditions | Yield |
|---|---|
| With potassium phosphate buffer; D-glucose; magnesium chloride In water; xylene at 28℃; for 32h; pH=8.0; |
| Conditions | Yield |
|---|---|
| With tris hydrochloride; Pseudomonas stutzeri SDM cells (lactate oxidase) In water; toluene at 30℃; for 20h; pH=7.0; Microbiological reaction; | 5.93 g |
N-Acetylneuraminic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: sodium hydrogen carbonate / methanol / 1 h 2.1: dioxane / 336 h / 30 °C 3.1: NaOMe / methanol / 20 °C 3.2: water / 24 h View Scheme |
N-Acetylneuraminic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: dioxane / 336 h / 30 °C 2.1: NaOMe / methanol / 20 °C 2.2: water / 24 h View Scheme |
N-Acetylneuraminic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: trifluoroacetic acid / ethanol / 16 h 2.1: sodium hydrogen carbonate / methanol / 1 h 3.1: dioxane / 336 h / 30 °C 4.1: NaOMe / methanol / 20 °C 4.2: water / 24 h View Scheme |
N-Acetylneuraminic acid
| Conditions | Yield |
|---|---|
| With recombinant oxidoreductase from Ruminococcus gnavus ATCC 29149; NADH In aq. phosphate buffer at 37℃; pH=7.5; Catalytic behavior; Solvent; Time; Reagent/catalyst; Enzymatic reaction; |
| Conditions | Yield |
|---|---|
| With Amberlite IR 120 H(1+) form at 20℃; for 15h; | 100% |
| With Dowex 50 x 8 (H(1+) form) for 2h; Ambient temperature; | |
| With Amberlite IR-120 (H+) ion-exchange resin |
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IUPAC Name: (2S,4S,5R,6R)-5-Acetamido-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
Synonyms of N-Acetylneuraminic Acid (CAS NO.131-48-6): Aceneuramic acid ; Acide aceneuramique ; Acidium aceneuramicum ; Acido aceneuramico ; (-)-5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-nonulosonic acid ; Neuraminic acid, N-acetyl-
CAS NO: 131-48-6
Molecular Formula: C11H19NO9
Molecular Weight: 309.27
Molecular Structure: 
EINECS: 205-023-1
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 22 Å2
Index of Refraction: 1.752
Molar Refractivity: 52.97 cm3
Molar Volume: 129.7 cm3
Surface Tension: 63.5 dyne/cm
Density: 1.727 g/cm3
Flash Point: 193 °C
Enthalpy of Vaporization: 64.57 kJ/mol
Boiling Point: 395.6 °C at 760 mmHg
Vapour Pressure: 1.82E-06 mmHg at 25°C
Melting point: 184-186 ºC
Alpha: -32 º (c=2,water)
Water solubility: 50 g/L (20 ºC)
Storage temp: −20°C
Sensitive: Air Sensitive
Stability: Stable. Incompatible with strong oxidizing agents.
Appearance: Crystalline
Product Categories of N-Acetylneuraminic Acid (CAS NO.131-48-6): Bioproducts;Sugar derivatives;Miscellaneous Natural Products;Zanamavir;13C & 2H Sugars;Sialic Acids;Biochemistry;Sugar Acids;Sugars;Carbohydrates & Derivatives;Miscellaneous Compounds
Along with involvement in preventing infections, N-Acetylneuraminic Acid (CAS NO.131-48-6) acts as a receptor for influenza viruses, allowing attachment to mucous cells via hemaglutinin.
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-36-26
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 3
F: 3-10-23
Hazard Note: Irritant
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage: Store N-Acetylneuraminic Acid (CAS NO.131-48-6) in a cool, dry place. Keep container closed when not in use. Deep freeze (below -20°C). Keep refrigerated. (Store below 4°C/39°F.)
