Sialic acid
From Wikipedia, the free encyclopedia
| Sialic acid | |
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| Identifiers | |
| CAS number | [] |
| PubChem | |
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| Properties | |
| Molecular formula | C11H19NO9 |
| Molar mass | 309.27 |
| 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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Sialic acid is both the name of a specific molecule, and a generic term for the N- or O-substituted derivatives of neuraminic acid, a nine-carbon monosaccharide. Sialic acids are found widely distributed in animal tissues and in bacteria, especially in glycoproteins and gangliosides. 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.
Sialic acid rich glycoproteins bind selectin in humans and other organisms. Cancer cells that can metastasize often have a lot of sialic acid rich glycoproteins. This helps these late stage cancer cells enter the blood stream.
Sialic acid-rich oligosaccharides on the surface membrane glycoconjugates help keep water at the surface of cells. The sialic acid-rich regions contribute to creating a negative charge on the cells surface. Since water is a polar molecule, it has a partial positive charge on both hydrogen molecules, it is attracted to cell surfaces and membranes. This also contribues to cellular fluid uptake.
The term "sialic acid" (from the Greek σιαλοσ (sialos) 'saliva') was first introduced by Swedish biochemist, Gunnar Blix, in 1952.
The predominant sialic acid is N-acetylneuraminic acid (Neu5Ac), aka NANA.
[edit] See also
[edit] Additional images
 N-acetylneuraminic acid, a sialic acid |
[edit] External link
- Sialic acid in UniProt knowledgebase
