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CAS 37992-17-9

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N-Acetylneuraminic acid 9-phosphate

Description:
N-Acetylneuraminic acid 9-phosphate, commonly referred to as Neu5Ac-9-P, is a derivative of sialic acid, which is a family of nine-carbon sugars known for their role in cellular recognition and signaling. This compound features a phosphate group attached to the 9-position of the neuraminic acid backbone, enhancing its biological activity and solubility. It is typically found in various biological systems, particularly in glycoproteins and glycolipids, where it plays a crucial role in cell-cell interactions and immune responses. N-Acetylneuraminic acid 9-phosphate is involved in several metabolic pathways and can influence processes such as viral entry into cells and bacterial adhesion. Its structural characteristics include a carboxyl group, an amide group, and a hydroxyl group, contributing to its polar nature. The compound is of interest in biochemical research and potential therapeutic applications, particularly in the study of infectious diseases and cell signaling mechanisms. As with many phosphates, it is likely to be sensitive to hydrolysis under certain conditions, which can affect its stability and reactivity in biological systems.
Formula:C11H20NO12P
InChI:InChI=1S/C11H20NO12P/c1-4(13)12-8(5(14)2-6(15)11(19)20)10(18)9(17)7(16)3-24-25(21,22)23/h5,7-10,14,16-18H,2-3H2,1H3,(H,12,13)(H,19,20)(H2,21,22,23)/t5-,7+,8+,9+,10+/m0/s1
InChI key:InChIKey=FRHZFORFMUUQPE-BOHATCBPSA-N
SMILES:[C@H]([C@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)([C@H](CC(C(O)=O)=O)O)NC(C)=O
Synonyms:
  • N-Acetylneuraminic acid 9-phosphate
  • Neuraminic acid, N-acetyl-, 9-(dihydrogen phosphate)
  • D-glycero-D-galacto-2-Nonulosonic acid, 5-(acetylamino)-3,5-dideoxy-, 9-(dihydrogen phosphate)
  • Neuraminic acid, N-acetyl-, 9-phosphate
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