CAS 131-48-6

Acetylneuraminic acid

Description:

Acetylneuraminic acid, commonly referred to as sialic acid, is a naturally occurring amino sugar and a derivative of neuraminic acid. It is characterized by its role as a crucial component of glycoproteins and glycolipids, particularly in the cell membranes of animals. This compound is known for its negative charge at physiological pH, which contributes to its biological functions, including cell recognition, signaling, and immune response modulation. Acetylneuraminic acid is typically found in high concentrations in tissues such as the brain and is involved in various biological processes, including pathogen recognition and the modulation of cellular interactions. Its structure features a nine-carbon backbone with an acetyl group, which enhances its solubility and stability. The presence of hydroxyl and amino groups allows for extensive hydrogen bonding, influencing its interactions with other biomolecules. Due to its significance in cellular communication and its potential implications in health and disease, acetylneuraminic acid is a subject of interest in biochemistry and medical research.

Formula: C₁₁H₁₉NO₉

InChI: InChI=1S/C11H19NO9/c1-4(14)12-8(5(15)2-6(16)11(20)21)10(19)9(18)7(17)3-13/h5,7-10,13,15,17-19H,2-3H2,1H3,(H,12,14)(H,20,21)/t5-,7+,8+,9+,10+/m0/s1

InChI key: InChIKey=KBGAYAKRZNYFFG-BOHATCBPSA-N

SMILES: [C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)([C@H](CC(C(O)=O)=O)O)NC(C)=O

Synonyms:

• 5-N-Acetyl-<span class="text-smallcaps">D</span>-neuraminic acid
• 5-N-Acetyl-D-neuraminic acid
• 5-N-Acetylneuraminic acid
• <span class="text-smallcaps">D</smallcap>-glycero-<smallcap>D</span>-galacto-2-Nonulosonic acid, 5-(acetylamino)-3,5-dideoxy-
• <span class="text-smallcaps">D</smallcap>-glycero-<smallcap>D</span>-galacto-Nonulosonic acid, 5-acetamido-3,5-dideoxy-
• Aceneuramic acid
• Acetylneuraminic acid
• Acide N-acetylneuraminique
• D-glycero-D-galacto-2-Nonulosonic acid, 5-(acetylamino)-3,5-dideoxy-
• D-glycero-D-galacto-Nonulosonic acid, 5-acetamido-3,5-dideoxy-
• Lactaminic acid
• N-Acetyl-<span class="text-smallcaps">D</span>-neuraminic acid
• N-Acetyl-D-neuraminic acid
• N-Acetylneuramic acid
• N-Acetylneuraminsaure
• N-Acetylsialic acid
• N-acetylneuraminic acid
• Nana
• Ux 001
• acido N-acetilneuraminico
• 5-(acetylamino)-3,5-dideoxy-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
• 5-Acetamido-3,5-dideoxy-D-glycero-D-galactonulosonic acid
• (6xi)-5-(acetylamino)-3,5-dideoxy-beta-D-gluco-non-2-ulopyranosonic acid
• Galactononulosonic acid
• o-Sialic acid
• SialicAcid/N-acetylneuraminicacids
• Sialic Acid
• 5-(acetylamino)-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid
• 5-(acetylamino)-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranosonic acid

N-Acetylneuraminic Acid

CAS: 131-48-6

Formula: C₁₁H₁₉NO₉

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 309.27

Ref: 3B-A1105

N-Acetylneuraminic Acid

CAS: 131-48-6, 2109762-46-9

Formula: C₁₁H₁₉NO₉

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 309.27

Ref: 3B-A0639

N-(-)-Acetylneuraminic acid, 97%

CAS: 131-48-6

N-Acetylneuraminic acid is useful biologically in neurotransmission, leukocyte extravasation, viral or bacterial infections and carbohydrate-protein recognition. Neu5Ac is used to study its biochemistry, metabolism and uptake. Neu5Ac is used in the development of nanocarriers. This Thermo Scientific

Formula: C₁₁H₁₉NO₉

Purity: 97%

Color and Shape: White, Powder or crystals or crystalline powder

Molecular weight: 309.27

Ref: 02-L13950

N-Acetylneuraminic acid

CAS: 131-48-6

N-Acetylneuraminic acid (Acide aceneuramique) is a nine-carbon sialic acid monosaccharide commonly found in glycoproteins on cell membranes and in glycolipids

Formula: C₁₁H₁₉NO₉

Purity: 98.88% - 99.97%

Color and Shape: Solid

Molecular weight: 309.27

Ref: TM-T1638

N-Acetylneuraminic acid

CAS: 131-48-6

N-Acetylneuraminic acid

Purity: ≥98%

Molecular weight: 309.27g/mol

Ref: 54-BUP16765

N-Acetylneuraminic acid

CAS: 131-48-6

N-Acetylneuraminic acid

Formula: C₁₁H₁₉NO₉

Purity: 98%

Color and Shape: white powder

Molecular weight: 309.27g/mol

Ref: 54-BIM1062

N-Acetylneuraminic acid

CAS: 131-48-6

N-Acetylneuraminic acid

Formula: C₁₁H₁₉NO₉

Purity: 97%

Color and Shape: white solid

Molecular weight: 309.27g/mol

Ref: 54-OR8154

N-Acetyl-Neuraminic acid (Sialic acid)

