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L-Fucose

L-Fucose Structure
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
MOL File:
2438-80-4.mol
MSDS File:
SDS
Modify Date:
2024/7/17 9:16:14

L-Fucose Properties

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)
EPA Substance Registry System L-Galactose, 6-deoxy- (2438-80-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Safety Statements  24/25
WGK Germany  3
3-10
TSCA  Yes
HS Code  29400090
NFPA 704
1
0 0

L-Fucose price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) F2252 L-(−)-Fucose ≥99% 2438-80-4 10MG ₹3431.53 2022-06-14 Buy
Sigma-Aldrich(India) F2252 L-(−)-Fucose ≥99% 2438-80-4 5G ₹14202.4 2022-06-14 Buy
Sigma-Aldrich(India) F2252 L-(−)-Fucose ≥99% 2438-80-4 25G ₹56755.48 2022-06-14 Buy
Sigma-Aldrich(India) F2252 L-(−)-Fucose ≥99% 2438-80-4 100G ₹195304.65 2022-06-14 Buy
TCI Chemicals (India) F0065 L-(-)-Fucose 2438-80-4 1G ₹2800 2022-05-26 Buy
Product number Packaging Price Buy
F2252 10MG ₹3431.53 Buy
F2252 5G ₹14202.4 Buy
F2252 25G ₹56755.48 Buy
F2252 100G ₹195304.65 Buy
F0065 1G ₹2800 Buy

L-Fucose Chemical Properties,Uses,Production

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

Global( 498)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CHEMSWORTH +91-261-2397244 New Delhi, India 6707 30 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Otto Chemie Pvt. Ltd. +91 9820041841 Mumbai, India 5873 58 Inquiry
Triveni chemicals 08048762458 New Delhi, India 6093 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Merck Life Science Private Limited 08046045443 Mumbai, India 101 58 Inquiry
Souvenier Chemicals 08048372762Ext 645 Mumbai, India 396 58 Inquiry
Central Drug House(P) Ltd. 91-11-49404040 New Delhi, India 6160 58 Inquiry

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