Product Name

  • Name

    N-Acetylneuraminic acid

  • EINECS 205-023-1
  • CAS No. 131-48-6
  • Article Data17
  • CAS DataBase
  • Density 1.727 g/cm3
  • 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
  • Appearance Crystalline
  • Safety 22-24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 131-48-6 (N-Acetylneuraminic acid)
  • Hazard Symbols IrritantXi
  • Synonyms Aceneuramic acid;Acide aceneuramique;Acidium aceneuramicum;Acido aceneuramico;(-)-5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-nonulosonic;Neuraminic acid, N-acetyl-;
  • PSA 176.78000
  • LogP -3.48090

Synthetic route

Oxalacetic acid
328-42-7

Oxalacetic acid

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

2-acetamido-2-deoxy-D-glucose

N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

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

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

N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

Conditions
ConditionsYield
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;
D-glucose
50-99-7

D-glucose

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

2-acetamido-2-deoxy-D-glucose

N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

Conditions
ConditionsYield
With potassium phosphate buffer; magnesium chloride In water; xylene at 28℃; for 32h; pH=8.0;
2-acetamido-2-deoxy-D-glucose
7512-17-6

2-acetamido-2-deoxy-D-glucose

piruvate
57-60-3

piruvate

N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

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

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

N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

Conditions
ConditionsYield
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

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

N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

Conditions
ConditionsYield
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

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

N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

Conditions
ConditionsYield
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

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

N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

Conditions
ConditionsYield
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;
methanol
67-56-1

methanol

N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

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

N-acetyl-neuraminic acid methyl ester

Conditions
ConditionsYield
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
131-48-6

N-Acetylneuraminic acid

3-azidopropyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→6)-[β-D-galactopyranosyl-(1→3)]-2-acetamido-2-deoxy-α-D-galactopyranoside

3-azidopropyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→6)-[β-D-galactopyranosyl-(1→3)]-2-acetamido-2-deoxy-α-D-galactopyranoside

3-azidopropyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→6)-[β-D-galactopyranosyl-(1→3)]-2-acetamido-2-deoxy-α-D-galactopyranoside

3-azidopropyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→6)-[β-D-galactopyranosyl-(1→3)]-2-acetamido-2-deoxy-α-D-galactopyranoside

Conditions
ConditionsYield
With Neisseria meningitidis CMP-sialic acid synthetase; Pasteurella multocida α2,3-sialyltransferase 3; cytidine triphosphate; magnesium chloride In aq. buffer at 37℃; pH=8.5; Green chemistry; Enzymatic reaction;96%
Conditions
ConditionsYield
In methanol95%
Conditions
ConditionsYield
With Amberlite IR-120 resin H(1+) form92%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

3-azidopropyl (β-D-galactopyranosyl)-(1→4)-O-2-deoxy-2-acetamido-β-D-glucopyranoside
1246842-76-1

3-azidopropyl (β-D-galactopyranosyl)-(1→4)-O-2-deoxy-2-acetamido-β-D-glucopyranoside

5-(acetamido)-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonyl-(2→3)-β-D-galactopyranosyl-(1→4)-2-deoxy-2-acetamido-D-glucopyranosyl-β-1-azido propane

5-(acetamido)-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonyl-(2→3)-β-D-galactopyranosyl-(1→4)-2-deoxy-2-acetamido-D-glucopyranosyl-β-1-azido propane

Conditions
ConditionsYield
With Neisseria meningitidis CMP-sialic acid synthetase; Pasteurella multocida α2,3-sialyltransferase 3; cytidine triphosphate; magnesium chloride In aq. buffer at 37℃; pH=8.5; Green chemistry; Enzymatic reaction;91%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

Galβ1-4GlcNAcβ1-3Galβ1-4GlcβProN3

Galβ1-4GlcNAcβ1-3Galβ1-4GlcβProN3

3-azidopropyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→3)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside

3-azidopropyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→3)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside

Conditions
ConditionsYield
With Neisseria meningitidis CMP-sialic acid synthetase; Pasteurella multocida α2,3-sialyltransferase 3; cytidine triphosphate; magnesium chloride In aq. buffer at 37℃; pH=8.5; Green chemistry; Enzymatic reaction;91%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

p-methoxyphenyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranoside

p-methoxyphenyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranoside

p-methoxyphenyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2→6)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranoside

p-methoxyphenyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2→6)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranoside

