Skip to Content
Merck
All Photos(5)

Documents

Safety Information

F2252

Sigma-Aldrich

L-(−)-Fucose

≥98% (GC)

Synonym(s):

6-Deoxy-L-galactose

Sign Into View Organizational & Contract Pricing
All Photos(5)

About This Item

Empirical Formula (Hill Notation):
C6H12O5
CAS Number:
2438-80-4
Molecular Weight:
164.16
Beilstein:
1723321
EC Number:
219-452-7
MDL number:
MFCD00135607
UNSPSC Code:
12352201
PubChem Substance ID:
24894816
NACRES:
NA.25

Quality Level

200

Assay

≥98% (GC)

form

powder

technique(s)

gas chromatography (GC): suitable

color

white

mp

150-153 °C (lit.)

solubility

H2O: soluble 50 mg/mL, clear to very slightly hazy

SMILES string

C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C=O

InChI

1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4+,5+,6-/m0/s1

InChI key

PNNNRSAQSRJVSB-KCDKBNATSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

L-Fucose, a natural monosaccharide found in mammals, is an important component of several N- and O-linked glycans and glycolipids.

Application

L-(−)-Fucose has been used:
  • as the non-haptenic sugar in lectin bead-binding assay to study its effects on the binding of immobilized lectins like peanut agglutinin (PNA) and Dolichos biflorus agglutinin (DBA)
  • as an internal standard to dilute the enzymatic hydrolysates for analytical methods
  • in the synthesis of fucosyl thioglycoside

Biochem/physiol Actions

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. L-Fucose 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.
L-Fucose is broadly used as a food additive. It possesses anti-inflammatory effects. It can inhibit the cutaneous immune reaction and alveolar macrophage priming. L-fucose can also suppress tumor growth and tumorigenesis.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

F2252-100G:
F2252-5G:
F2252-1G:
F2252-5G-9:
F2252-VAR-9:
F2252-25G:
F2252-VAR:
F2252-BULK-9:
F2252-BULK:
F2252-10MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Barbara Bolgiano et al.
Pathogens (Basel, Switzerland), 10(8) (2021-08-29)
Towards achieving the goal of eliminating epidemic outbreaks of meningococcal disease in the African meningitis belt, a pentavalent glycoconjugate vaccine (NmCV-5) has been developed to protect against Neisseria meningitidis serogroups A, C, Y, W and X. MenA and X polysaccharides
Jing-Jing Liu et al.
Biotechnology and bioengineering, 116(4), 904-911 (2019-01-01)
L-Fucose (6-deoxy-L-galactose) is a major constituent of glycans and glycolipids in mammals. Fucosylation of glycans can confer unique functional properties and may be an economical way to manufacture L-fucose. Research can extract L-fucose directly from brown algae, or by enzymatic
Ruohang He et al.
International immunopharmacology, 73, 379-388 (2019-05-28)
Previous studies reported that L-fucose had anti-inflammatory effects in respiratory and cutaneous system. However, the effect of L-fucose on colitis and the underlying mechanism is poorly understood. We studied the anti-inflammatory effects of L-fucose on Dextran sulfate sodium (DSS)-induced acute
Marcel Tutor Ale et al.
Marine drugs, 9(10), 2106-2130 (2011-11-11)
Seaweeds--or marine macroalgae--notably brown seaweeds in the class Phaeophyceae, contain fucoidan. Fucoidan designates a group of certain fucose-containing sulfated polysaccharides (FCSPs) that have a backbone built of (1→3)-linked α-L-fucopyranosyl or of alternating (1→3)- and (1→4)-linked α-L-fucopyranosyl residues, but also include
Feng Gu et al.
Bioresource technology, 149, 375-382 (2013-10-17)
Green liquor (Na2S+Na2CO3, GL) pretreatment is a proven pathway to improve the enzymatic saccharification for the production of bioethanol. In this work, the effects of GL pretreatment on the chemical composition and enzymatic digestibility of rice straw at various total
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service