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F8150

Sigma-Aldrich

D-(+)-Fucose

≥97% (GC)

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Synonym(s):
6-Deoxy-D-galactose, Rhodeose
Empirical Formula (Hill Notation):
C6H12O5
CAS Number:
3615-37-0
Molecular Weight:
164.16
Beilstein:
1723320
EC Number:
222-792-9
MDL number:
MFCD00135603
UNSPSC Code:
12352201
PubChem Substance ID:
24894959
NACRES:
NA.25

biological source

synthetic

Quality Level

200

Assay

≥97% (GC)

form

powder

optical activity

[α]20/D 74 to 76 °, c = 4% (w/v) in water

technique(s)

gas chromatography (GC): suitable

color

white

mp

144-145 °C (lit.)

solubility

H2O: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

room temp

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-/m1/s1

InChI key

PNNNRSAQSRJVSB-DPYQTVNSSA-N

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Application

D-Fucose (6-deoxy-D-galactose, rhodeose) may be used to study enzymes involved in its mutarotation to form L-fucose. It may be used as a reference compound in the analysis of carbohydrate metabolites. D-Fucose may be used to study biological processes such as adhesion.

Biochem/physiol Actions

D-Fucose is a nonmetabolizable analog of L-Arabinose.

Other Notes

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Daniel J Becker et al.
Glycobiology, 13(7), 41R-53R (2003-03-26)
Fucose is a deoxyhexose that is present in a wide variety of organisms. In mammals, fucose-containing glycans have important roles in blood transfusion reactions, selectin-mediated leukocyte-endothelial adhesion, host-microbe interactions, and numerous ontogenic events, including signaling events by the Notch receptor
Nancy G Isern et al.
Biotechnology for biofuels, 6(1), 47-47 (2013-04-05)
Caldicellulosiruptor saccharolyticus is a thermophilic, Gram-positive, non-spore forming, strictly anaerobic bacterium of interest in potential industrial applications, including the production of biofuels such as hydrogen or ethanol from lignocellulosic biomass through fermentation. High-resolution, solution-state nuclear magnetic resonance (NMR) spectroscopy is
P Wlodarczyk et al.
Journal of physics. Condensed matter : an Institute of Physics journal, 25(37), 375101-375101 (2013-08-15)
The sugar specific mutarotation reaction in biologically important L-fucose and its enantiomer in the pure, anhydrous, supercooled liquid state has been studied. Kinetics measurements in the temperature range 313-328 K at ambient pressure have been performed by means of dielectric spectroscopy
Zhenzheng Hu et al.
Structure (London, England : 1993), 26(1), 60-71 (2017-12-12)
Mannose receptor (MR, CD206) is an endocytic receptor on microphages and dendritic cells. It recognizes multiple ligands and plays important roles in regulating immune responses and maintaining glycoprotein homeostasis. However, the structure and functional mechanism of MR remain unclear. Here we
Shanshan Zhang et al.
Food chemistry, 244, 232-237 (2017-11-10)
Pectin oligosaccharide (POS) fractions were obtained by controlled chemical degradation of citrus peel pectin. By adjusting trifluoroacetic acid (TFA) concentration, three oligosaccharides were obtained, of molecular weight (Mw) range 3000-4000 Da, 2000-3000 Da and lower than 2000 Da. Varying hydrogen peroxide (H
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