L-Fucose
- Product Name
- L-Fucose
- CAS No.
- 2438-80-4
- Chemical Name
- L-Fucose
- Synonyms
- L-(-)-FUCOSE;6-DEOXY-L-GALACTOSE;L-Galactose, 6-deoxy-;L-fucopyranose;(2S,3R,4R,5S)-2,3,4,5-tetrahydroxyhexanal;L-(-)-Fucose ,99%;6-DEOXY-BETA-GALACTOSE;Fuose;L-FUCOSE;L-FUCOSE
- CBNumber
- CB1448036
- Molecular Formula
- C6H12O5
- Formula Weight
- 164.16
- MOL File
- 2438-80-4.mol
L-Fucose Property
- Melting point:
- 150-153 °C(lit.)
- Boiling point:
- 211.61°C (rough estimate)
- alpha
- -73～-77°(D/20℃)(c=4,H2O,24hr)
- Density
- 1.1738 (rough estimate)
- refractive index
- -75.5 ° (C=10, H2O)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- solubility
- H2O: 0.1 g/mL, clear, colorless
- form
- Powder
- pka
- 12.50±0.20(Predicted)
- color
- Beige to light brown to purple-grayish
- Water Solubility
- Soluble in water.
- Sensitive
- Hygroscopic
- Merck
- 14,4279
- BRN
- 1723321
- Stability:
- Stable. Incompatible with strong oxidizing agents.
- InChIKey
- SHZGCJCMOBCMKK-DLABPRKASA-N
- LogP
- -0.340 (est)
- CAS DataBase Reference
- 2438-80-4(CAS DataBase Reference)
- EPA Substance Registry System
- L-Galactose, 6-deoxy- (2438-80-4)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- F2252
- Product name
- L-(?)-Fucose
- Purity
- ≥99%
- Packaging
- 5g
- Price
- $212
- Updated
- 2024/03/01
- Product number
- 1286606
- Product name
- L-(?)-Fucose
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 200mg
- Price
- $536
- Updated
- 2024/03/01
- Product number
- F0065
- Product name
- L-(-)-Fucose
- Purity
- >97.0%(HPLC)
- Packaging
- 1g
- Price
- $42
- Updated
- 2024/03/01
- Product number
- F0065
- Product name
- L-(-)-Fucose
- Purity
- >97.0%(HPLC)
- Packaging
- 10g
- Price
- $233
- Updated
- 2024/03/01
- Product number
- A16789
- Product name
- L-(-)-Fucose, 99%
- Packaging
- 1g
- Price
- $44.2
- Updated
- 2024/03/01
L-Fucose Chemical Properties,Usage,Production
Description
L-(−)-Fucose is a deoxyhexose monosaccharide found on N- and O-linked glycans and glycolipids of a wide variety of organisms. It can exist as a terminal modification of glycan structures or serve as a point of attachment for adding other sugars. In humans, L-(−)-fucose plays a role in A and B blood group antigen substructure determination, selectin-mediated leukocyte-endothelial adhesion, and host-microbe interactions.
Chemical Properties
White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents.
Chemical Properties
l-fucose is a six-carbon sugar also known as 6-deoxy-l-galactose. Its molecular formula is C6H12O5 and its melting point is 150.0–153.0 °C. It is a white crystalline powder that easily absorbs moisture, and its hydrophilicity is weaker than that of other monosaccharides. l-fucose is the main form of fucose found in nature and is also the only levorotatory sugar used by mammals, while d-fucose is found only in some glycosides[1].
Occurrence
L-Fucose exists in nature in various biological niches. A major natural source of L-fucose is the brown algal polysaccharide fucoidan. It is also present in the polysaccharides of tragacanth, potatoes, kiwi, soybeans, varieties of wing peas, canola and other plants.L-Fucose is a minor component in plant cell wall polysaccharides, specifically rhamnogalacturonan, xyloglucan and also arabinogalactan proteins that are involved in plant cell elongation.
Uses
L-Fucose was isolated from seaweed. It finds application in cosmetics, pharmaceuticals and dietary supplements. It is used in the determination of antigen in A and B blood group. It is also used in the selection-mediated leukocyte-endothelial adhesion and host-microbe interactions. L-Fucose is also used in anti aging creams as well as to promote the accelerated healing of wounds and to reduce allergy.
Definition
ChEBI: L-fucopyranose is the pyranose form of L-fucose. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a L-fucose and a fucopyranose.
Reactions
L-Fucose is oxidised by the enzyme L-fucose dehydrogenase in the presence of nicotinamide-adenine dinucleotide phosphate (NADP+) to L-fucono-1,5-lactone with the formation of reduced nicotinamideadenine dinucleotide phosphate (NADPH) (1).
(L-fucose dehydrogenase) (1)
L-Fucose + NADP+ --> L-fucono-1,5-lactone + NADPH + H+
The amount of NADPH formed in this reaction is stoichiometric with the amount of L-fucose. It is the NADPH which is measured by the increase in absorbance at 340 nm.
Biological Functions
l-fucose has many biological functions like the antitumor effect and relieving intestinal disease, and exhibits potential as an emulsifier in the food industry. It can be used as a functional food and one of the components of bacteriostatic agents. Moreover, it also has an anti-aging function[1].
Biological Activity
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. It 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.
References
[1] Yan Wang . “Research progress on the functions, preparation and detection methods of l-fucose.” Food Chemistry 433 (2023): Article 137393.
L-Fucose Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from L-Fucose manufacturers
- Product
- 6-deoxy-L-galactose 2438-80-4
- Price
- US $70.00/kg
- Min. Order
- 1kg
- Purity
- 99
- Supply Ability
- 5000
- Release date
- 2024-05-24
- Product
- 6-deoxy-L-galactopyranose 2438-80-4
- Price
- US $90.00/kg
- Min. Order
- 1kg
- Purity
- 99
- Supply Ability
- 5000
- Release date
- 2024-06-04
- Product
- L-Fucose 2438-80-4
- Price
- US $200.00-95.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-04-25