Conditions
ConditionsYield
With phospho(enol)pyruvic acid mono potassium salt; cytidine triphosphate; ATP In aq. buffer at 37℃; pH=7.5; Enzymatic reaction;90%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

3-azidopropyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→3)-2-acetamido-2-deoxy-α-D-galactopyranoside

3-azidopropyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→3)-2-acetamido-2-deoxy-α-D-galactopyranoside

3-azidopropyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→3)-2-acetamido-2-deoxy-α-D-galactopyranoside

3-azidopropyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→3)-2-acetamido-2-deoxy-α-D-galactopyranoside

Conditions
ConditionsYield
With Neisseria meningitidis CMP-sialic acid synthetase; Pasteurella multocida α2,3-sialyltransferase 3; cytidine triphosphate; magnesium chloride In aq. buffer at 37℃; pH=8.5; Green chemistry; Enzymatic reaction;87%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

p-methoxyphenyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranoside

p-methoxyphenyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranoside

p-methoxyphenyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranoside

p-methoxyphenyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranoside

Conditions
ConditionsYield
With phospho(enol)pyruvic acid mono potassium salt; cytidine triphosphate; ATP In aq. buffer at 37℃; pH=7.5; Enzymatic reaction;80%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

3-azidopropyl β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside
1257307-68-8

3-azidopropyl β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside

3-azidopropyl O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2→3)-β-D-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-galactopyranoside
1282094-51-2

3-azidopropyl O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2→3)-β-D-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-galactopyranoside

Conditions
ConditionsYield
With Neisseria meningitidis CMP-sialic acid synthetase; Pasteurella multocida α2,3-sialyltransferase1 mutant; cytidine triphosphate; magnesium chloride In aq. buffer at 37℃; pH=8.5; Green chemistry; Enzymatic reaction;76%
methanol
67-56-1

methanol

N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

N-Acetyl-β-D-neuraminylsaeure-methyl-methylglycosid
6730-43-4

N-Acetyl-β-D-neuraminylsaeure-methyl-methylglycosid

Conditions
ConditionsYield
With ion exchange resin Dowex 50x8 H+ for 72h; Reflux;71%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

3-azidopropyl β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside
1061653-82-4

3-azidopropyl β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside

3-azidopropyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranoside
1282094-45-4

3-azidopropyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl-(2→3)-β-D-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranoside

Conditions
ConditionsYield
With Neisseria meningitidis CMP-sialic acid synthetase; Pasteurella multocida α2,3-sialyltransferase1 mutant; cytidine triphosphate; magnesium chloride In aq. buffer at 37℃; pH=8.5; Green chemistry; Enzymatic reaction;63%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

5-aminopentyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-[di(α-D-mannopyranosyl)-(1→3),(1→6)-α-D-mannopyranosyl-(1→6)]-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

5-aminopentyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-[di(α-D-mannopyranosyl)-(1→3),(1→6)-α-D-mannopyranosyl-(1→6)]-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

5-aminopentyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2→6)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-[di(α-D-mannopyranosyl)-(1→3),(1→6)-α-D-mannopyranosyl]-(1→6)-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

5-aminopentyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2→6)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-[di(α-D-mannopyranosyl)-(1→3),(1→6)-α-D-mannopyranosyl]-(1→6)-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

Conditions
ConditionsYield
With phospho(enol)pyruvic acid mono potassium salt; cytidine triphosphate; ATP In aq. buffer at 37℃; for 48h; pH=7.5; Enzymatic reaction;60%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

5-aminopentyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-[di(α-D-mannopyranosyl)-(1→3),(1→6)-α-D-mannopyranosyl-(1→6)]-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

5-aminopentyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-[di(α-D-mannopyranosyl)-(1→3),(1→6)-α-D-mannopyranosyl-(1→6)]-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

5-aminopentyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-[di(α-D-mannopyranosyl)-(1→3),(1→6)-α-D-mannopyranosyl]-(1→6)-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

5-aminopentyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-[di(α-D-mannopyranosyl)-(1→3),(1→6)-α-D-mannopyranosyl]-(1→6)-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

Conditions
ConditionsYield
With phospho(enol)pyruvic acid mono potassium salt; cytidine triphosphate; ATP In aq. buffer at 37℃; for 192h; pH=7.5; Enzymatic reaction;56%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

5-aminopentyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

5-aminopentyl β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

5-aminopentyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

5-aminopentyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→2)-α-D-mannopyranosyl-(1→3)-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside

