Fucose
From Wikipedia, the free encyclopedia
| L-Fucose | |
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| IUPAC name | (3S,4R,5S,6S)-6-Methyltetrahydro- 2H-pyran-2,3,4,5-tetraol |
| Other names | 6-Deoxy-L-galactose |
| Identifiers | |
| CAS number | [2438-80-4] |
| PubChem | |
| Properties | |
| Molecular formula | C6H12O5 |
| Molar mass | 164.16 |
| Supplementary data page | |
| Structure and properties |
n, εr, etc. |
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Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| 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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Fucose is a hexose deoxy sugar with the chemical formula C6H12O5. It is found on N-linked glycans on the mammalian, insect and plant cell surface, and is the fundamental sub-unit of the fucoidan polysaccharide. Alpha1→3 linked core fucose is a suspected carbohydrate antigen for IgE-mediated allergy.[1]
Two structural features distinguish fucose from other six-carbon sugars present in mammals: the lack of a hydroxyl group on the carbon at the 6-position (C-6) and the L-configuration. It is equivalent to 6-deoxy-L-galactose.
In the fucose-containing glycan structures, fucosylated glycans, fucose can exist as a terminal modification or serve as an attachment point for adding other sugars.[2] In human N-linked glycans, fucose is most commonly linked alpha 1,6 to the reducing terminal beta-N-acetlyglucosamine. However, fucose at the non-reducing termini linked alpha 1,2 to galactose forms the H antigen, the substructure of the A and B blood group antigens.
Fucose is metabolized by an enzyme called alpha-fucosidase.
[edit] See also
[edit] References
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Daniel J. Becker; John B. Lowe (July 2003). "Fucose: biosynthesis and biological function in mammals". Glycobiology 13: 41R–53R. doi:. PMID 12651883. - ^
Daniel J. Moloney; Robert S. Haltiwanger (July 1999). "The O-linked fucose glycosylation pathway: identification and characterization of a uridine diphosphoglucose: fucose-[beta]1,3-glucosyltransferase activity from Chinese hamster ovary cells". Glycobiology 9: 679–687. doi:. PMID 10362837.
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