| Identification | More | [Name]
L-FUCOSE | [CAS]
2438-80-4 | [Synonyms]
6-DEOXY-BETA-GALACTOSE
6-DEOXY-L-GALACTOSE
6-DESOXY-L-GALACTOSE
FUCOSE, L-
L-(-)-FUCOSE
L-FUCOSE
L-(-)-RHODEOSE
6-deoxy-l-galactos
6-deoxy-L-beta-galactose
L-FUCOSE, 99.6% MIN., TLC
L-Galactose, 6-deoxy-
6-methyloxane-2,3,4,5-tetrol
L-(-)-FUCOSE:6-DEOXY-L-GALACTOSE | [EINECS(EC#)]
219-452-7 | [Molecular Formula]
C6H12O5 | [MDL Number]
MFCD00135607 | [Molecular Weight]
164.16 | [MOL File]
2438-80-4.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
150-153 °C(lit.)
| [alpha ]
-73～-77°(D/20℃)(c=4,H2O,24hr) | [Boiling point ]
211.61°C (rough estimate) | [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 | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
Soluble in water. | [Sensitive ]
Hygroscopic | [Detection Methods]
HPLC-RID ,Rotation | [Merck ]
4279 | [BRN ]
1723321 | [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) |
| Hazard Information | Back Directory | [Description]
L-(−)-Fucose is a deoxyhexose monosaccharide found on N- and O-linked glycans and glycolipids of a wide variety of organisms.1 It can exist as a terminal modification of glycan structures or serve as a point of attachment for adding other sugars.2 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.1 | [Chemical Properties]
White Solid | [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 (6-Deoxy-L-galactose) is used in studies of fucoidan polysaccharide containing glycans. L-Fucose 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 the fucosidase(s), l-fucose isomerase(s) and L-fucose dehydrogenase(s). L-Fucose may be used to study organelles, bacterial microcompartments, involved in the degradation of plant and algal cell wall sugars. L-Fucose may be used as a reference compound in rare sugar identification and analysis. | [Uses]
L-Fucose was isolated from seaweed. | [Definition]
ChEBI: The pyranose form of L-fucose. | [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 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. | [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. | [storage]
Store at -20°C | [References]
[1] Yan Wang . “Research progress on the functions, preparation and detection methods of l-fucose.” Food Chemistry 433 (2023): Article 137393. |
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