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F8150

Sigma-Aldrich

D-(+)-Fucose

≥97% (GC)

Sinónimos:

6-Deoxy-D-galactose, Rhodeose

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About This Item

Fórmula empírica (notación de Hill):
C6H12O5
Número de CAS:
3615-37-0
Peso molecular:
164.16
Beilstein/REAXYS Number:
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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
BCCL7219
BCCK9202
BCCJ0052
BCCH3047
BCCF2861

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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
Sarah Meinhardt et al.
Nucleic acids research, 40(21), 11139-11154 (2012-09-12)
LacI/GalR transcription regulators have extensive, non-conserved interfaces between their regulatory domains and the 18 amino acids that serve as 'linkers' to their DNA-binding domains. These non-conserved interfaces might contribute to functional differences between paralogs. Previously, two chimeras created by domain
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
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
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