F2252
L-(−)-fucose
≥98% (GC)
Synonyme(s) :
6-Désoxy-L-galactose
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About This Item
Formule empirique (notation de Hill):
C6H12O5
Numéro CAS:
Poids moléculaire :
164.16
Numéro Beilstein :
1723321
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352201
ID de substance PubChem :
Nomenclature NACRES :
NA.25
Produits recommandés
Niveau de qualité
Pureté
≥98% (GC)
Forme
powder
Technique(s)
gas chromatography (GC): suitable
Couleur
white
Pf
150-153 °C (lit.)
Solubilité
H2O: soluble 50 mg/mL, clear to very slightly hazy
Chaîne SMILES
C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C=O
InChI
1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4+,5+,6-/m0/s1
Clé InChI
PNNNRSAQSRJVSB-KCDKBNATSA-N
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Catégories apparentées
Description générale
L-Fucose, a natural monosaccharide found in mammals, is an important component of several N- and O-linked glycans and glycolipids.
Application
L-(−)-Fucose has been used:
- as the non-haptenic sugar in lectin bead-binding assay to study its effects on the binding of immobilized lectins like peanut agglutinin (PNA) and Dolichos biflorus agglutinin (DBA)
- as an internal standard to dilute the enzymatic hydrolysates for analytical methods
- in the synthesis of fucosyl thioglycoside
Actions biochimiques/physiologiques
L-Fucose (6-Deoxy-L-galactose) is used in studies of fucoidan polysaccharides containing glycans. It is studied as a glycan modifying carbohydrate that generates antigenic sites recognized by IgE antibodies. L-Fucose is used as a substrate to identify, differentiate, and characterize enzymes such as fucosidase(s),l-fucose isomerase(s), and L-fucose dehydrogenase(s). It may be used to study organelles, and bacterial microcompartments, involved in the degradation of plant and algal cell wall sugars. L-Fucose may also be used as a reference compound in rare sugar identification and analysis.
L-Fucose is broadly used as a food additive. It possesses anti-inflammatory effects. It can inhibit the cutaneous immune reaction and alveolar macrophage priming. L-fucose can also suppress tumor growth and tumorigenesis.
Autres remarques
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
Eyeshields, Gloves, type N95 (US)
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Les clients ont également consulté
Marcel Tutor Ale et al.
Marine drugs, 9(10), 2106-2130 (2011-11-11)
Seaweeds--or marine macroalgae--notably brown seaweeds in the class Phaeophyceae, contain fucoidan. Fucoidan designates a group of certain fucose-containing sulfated polysaccharides (FCSPs) that have a backbone built of (1→3)-linked α-L-fucopyranosyl or of alternating (1→3)- and (1→4)-linked α-L-fucopyranosyl residues, but also include
Jay J Listinsky et al.
American journal of translational research, 3(4), 292-322 (2011-09-10)
Breast cancer cells incorporate the simple sugar alpha-L-fucose (fucose) into glycoproteins and glycolipids which, in turn, are expressed as part of the malignant phenotype. We have noted that fucose is not simply a bystander molecule, but, in fact, contributes to
Krzysztof Brzezinski et al.
Acta crystallographica. Section D, Biological crystallography, 68(Pt 2), 160-168 (2012-01-28)
Rhizobial NodZ α1,6-fucosyltransferase (α1,6-FucT) catalyzes the transfer of the fucose (Fuc) moiety from guanosine 5'-diphosphate-β-L-fucose to the reducing end of the chitin oligosaccharide core during Nod-factor (NF) biosynthesis. NF is a key signalling molecule required for successful symbiosis with a
Simon N Robinson et al.
Experimental hematology, 40(6), 445-456 (2012-02-07)
Delayed engraftment remains a major hurdle after cord blood (CB) transplantation. It may be due, at least in part, to low fucosylation of cell surface molecules important for homing to the bone marrow microenvironment. Because fucosylation of specific cell surface
Karineh Petrossian et al.
Acta histochemica, 109(6), 491-500 (2007-08-21)
By using a non-cancer and a cancer cell line originally from the same tissue (colon), coupled with testing lectins for cell binding and for their effects on these cell lines in culture, this study describes a simple multi-parameter approach that
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