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Key Documents

F2252

Sigma-Aldrich

L-(−)-Fucose

≥98% (GC)

Sinônimo(s):

6-Deoxy-L-galactose

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About This Item

Fórmula empírica (Notação de Hill):
C6H12O5
Número CAS:
Peso molecular:
164.16
Beilstein:
1723321
Número CE:
Número MDL:
Código UNSPSC:
12352201
ID de substância PubChem:
NACRES:
NA.25

Nível de qualidade

Ensaio

≥98% (GC)

forma

powder

técnica(s)

gas chromatography (GC): suitable

cor

white

pf

150-153 °C (lit.)

solubilidade

H2O: soluble 50 mg/mL, clear to very slightly hazy

cadeia de caracteres 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

chave InChI

PNNNRSAQSRJVSB-KCDKBNATSA-N

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Descrição geral

L-Fucose, a natural monosaccharide found in mammals, is an important component of several N- and O-linked glycans and glycolipids.

Aplicação

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

Ações bioquímicas/fisiológicas

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.

Outras notas

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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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
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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
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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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