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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
Last updated:2023-12-25 13:23:17

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)
FDA UNII 28RYY2IV3F
EPA Substance Registry System L-Galactose, 6-deoxy- (2438-80-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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(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
Product number Packaging Price Buy
F2252 5g $212 Buy
1286606 200mg $536 Buy
F0065 1g $42 Buy
F0065 10g $233 Buy
A16789 1g $44.2 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.

79-06-1
2438-80-4
Synthesis of L-Fucose from Acrylamide

L-Fucose Preparation Products And Raw materials

Global( 482)Suppliers
Supplier Tel Email Country ProdList Advantage
Jinan Carbotang Biotech Co.,Ltd.
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+86-010-60605551 +86-18046518538 yunbiochem@126.com China 321 58
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View Lastest Price from L-Fucose manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-Fucose pictures 2024-04-24 L-Fucose
2438-80-4
US $0.00-0.00 / kg 0.10000000149011612kg 99% 2000kgs Chongqing Zhihe Biopharmaceutical Co., Ltd.
L-Fucose pictures 2024-02-06 L-Fucose
2438-80-4
US $0.00-0.00 / KG 1KG 98% 500KG per month Yunbio Tech Co.,Ltd.
L-FUCOSE pictures 2023-09-05 L-FUCOSE
2438-80-4
US $100.00 / KG 1KG 99% 5000KG Hebei Mojin Biotechnology Co., Ltd
  • L-Fucose pictures
  • L-Fucose
    2438-80-4
  • US $0.00-0.00 / kg
  • 99%
  • Chongqing Zhihe Biopharmaceutical Co., Ltd.
  • L-Fucose pictures
  • L-Fucose
    2438-80-4
  • US $0.00-0.00 / KG
  • 98%
  • Yunbio Tech Co.,Ltd.
  • L-FUCOSE pictures
  • L-FUCOSE
    2438-80-4
  • US $100.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
6-DESOXY-L-GALACTOSE L-(-)-RHODEOSE L-FUCOSE FUCOSE, L- 6-deoxy-l-galactos L-FUCOSE, 99.6% MIN., TLC 6-methyloxane-2,3,4,5-tetrol L-(-)-FUCOSE:6-DEOXY-L-GALACTOSE 6-deoxy-L-beta-galactose L-(-)-Flucose L-Fucose (200 mg) (3S,4R,5S,6S)-6-Methyloxane-2,3,4,5-tetrol L(-)-Fucose, for biochemistry L-Fucose (200 mg) (AS) 6-Desoxygalactose L-GalactoMethylose 6-Deoxy-L-galactose L-(-)-Rhodeose L-Fucose (AS) L-Fucose - non animal origin L-fucose (3615-37-0) Fuose (2S,3S,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol Rock algae sugar L-(-)-Fucose> FUCOSEGUM 300 L-FUCOSE USP/EP/BP 6-deoxy-L-β-galactose laevo-fucose L-Fucose extrapure, 99% L-Fucose (1286606) 6-DEOXY-BETA-GALACTOSE 6-DEOXY-L-GALACTOSE L-(-)-FUCOSE L-fucopyranose L-Galactose, 6-deoxy- (2S,3R,4R,5S)-2,3,4,5-tetrahydroxyhexanal L-(-)-Fucose ,99% L-FUCOSE (-)-Fucose (6-Desoxygalactose) L-(-)-Fucose2a protein 6-deoxy-L-β-galactos 2438-80-4 2433-80-4 BioChemical Carbohydrate Synthesis Carbohydrate Library Metabolic Libraries Metabolomics Monosaccharides Specialty Synthesis Fucose Deoxysugars Sugars ALDEHYDE 13C & 2H Sugars Biochemistry Deoxysugars Fucose