Définitions et usages de : Fucose - Dictionnaire de anglais sensagent

L-Fucose


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^Y
PubChem	17106
ChemSpider	16190^Y
UNII	28RYY2IV3F^Y
ChEBI	CHEBI:2181^Y
ChEMBL	CHEMBL469449^Y
Jmol-3D images	Image 1
SMILES O[C@@H]1[C@H](O)[C@@H](OC(O)[C@H]1O)C
InChI InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6?/m0/s1^Y Key: SHZGCJCMOBCMKK-DHVFOXMCSA-N^Y InChI=1/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6?/m0/s1 Key: SHZGCJCMOBCMKK-DHVFOXMCBB
Properties
Molecular formula	C₆H₁₂O₅
Molar mass	164.16
Supplementary data page
Structure and properties	n, ε_r, etc.
Thermodynamic data	Phase behaviour Solid, liquid, gas
Spectral data	UV, IR, NMR, MS
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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. α(1→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 α-1,6 to the reducing terminal β-N-acetylglucosamine. However, fucose at the non-reducing termini linked α-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 α-fucosidase.

L-Fucose is claimed to have application in cosmetics, pharmaceuticals, and dietary supplements.^[3]

References

^ Daniel J. Becker; John B. Lowe (July 2003). "Fucose: biosynthesis and biological function in mammals". Glycobiology 13 (7): 41R–53R. DOI:10.1093/glycob/cwg054. PMID 12651883. http://glycob.oxfordjournals.org/cgi/content/full/13/7/41R.
^ 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 (7): 679–687. DOI:10.1093/glycob/9.7.679. PMID 10362837. http://glycob.oxfordjournals.org/cgi/content/full/9/7/679.
^ Danisco Co. product literature.

Types of carbohydrates

General:

Aldose · Ketose · Furanose · Pyranose

Geometry

Cyclohexane conformation · Anomer · Mutarotation

Monosaccharides

Dioses	Aldodiose (Glycolaldehyde)

Trioses	Ketotriose (Dihydroxyacetone) · Aldotriose (Glyceraldehyde)

Tetroses	Ketotetrose (Erythrulose) · Aldotetroses (Erythrose, Threose)

Pentoses	Ketopentose (Ribulose, Xylulose) Aldopentose (Ribose, Arabinose, Xylose, Lyxose) Deoxy sugar (Deoxyribose)

Hexoses	Ketohexose (Psicose, Fructose, Sorbose, Tagatose) Aldohexose (Allose, Altrose, Glucose, Mannose, Gulose, Idose, Galactose, Talose) Deoxy sugar (Fucose, Fuculose, Rhamnose)

Heptoses	Ketoheptose (Sedoheptulose, Mannoheptulose)

>7	Octose · Nonose (Neuraminic acid)

Multiple

Disaccharides	Sucrose · Lactose · Maltose · Trehalose · Turanose · Cellobiose

Trisaccharides	Raffinose · Melezitose · Maltotriose

Tetrasaccharides	Acarbose · Stachyose

Other oligosaccharides	Fructooligosaccharide (FOS) · Galactooligosaccharides (GOS) · Mannan-oligosaccharides (MOS) · Isomaltooligosaccharide (IMO)

Polysaccharides	Glucose/Glucan: Glycogen · Starch (Amylose, Amylopectin) · Cellulose · Dextrin/Dextran · Beta-glucan (Zymosan, Lentinan, Sizofiran) · Maltodextrin Fructose/Fructan: Inulin · Levan beta 2→6 Mannose/Mannan Galactose/Galactan N-Acetylglucosamine: Chitin

biochemical families: proteins (amino acids/intermediates) · nucleic acids (constituents/intermediates) · carbohydrates (glycoproteins, alcohols, glycosides)
lipids (fatty acids/intermediates, phospholipids, steroids, sphingolipids, eicosanoids) · tetrapyrroles/intermediates

Significations et usages de Fucose

Définition

Synonymes

Locutions

Dictionnaire analogique

Fucose

See also

References

Significations et usages de Fucose

Définition

Synonymes signaler un problème

Locutions

Dictionnaire analogique

Fucose

See also

References

Synonymes