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:O=C(O)C(=O)CC(O)C(NC(=O)C)C(O)C(O)C(O)CO
- 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-
- See more synonyms
- 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
- Neuraminic acid, N-acetyl-