ChemicalBook > CAS DataBase List > L-Fucose

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
More
Less

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)
More
Less

Safety

Safety Statements 
24/25
WGK Germany 
3
F 
3-10
TSCA 
Yes
HS Code 
29400090
More
Less

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.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
F2252
Product name
L-(?)-Fucose
Purity
≥99%
Packaging
5g
Price
$212
Updated
2024/03/01
Sigma-Aldrich
Product number
1286606
Product name
L-(?)-Fucose
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$536
Updated
2024/03/01
TCI Chemical
Product number
F0065
Product name
L-(-)-Fucose
Purity
>97.0%(HPLC)
Packaging
1g
Price
$42
Updated
2024/03/01
TCI Chemical
Product number
F0065
Product name
L-(-)-Fucose
Purity
>97.0%(HPLC)
Packaging
10g
Price
$233
Updated
2024/03/01
Alfa Aesar
Product number
A16789
Product name
L-(-)-Fucose, 99%
Packaging
1g
Price
$44.2
Updated
2024/03/01
More
Less

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

2-Chloro-4-nitrophenyl-alpha-L-fucopyranoside
More
Less

L-Fucose Suppliers

Americas 1 Belgium 2 Canada 2 CHINA 397 Denmark 1 Europe 1 France 2 Germany 10 India 16 Japan 5 Poland 1 Spain 1 Switzerland 5 United Kingdom 19 United States 52 USA 1 Global 516
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
Alfa Chemistry
Tel
Fax
1-516-927-0118
Email
Info@alfa-chemistry.com
Country
United States
ProdList
24072
Advantage
58
Accela ChemBio Inc.
Tel
+1-858-6993322
Fax
(+1)-858-876-1948
Email
info@accelachem.com
Country
United States
ProdList
17322
Advantage
58
BOC Sciences
Tel
+1-631-485-4226
Fax
1-631-614-7828
Email
inquiry@bocsci.com
Country
United States
ProdList
19553
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38632
Advantage
58
Synthonix Inc
Tel
--
Fax
--
Email
info@synthonix.com
Country
United States
ProdList
6872
Advantage
58
Wilshire Chemical Company Inc.
Tel
--
Fax
--
Email
WilshrChem@AOL.COM
Country
United States
ProdList
3498
Advantage
58
CarboMer, Inc.
Tel
--
Fax
--
Email
sales@carbomer.com
Country
United States
ProdList
4026
Advantage
67
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
Parchem Fine & Specialty Chemicals
Tel
--
Fax
--
Email
info@parchem.com
Country
United States
ProdList
1031
Advantage
58
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
MedKoo Biosciences, Inc.
Tel
--
Fax
--
Email
sales@medkoo.com
Country
United States
ProdList
126
Advantage
58
Fluorochem Ltd.
Tel
--
Fax
--
Email
enquiries@fluorochem.co.uk
Country
United States
ProdList
4583
Advantage
58
TCI America, Inc. (Tokyo Chemical Industry Co., Ltd.)
Tel
--
Fax
--
Email
.Crew@tcichemicals.com
Country
United States
ProdList
3164
Advantage
58
DuPont Nutrition & Biosciences (Danisco USA Inc.)
Tel
--
Fax
--
Email
nh.cs@dupont.com
Country
United States
ProdList
8
Advantage
58
Wilshire Technologies, Inc.
Tel
--
Fax
--
Email
info@wilshiretechnologies.com
Country
United States
ProdList
893
Advantage
58
zuChem Inc.
Tel
--
Fax
--
Email
info@zuChem.com
Country
United States
ProdList
4
Advantage
58
Combi-Blocks, Inc.
Tel
--
Fax
--
Email
les@combi-blocks.com
Country
United States
ProdList
2555
Advantage
58
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
MP Biomedicals, LLC. (Division of Valiant FC Co., Ltd.)
Tel
--
Fax
--
Email
serv@mpbio.com
Country
United States
ProdList
1854
Advantage
58
Accela ChemBio Inc.
Tel
--
Fax
--
Email
info@accelachem.com
Country
United States
ProdList
1054
Advantage
50
Spectrum Chemical Mfg. Corp.
Tel
--
Fax
--
Email
marketing@spectrumchemical.com
Country
United States
ProdList
3113
Advantage
60
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
OChem Incorporation
Tel
--
Fax
--
Email
sales@ocheminc.com
Country
United States
ProdList
6501
Advantage
60
Glentham Life Sciences Ltd
Tel
--
Fax
--
Email
info@glentham.com
Country
United States
ProdList
2026
Advantage
58
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Chiralblock Bioscience LLC
Tel
--
Fax
--
Email
info@chiralblock.com
Country
United States
ProdList
144
Advantage
0
Omicron Biochemicals, Inc.
Tel
--
Fax
--
Email
omicron@omicronbio.com
Country
United States
ProdList
580
Advantage
64
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Medical Isotopes
Tel
--
Fax
--
Email
stohler@medicalisotopes.com
Country
United States
ProdList
6181
Advantage
68
INDOFINE Chemical Company, Inc.
Tel
--
Fax
--
Email
chemical@indofinechemical.com
Country
United States
ProdList
6176
Advantage
69
Pfaltz & Bauer, Inc.
Tel
--
Fax
--
Email
sales@pfaltzandbauer.com
Country
United States
ProdList
6828
Advantage
72
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
Sciencelab.com, Inc.
Tel
--
Fax
--
Email
accounting@sciencelab.com
Country
United States
ProdList
4159
Advantage
82
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
Research Plus, Inc.
Tel
--
Fax
--
Email
respls@aol.com
Country
United States
ProdList
3674
Advantage
51
Pfanstiehl Laboratories Inc.
Tel
--
Fax
--
Country
United States
ProdList
104
Advantage
77
ASDI Incorporated
Tel
--
Fax
--
Email
customerservice@asdi.net
Country
United States
ProdList
6922
Advantage
67
ChromaDex
Tel
--
Fax
--
Email
sales@chromadex.com
Country
United States
ProdList
2501
Advantage
76
ChemService Inc.
Tel
--
Fax
--
Country
United States
ProdList
6379
Advantage
68
More
Less

