F2252

L-(−)-Fucose

≥99%

• Synonym(s): 6-Deoxy-L-galactose
• Empirical Formula (Hill Notation): C₆H₁₂O₅
• CAS Number: 2438-80-4
• Molecular Weight: 164.16
• Beilstein: 1723321
• EC Number: 219-452-7
• MDL number: MFCD00135607
• PubChem Substance ID: 24894816
• NACRES: NA.25

Properties

• Quality Level: 200
• assay: ≥99%
• form: powder
• technique(s): gas chromatography (GC): suitable
• mp: 150-153 °C (lit.)
• solubility: H₂O: soluble 50 mg/mL, clear to very slightly hazy
• SMILES string: 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
• InChI key: PNNNRSAQSRJVSB-KCDKBNATSA-N

Description

General description

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

Packaging

10 mg in glass bottle

1, 5, 25, 100 g in poly bottle

Biochem/physiol Actions

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves