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Name	N-Acetylneuraminic Acid	EINECS	205-023-1
CAS No.	131-48-6	Density	1.727 g/cm³
PSA	176.78000	LogP	-3.48090
Solubility	Water : 50 g/L (20 °C)	Melting Point	184-186 °C
Formula	C₁₁H₁₉NO₉	Boiling Point	395.6 °C at 760 mmHg
Molecular Weight	309.273	Flash Point	193 °C
Transport Information	N/A	Appearance	Crystalline
Safety	22-24/25-36-26	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	Aceneuramic acid;Acide aceneuramique;Acidium aceneuramicum;Acido aceneuramico;(-)-5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-nonulosonic;Neuraminic acid, N-acetyl-;	Article Data	17

N-Acetylneuraminic Acid Synthetic route

: 328-42-7
Oxalacetic acid

: 7512-17-6
2-acetamido-2-deoxy-D-glucose

: 131-48-6
N-Acetylneuraminic acid

: 5-(1-acetylamino-2,3,4,5-tetrahydroxy-pentyl)-2-tert-butyl-isoxazolidine-3-carboxylic acid ethyl ester

: 131-48-6
N-Acetylneuraminic acid

Conditions

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;

: 50-99-7
D-glucose

: 7512-17-6
2-acetamido-2-deoxy-D-glucose

: 131-48-6
N-Acetylneuraminic acid

Conditions

Conditions	Yield
With potassium phosphate buffer; magnesium chloride In water; xylene at 28℃; for 32h; pH=8.0;

: 7512-17-6
2-acetamido-2-deoxy-D-glucose

: 57-60-3
piruvate

: 131-48-6
N-Acetylneuraminic acid

Conditions

Conditions	Yield
With potassium phosphate buffer; D-glucose; magnesium chloride In water; xylene at 28℃; for 32h; pH=8.0;

: 72-87-7, 1136-42-1, 1136-44-3, 6082-29-7, 6730-06-9, 7772-94-3, 10036-64-3, 14131-60-3, 14131-64-7, 14131-68-1, 14215-68-0, 62057-49-2, 62057-50-5, 62057-51-6, 62057-52-7, 62057-53-8, 62057-54-9, 62057-55-0, 62057-56-1, 62075-50-7, 62137-54-6, 134451-97-1, 134522-12-6, 148347-16-4
N-acetyl-D-mannosamine

: 312-85-6
sodium lactate

: 131-48-6
N-Acetylneuraminic acid

Conditions

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

: 5-amino-hept-6-ene-1,2,3,4-tetraol

: 131-48-6
N-Acetylneuraminic acid

Conditions

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-[1-(1,2,3,4-tetrahydroxy-butyl)-allyl]-acetamide

: 131-48-6
N-Acetylneuraminic acid

Conditions

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

: 5-{[bis-(4-methoxy-phenyl)-methyl]-amino}-hept-6-ene-1,2,3,4-tetraol

: 131-48-6
N-Acetylneuraminic acid

Conditions

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

: 5-acetamido-2,7-anhydro-3,5-dideoxy-α-D-glycero-D-galacto-non-2-ulopyranosonic acid

: 131-48-6
N-Acetylneuraminic acid

Conditions

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;

: 67-56-1
methanol

: 131-48-6
N-Acetylneuraminic acid

: 32766-94-2
N-acetyl-neuraminic acid methyl ester

Conditions

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

N-Acetylneuraminic Acid Chemical Properties

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

N-Acetylneuraminic Acid Uses

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.

N-Acetylneuraminic Acid Safety Profile

Hazard Codes: Irritant 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

N-Acetylneuraminic Acid Specification

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.)

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