View Lastest Price from L-Fucose manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
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
Hebei Zhuanglai Chemical Trading Co.,Ltd
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
Hebei Zhuanglai Chemical Trading Co.,Ltd
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

2438-80-4, L-FucoseRelated Search:

MUCIC ACID D-GALACTURONIC ACID TRIGALACTURONIC ACID METHYL 2,3,4-TRI-O-ACETYL-BETA-D-THIOGALACTOPYRANOSIDURONIC ACID METHYL ESTER L-GALACTONO-1,4-LACTONE L-Fucose ALPHA-D-GALACTURONIC ACID HYDRATE Isometheptene mucate 6-DEOXY-L-GALACTITOL 4-NITROPHENYL-BETA-D-FUCOSE L-(-)-FUCOSE,L-FUCOSE 4-NITROPHENYL-BETA-D-FUCOSE FUCOSE, D-(+)-,D-(+)-FUCOSE,D-FUCOSE P-NITROPHENYL BETA-D-GALACTOPYRANOSIDURONIC ACID ALPHA-L-MANNOHEPTOSE ALPHA-D-GALACTURONIC ACID 1-PHOSPHATE LITHIUM SALT DIGALACTURONIC ACID L-[3-13C]FUCOSE

  • 6-DEOXY-BETA-GALACTOSE
  • 6-DEOXY-L-GALACTOSE
  • 6-DESOXY-L-GALACTOSE
  • L-(-)-RHODEOSE
  • L-(-)-FUCOSE
  • L-FUCOSE
  • FUCOSE, L-
  • 6-deoxy-l-galactos
  • L-fucopyranose
  • L-Fucose (AS)
  • L-Fucose - non animal origin
  • L-FUCOSE, 99.6% MIN., TLC
  • L-Galactose, 6-deoxy-
  • 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
  • (2S,3R,4R,5S)-2,3,4,5-tetrahydroxyhexanal
  • L-(-)-Fucose ,99%
  • L(-)-Fucose, for biochemistry
  • L-Fucose (200 mg) (AS)
  • 6-Desoxygalactose
  • L-GalactoMethylose
  • 6-Deoxy-L-galactose L-(-)-Rhodeose
  • L-fucose (3615-37-0)
  • Fuose
  • (2S,3S,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol
  • Rock algae sugar
  • L-(-)-Fucose&gt
  • FUCOSEGUM 300
  • L-FUCOSE USP/EP/BP
  • 6-deoxy-L-β-galactose
  • laevo-fucose
  • L-Fucose extrapure, 99%
  • L-Fucose (1286606)
  • L-FUCOSE
  • (-)-Fucose (6-Desoxygalactose)
  • L-(-)-Fucose2a protein
  • 6-deoxy-L-β-galactos
  • FUCOSE L-(RG) 100mg
  • 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