Conditions
ConditionsYield
With phospho(enol)pyruvic acid mono potassium salt; cytidine triphosphate; ATP In aq. buffer at 37℃; for 96h; pH=7.5; Enzymatic reaction;52%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

4-nitrophenyl-β-D-galactopyranoside
3150-24-1

4-nitrophenyl-β-D-galactopyranoside

p-nitrophenyl [5-acetamido-5-deoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate]- (2→6)-β-D-galactopyranoside

p-nitrophenyl [5-acetamido-5-deoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate]- (2→6)-β-D-galactopyranoside

Conditions
ConditionsYield
With pyrophosphatase; α-2,6-sialyltransferase; cytidine triphosphate; CMP-sialic acid synthetases; magnesium chloride; manganese(ll) chloride In aq. buffer Enzymatic reaction;50%
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

5-amino-O2-methyl-β-D-glycero-D-galacto-3,5-dideoxy-[2]nonulopyranosonic acid
56144-08-2

5-amino-O2-methyl-β-D-glycero-D-galacto-3,5-dideoxy-[2]nonulopyranosonic acid

Conditions
ConditionsYield
With hydrogenchloride; methanol at 105℃;
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

ethanethiol
75-08-1

ethanethiol

5-Acetamino-3,5-didesoxy-D-glycero-D-galakto-2-keto-nononsaeure-γ-lacton-diethylmercaptal
99336-25-1

5-Acetamino-3,5-didesoxy-D-glycero-D-galakto-2-keto-nononsaeure-γ-lacton-diethylmercaptal

Conditions
ConditionsYield
With hydrogenchloride
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

ethanol
64-17-5

ethanol

N-acetyl-neuraminic acid ethyl ester
136766-19-3

N-acetyl-neuraminic acid ethyl ester

Conditions
ConditionsYield
With Dowex 50 x 8 (H(1+) form) for 3h; Ambient temperature;
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

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

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

Conditions
ConditionsYield
With hydrogen fluoride
Conditions
ConditionsYield
With Triton-X-100; Na-cacodylate buffer; potassium chloride; phospho(enol)pyruvic acid mono potassium salt; cytidine monophosphate; cytidine triphosphate; magnesium chloride; manganese(ll) chloride In water at 37℃; for 82h; myokinase from porcine muscle, pyruvate kinase, inorganical phosphatase, CMP-Neu5Ac-synthase from calf brain, β-galactosidase from bovine testes, α-2,3-sialyltransferase from rat liver; pH 7.5; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

p-Nitrophenyl-β-D-galactopyranosid

p-Nitrophenyl-β-D-galactopyranosid

A

O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic-acid)-(2-3)-O-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-β-D-galactopyranose
117773-04-3

O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic-acid)-(2-3)-O-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-β-D-galactopyranose

B

O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic-acid)-(2-3)-O-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-α-D-galactopyranose
117249-18-0

O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic-acid)-(2-3)-O-β-D-galactopyranosyl-(1-3)-2-acetamido-2-deoxy-α-D-galactopyranose

Conditions
ConditionsYield
With Triton-X-100; Na-cacodylate buffer; potassium chloride; phospho(enol)pyruvic acid mono potassium salt; cytidine monophosphate; cytidine triphosphate; magnesium chloride; manganese(ll) chloride In water at 37℃; for 82h; myokinase from porcine muscle, pyruvate kinase, inorganical phosphatase, CMP-Neu5Ac-synthase from calf brain, β-galactosidase from bovine testes, α-2,3-sialyltransferase from rat liver; pH 7.5; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

colominic acid, α2,8-linked, Mr = 17000; monomer(s): N-acetylneuraminic acid

colominic acid, α2,8-linked, Mr = 17000; monomer(s): N-acetylneuraminic acid

N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

N-acetyl neuraminic acid
19342-33-7

N-acetyl neuraminic acid

Conditions
ConditionsYield
With formic acid; water
N-Acetylneuraminic acid
131-48-6

N-Acetylneuraminic acid

4-(acetylamino)-2,4-dideoxy-D-glycero-D-galacto-octonic acid
135754-36-8

4-(acetylamino)-2,4-dideoxy-D-glycero-D-galacto-octonic acid

Conditions
ConditionsYield
With dihydrogen peroxide In phosphate buffer at 37℃; pH=6 - 8; Kinetics; Further Variations:; pH-values; Solvents; Temperatures;

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: IrritantXi
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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