Fucose

Fucose

Chembox new
Name = L-Fucose
ImageFile = L-Fucose_pyranose_chemical_structure.png ImageSize = 120px
ImageFile2 = L-Fucose_chemical_structure.png ImageSize2 = 140px
IUPACName = (3S,4R,5S,6S)-6-Methyltetrahydro-
2"H"-pyran-2,3,4,5-tetraol
OtherNames = 6-Deoxy-L-galactose
Section1 = Chembox Identifiers
CASNo = 2438-80-4
PubChem = 17106
SMILES =
Section2 = Chembox Properties
Formula = C6H12O5
MolarMass = 164.16

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. [ cite journal| title=Fucose: biosynthesis and biological function in mammals| year=2003| month=July| pmid=12651883| url=http://glycob.oxfordjournals.org/cgi/content/full/13/7/41R| author=Daniel J. Becker| coauthors=John B. Lowe| journal=Glycobiology| volume=13| pages=41R–53R| doi=10.1093/glycob/cwg054]

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. [ cite journal| title=The O-linked fucose glycosylation pathway: identification and characterization of a uridine diphosphoglucose: fucose- [beta] 1,3-glucosyltransferase activity from Chinese hamster ovary cells| year=1999| month=July| pmid=10362837| url=http://glycob.oxfordjournals.org/cgi/content/full/9/7/679| author=Daniel J. Moloney| coauthors=Robert S. Haltiwanger| journal=Glycobiology| volume=9| pages=679–687| doi=10.1093/glycob/9.7.679] 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.

See also

* Fucitol
* Fuculose
* Fucoidan

References


Wikimedia Foundation. 2010.

Игры ⚽ Поможем решить контрольную работу

Look at other dictionaries:

  • Fucose — Général Nom IUPAC (3S,4R,5R,6S) 6 methyloxane 2,3,4,5 tetrol Synonymes 6 deoxy L g …   Wikipédia en Français

  • fucose — ⇒FUCOSE, subst. masc. Sucre dérivé du galactose et extrait de la membrane de certaines algues marines du genre Fucus. Fucose et cellobiose, très sucrés pour elle [la grosse mouche], ne peuvent contribuer à [son] alimentation (...). Des… …   Encyclopédie Universelle

  • fucose — s. m. Açúcar extraído de algumas algas …   Dicionário da Língua Portuguesa

  • Fucose — Strukturformel Fischer Projektion, offenkettige Darstellung Allgemeines Name …   Deutsch Wikipedia

  • fucose — L fucose (6 deoxy L galactose) is found as a constituent of N glycan chains of glycoproteins; it is the only common L form of sugar involved. D fucose is usually encountered as a synthetic galactose analogue …   Dictionary of molecular biology

  • Fucose — Fu|co|se [↑ Fuco u. ↑ ose (1)], die; , n; Symbol: Fuc; Syn.: 6 Desoxy L galaktose: aus Blasentang u. a. Braunalgen isolierbarer Desoxyzucker, der als Bestandteil von Glykoproteinen u. Glykosphingolipiden (z. B. Blutgruppensubstanzen) u.… …   Universal-Lexikon

  • fucose — fukozė statusas T sritis chemija formulė CH₃(CHOH)₄CHO atitikmenys: angl. fucose; 6 deoxygalactose rus. фукоза; 6 дезоксигалактоза ryšiai: sinonimas – 6 deoksigalaktozė …   Chemijos terminų aiškinamasis žodynas

  • Fucose-1-phosphate guanylyltransferase — In enzymology, a fucose 1 phosphate guanylyltransferase (EC number|2.7.7.30) is an enzyme that catalyzes the chemical reaction:GTP + beta L fucose 1 phosphate ightleftharpoons diphosphate + GDP L fucoseThus, the two substrates of this enzyme are… …   Wikipedia

  • Fucose (data page) — OrganicBox complete wiki name=Fucose name=(3S,4R,5R,6S) 6 methyloxane 2,3,4,5 tetrol = GENERAL INFORMATION = C=6 | H=12 | O=5 mass=164.16 abbreviation=Fuc synonyms=6 deoxy L galactose 6 deoxy L galactopyranose 6 methyltetrahydropyran 2,3,4,5… …   Wikipedia

  • fucose — noun Etymology: International Scientific Vocabulary fuc (from Latin fucus) + ose Date: circa 1909 an aldose sugar that occurs in bound form in the dextrorotatory form in various glycosides and in the levorotatory form in some brown algae and in… …   New Collegiate Dictionary

Share the article and excerpts

Direct link
… Do a right-click on the link above
and select “Copy Link”