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
- Molecular Weight:
- 164.16
- MDL Number:
- MFCD00135607
- MOL File:
- 2438-80-4.mol
- MSDS File:
- SDS
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 |
pka | 12.50±0.20(Predicted) |
form | Powder |
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) |
FDA UNII | 28RYY2IV3F |
EPA Substance Registry System | L-Galactose, 6-deoxy- (2438-80-4) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H302-H315-H319-H335 | |||||||||
Precautionary statements | P261-P305+P351+P338 | |||||||||
Safety Statements | 24/25 | |||||||||
WGK Germany | 3 | |||||||||
F | 3-10 | |||||||||
TSCA | Yes | |||||||||
HS Code | 29400090 | |||||||||
NFPA 704 |
|
L-Fucose price More Price(51)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | F2252 | L-(?)-Fucose ≥99% | 2438-80-4 | 5g | $212 | 2024-03-01 | Buy |
Sigma-Aldrich | 1286606 | L-(?)-Fucose United States Pharmacopeia (USP) Reference Standard | 2438-80-4 | 200mg | $536 | 2024-03-01 | Buy |
TCI Chemical | F0065 | L-(-)-Fucose >97.0%(HPLC) | 2438-80-4 | 1g | $42 | 2024-03-01 | Buy |
TCI Chemical | F0065 | L-(-)-Fucose >97.0%(HPLC) | 2438-80-4 | 10g | $233 | 2024-03-01 | Buy |
Alfa Aesar | A16789 | L-(-)-Fucose, 99% | 2438-80-4 | 1g | $44.2 | 2024-03-01 | Buy |
L-Fucose Chemical Properties,Uses,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
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | figo.gao@foxmail.com | China | 7621 | 58 |
Yunbio Tech Co.,Ltd. | +86-010-60605551 +86-18046518538 | yunbiochem@126.com | China | 321 | 58 |
Chongqing Zhihe Biopharmaceutical Co., Ltd. | +86-18580541567 +86-17782035140 | sales@zhswyy.com | China | 301 | 58 |
Shandong Deshang Chemical Co., Ltd. | +86-0531-8875-2665 +8613153039501 | info@deshangchem.com | China | 619 | 58 |
Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | sales@hbmojin.com | China | 12450 | 58 |
Hebei Guanlang Biotechnology Co,.LTD | +8619930503252 | daisy@crovellbio.com | China | 5828 | 58 |
Hebei Fengjia New Material Co., Ltd | +86-0311-87836622 +86-17333973358 | sales06@hbduling.cn | China | 8079 | 58 |
Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 3002 | 58 |
Hebei Shengyang Water Conservancy Engineering Co., Ltd. | +8615373025980 | clara@hbshengyang.com | China | 873 | 58 |
Watson Biotechnology Co.,Ltd | +86-18186686046 +86-18186686046 | sales01@watsonbiotech.cn | China | 5853 | 58 |
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- Jul 17,2024
View Lastest Price from L-Fucose manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-08-24 | L-Fucose
2438-80-4
|
US $0.00-0.00 / kg | 1kg | 99% | 1000KG | Watson Biotechnology Co.,Ltd | ||
2024-08-23 | L-Fucose
2438-80-4
|
US $6.80-2.50 / kg | 1kg | 99% | 10 tons | Shandong Deshang Chemical Co., Ltd. | ||
2024-08-22 | L-Fucose
2438-80-4
|
US $10.00-10.00 / KG | 1KG | 99% | 10 ton | Hebei Guanlang Biotechnology Co,.LTD |
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