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Merck

F2252

Sigma-Aldrich

L-(−)-Fucose

≥98% (GC)

Synonim(y):

6-Deoxy-L-galactose

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About This Item

Wzór empiryczny (zapis Hilla):
C6H12O5
Numer CAS:
Masa cząsteczkowa:
164.16
Beilstein:
1723321
Numer WE:
Numer MDL:
Kod UNSPSC:
12352201
Identyfikator substancji w PubChem:
NACRES:
NA.25

Poziom jakości

Próba

≥98% (GC)

Postać

powder

metody

gas chromatography (GC): suitable

kolor

white

mp

150-153 °C (lit.)

rozpuszczalność

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

ciąg 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

Klucz InChI

PNNNRSAQSRJVSB-KCDKBNATSA-N

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Opis ogólny

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

Zastosowanie

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

Działania biochem./fizjol.

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.

Inne uwagi

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
This page may contain text that has been machine translated.

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)


Certyfikaty analizy (CoA)

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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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