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L-Fucose

Alias: Fucosse; (-)-L-Fucose; L-Fucose
Cat No.:V16175 Purity: ≥98%
(-)-Fucose is a hexose sugar that plays a role in structural determination of AB blood group antigen subtypes, selectin-mediated leukocyte endothelial adhesion, and host-microbe interactions.
L-Fucose
L-Fucose Chemical Structure CAS No.: 2438-80-4
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
Other Sizes
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Product Description
(-)-Fucose is a hexose sugar that plays a role in structural determination of AB blood group antigen subtypes, selectin-mediated leukocyte endothelial adhesion, and host-microbe interactions.
L-Fucose (also known as 6-deoxy-L-galactose) is a deoxyhexose monosaccharide found on N- and O-linked glycans and glycolipids of a wide variety of organisms. It is a glycan-modifying carbohydrate found on the surface of mammalian, insect, and plant cells. L-Fucose is used as a substrate to identify, differentiate, and characterize enzymes such as fucosidase, L-fucose isomerase, and L-fucose dehydrogenase. Its molecular formula is C6H12O5 with a molecular weight of 164.16 g/mol.
Biological Activity I Assay Protocols (From Reference)
Targets
L-Fucose is a natural monosaccharide and does not have a specific pharmacological target. It is a component of glycans and glycolipids on cell surfaces. L-Fucose is involved in various biological processes including cell-cell recognition, immune responses, and development. It is also a component of human milk oligosaccharides and is one of the eight essential sugars in the human body. The compound is used as a substrate for enzyme assays.
ln Vitro
In vitro, L-Fucose is used as a substrate to identify, differentiate, and characterize enzymes including fucosidase(s), L-fucose isomerase(s), and L-fucose dehydrogenase(s). It is also used in research on glycan-containing polysaccharides and as a glycan-modifying carbohydrate that produces antigenic sites recognized by IgE antibodies. The compound is involved in the degradation of plant and algal cell wall sugars.
ln Vivo
In vivo, L-Fucose is a naturally occurring sugar found in the human body and in various foods. It is a component of glycoproteins and glycolipids on cell surfaces. L-Fucose is involved in immune recognition and inflammatory processes. It is claimed to have applications in cosmetics, pharmaceuticals, and dietary supplements. The compound is also a component of human milk.
Enzyme Assay
In vitro enzyme assays using L-Fucose measure the activity of fucosidases, fucose isomerases, and fucose dehydrogenases. The enzyme is incubated with L-Fucose substrate, and the reaction product is quantified by spectrophotometric, fluorometric, or chromatographic methods. For fucosidase assays, the release of fucose from a fucosylated substrate is measured. For fucose dehydrogenase, the reduction of NAD+ or NADP+ is monitored.
Cell Assay
In vitro cell-based assays using L-Fucose assess its effects on cell surface glycosylation and immune recognition. Cells are cultured in media containing L-Fucose, and changes in glycan composition are analyzed by lectin binding or mass spectrometry. The compound's effects on cell signaling, adhesion, and immune responses may also be evaluated. L-Fucose is also used in studies of glycan metabolism.
Animal Protocol
In vivo animal studies using L-Fucose investigate its effects on immune function, inflammation, and development. The compound is administered orally or by injection, and its effects on glycan composition, immune responses, and disease outcomes are evaluated. L-Fucose has been studied in models of allergic inflammation, cancer, and infectious diseases. Its role in human milk oligosaccharides and infant development is also of interest.
ADME/Pharmacokinetics
Pharmacokinetic properties of L-Fucose have been characterized in research studies. As a monosaccharide, it is absorbed from the gastrointestinal tract and distributed to tissues. L-Fucose is metabolized through the L-fucose pathway, involving conversion to L-fuculose and then to L-fuculose-1-phosphate. It is incorporated into glycans on cell surfaces. The compound is excreted primarily via urine.
Toxicity/Toxicokinetics
L-Fucose has low toxicity and is generally recognized as safe for consumption. It is a naturally occurring sugar found in the human body and in various foods. High doses may cause gastrointestinal discomfort. The compound is not known to be genotoxic or carcinogenic. It is used as a dietary supplement and in cosmetic formulations.
Additional Infomation
Aldehyde-L-fucose is an L-fucose, and also an aldehyde-fucose. It is the enantiomer of aldehyde-D-fucose. (2S,3R,4R,5S)-2,3,4,5-tetrahydroxyhexanal has been reported in alfalfa (Medicago sativa), Ascoseira mirabilis, and other organisms with relevant data. It is a six-membered ring deoxysugar with the chemical formula C6H12O5. Its molecule lacks a hydroxyl group at the 6-carbon position. See also: L-fucose (note moved here).
L-Fucose is a naturally occurring monosaccharide found on glycans and glycolipids on cell surfaces. It is one of the eight essential sugars in the human body. L-Fucose has applications in cosmetics, pharmaceuticals, and dietary supplements. It is used as a research tool for studying glycans, glycosylation, and immune function. The compound is also a component of human milk oligosaccharides.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H12O5
Molecular Weight
164.15
Exact Mass
164.068
CAS #
2438-80-4
PubChem CID
3034656
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
399.1±35.0 °C at 760 mmHg
Melting Point
150-153 °C(lit.)
Flash Point
209.3±22.4 °C
Vapour Pressure
0.0±2.1 mmHg at 25°C
Index of Refraction
1.531
LogP
-2.04
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
4
Heavy Atom Count
11
Complexity
126
Defined Atom Stereocenter Count
4
SMILES
O([H])[C@]([H])([C@]([H])(C([H])([H])[H])O[H])[C@]([H])([C@@]([H])(C([H])=O)O[H])O[H]
InChi Key
PNNNRSAQSRJVSB-KCDKBNATSA-N
InChi Code
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
Chemical Name
(2S,3R,4R,5S)-2,3,4,5-tetrahydroxyhexanal
Synonyms
Fucosse; (-)-L-Fucose; L-Fucose
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~100 mg/mL (~609.16 mM)
DMSO : ~50 mg/mL (~304.58 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (15.23 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (15.23 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (15.23 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 100 mg/mL (609.16 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.0920 mL 30.4599 mL 60.9199 mL
5 mM 1.2184 mL 6.0920 mL 12.1840 mL
10 mM 0.6092 mL 3.0460 mL 6.0920 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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