Neuraminic acid
From Wikipedia, the free encyclopedia
| Neuraminic acid | |
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| IUPAC name | (4S,5R,6R,7S,8R)-5-amino-4,6,7,8,9- pentahydroxy-2-oxo-nonanoic acid |
| Identifiers | |
| CAS number | [] |
| PubChem | |
| MeSH | |
| SMILES | C1C(C(C(OC1(C(=O)O)O)C(C(CO)O)O)N)O |
| Properties | |
| Molecular formula | C9H17N1O8 |
| Molar mass | 267.233 g/mol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Neuraminic acid (5-amino-3,5-dideoxy- D-glycero-D-galacto-non-2-ulosonic acid) is a 9-carbon monosaccharide. It may be theoretically visualized as the aldol-condensation product of pyruvic acid and D-mannosamine (2-amino-2-deoxy-mannose). Neuraminic acid does not occur naturally, but many of its derivatives are found widely distributed in animal tissues and in bacteria, especially in glycoproteins and gangliosides. The N- or O-substituted derivatives of neuraminic acid are collectively known as sialic acids, the predominant one being N-acetylneuraminic acid. The amino group bears either an acetyl or a glycolyl group. The hydroxyl substituents may vary considerably: acetyl, lactyl, methyl, sulfate and phosphate groups have been found.
The name "neuraminic acid" was introduced by German scientist E. Klenk in 1941, although in reference to one of its derivatives[1].
The common used symbol for neuraminic acid is Neu.
[edit] See also
[edit] References and notes
- ^ Klenk, E. 1941. Neuraminsäure, das Spaltprodukt eines neuen Gehirnlipoids. Zeitschr. f. Physiol. Chem. 1941; 268:50-58.
