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F8150

Sigma-Aldrich

D-(+)-Fucose

≥97% (GC)

Synonym(s):

6-Deoxy-D-galactose, Rhodeose

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About This Item

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

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 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

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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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
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
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
Xiaonan Zhou et al.
PloS one, 13(10), e0204152-e0204152 (2018-10-09)
Lonicera japonica is a typical Chinese herbal medicine. We previously reported a method to isolate polysaccharides from Lonicera japonica (LJP). In this study, we first performed a qualitative analysis of LJP using the Fourier Transform Infrared Spectrometer (FT-IR) and explored
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
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