CAS: 131-48-6

Formula: C11H19NO9

Purity: >98%

Color and Shape: Solid

Molecular weight: 309.27

Ref: 48-56-1150

N-acetylneuraminic acid

CAS: 131-48-6

Formula: C₁₁H₁₉NO₉

Purity: 95%~99%

Molecular weight: 309.271

Ref: BP-BP4175

N-Acetylneuraminic Acid

CAS: 131-48-6

Formula: C₁₁H₁₉NO₉

Molecular weight: 309.27

Ref: 4Z-S-119002

N-Acetylneuraminic acid

CAS: 131-48-6

Formula: C₁₁H₁₉NO₉

Purity: ≥ 98.0% (anhydrous)

Color and Shape: White to off-white powder

Molecular weight: 309.28

Ref: 7W-GC7214

N-Acetylneuraminic Acid

Controlled Product

CAS: 131-48-6

Applications N-Acetyl-β-neuraminic Acid is a useful reagent in sequential esterification and acetylation of β-​Sialyl phosphite and phosphoramidite.
References Methods Enzymol., 5, 391 (1962), Biochemistry, 18, 2086 (1979)

Formula: C₁₁H₁₉NO₉

Color and Shape: Off White

Molecular weight: 309.27

Ref: TR-A187000

N-Acetyl-D-[1,2,3-13C3]neuraminic Acid

CAS: 131-48-6

Applications Carbon 13 labelled analogue of N-Acetylneuraminic acid (A187000).
References Methods Enzymol., 5, 391 (1962), Biochemistry, 18, 2086 (1979)

Formula: C₈₁₃C₃H₁₉NO₉

Color and Shape: Off-White

Molecular weight: 312.25

Ref: TR-A187007

N-Acetylneuraminic Acid-13C,d3

Controlled Product

CAS: 131-48-6

Stability Hygroscopic
Applications N-Acetylneuraminic Acid-13C,d3 is a labelled Neuraminic Acid derivative.
References Oetke, C., et al.: J. Biol. Chem., 277, 6688 (2002)

Formula: C₁₀₁₃CH₁₆D₃NO₉

Color and Shape: Neat

Molecular weight: 313.28

Ref: TR-A187009

N-Acetylneuraminic acid

CAS: 131-48-6

N-Acetylneuraminic acid (NANA or Neu5Ac), as the most common sialic acid, is a nine-carbon monosaccharide whose amino group is acetylated (Collins, 2006). Sialic acid is found across the animal kingdom and some prokaryotes. Sialic acid occurs as a component of oligosaccharides (N- and O-linked glycoproteins, glycolipids, human milk, blood groups), bacterial polysaccharides and glycoconjugates. Sialic acid is also found in free form in body fluids (Schauer, 1997).

Formula: C₁₁H₁₉NO₉

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 309.27 g/mol

Ref: 3D-MA00746

N-Acetyl-D-[1,2,3-¹³C3]neuraminic acid

CAS: 131-48-6

N-Acetyl-D-[1,2,3-¹³C3]neuraminic acid is a modification of the natural sugar N-acetylneuraminic acid. It can be synthesized by reacting 1,2,3-¹³C3]cytidine with sodium hydroxide and acetic anhydride in methanol. It is a carbohydrate that can be found in many plants and animals. This compound has been shown to inhibit glycosylation and methylation reactions. N-Acetyl-D-[1,2,3-¹³C3]neuraminic acid is also a monosaccharide that belongs to the group of sugars. Due to its high purity and availability, this substance can be used as a substitute for sialic acid in research experiments.

Formula: C₃C₈H₁₉NO₉

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 312.25 g/mol

Ref: 3D-MA182016

N-Acetylneuraminic Acid extrapure (NANA), 98%

CAS: 131-48-6

Formula: C₁₁H₁₉NO₉

Purity: min. 99%

Color and Shape: White, Powder

Molecular weight: 309.28

Ref: SR-86419

N-Acetylneuraminic acid

CAS: 131-48-6

Formula: C₁₁H₁₉NO₉

Purity: 97.0%

Color and Shape: Solid, White powder

Molecular weight: 309.271

Ref: 10-F047790

N-Acetyl-D-[2,3-13C2]neuraminic Acid

Controlled Product

CAS: 131-48-6

Applications Carbon 13 labelled analogue of N-Acetylneuraminic acid (A187000).
References Methods Enzymol., 5, 391 (1962), Biochemistry, 18, 2086 (1979)

Formula: C₂C₉H₁₇NO₉

Color and Shape: Neat

Molecular weight: 309.239

Ref: TR-A187006

N-Acetyl-D-Neuraminic Acid-13C

Controlled Product

CAS: 131-48-6

Applications Carbon 13 labelled analogue of N-Acetylneuraminic acid (A187000).
References Methods Enzymol., 5, 391 (1962), Biochemistry, 18, 2086 (1979)

Formula: C₁₀₁₃CH₁₉NO₉

Color and Shape: Off-White

Molecular weight: 310.27

Ref: TR-A187003