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L-Fucose (PC000331)

Record Information
Version1.0
Creation date2015-10-09 22:29:58 UTC
Update date2017-01-19 02:36:20 UTC
FoodComEx IDPC000331
FoodDB RecordFDB020543
Chemical Information
NameL-Fucose
DescriptionA constituent of the polysaccharides obtained from gum tragacanthand is) also found in glycoproteins obtained from milk Fucose is a hexose deoxy sugar with the chemical formula C6H12O5. It is found on N-linked glycans on the mammalian, insect and plant cell surface, and is the fundamental sub-unit of the fucoidan polysaccharide. Alpha1?3 linked core fucose is a suspected carbohydrate antigen for IgE-mediated allergy.; Fucose is a hexose sugar with the chemical formula C6H12O5. It is found on N-linked glycans on the mammalian and plant cell surface. Fucose is secreted in urine when the liver is damaged. Alpha1->3 linked core fucose is a suspected carbohydrate antigen for IgE-mediated allergy. Two structural features distinguish fucose from other six-carbon sugars present in mammals: the lack of a hydroxyl group on the carbon at the 6-position (C-6) and the L-configuration. In fucose-containing glycan structures, fucosylated glycans, fucose can exist as a terminal modification or serve as an attachment point for adding other sugars.
CAS Number2438-80-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(-)-fucosebiospider
(-)-l-fucosebiospider
6-Deoxy-beta-galactosebiospider
6-Deoxy-D-galactopyranosebiospider
6-Deoxy-delta-galactopyranosebiospider
6-Deoxy-L-beta-galactosebiospider
6-Deoxy-L-galactopyranosebiospider
6-Deoxy-L-galactosebiospider
6-Desoxygalactosebiospider
6-methyloxane-2,3,4,5-tetrolbiospider
6-methyltetrahydropyran-2,3,4,5-tetraolbiospider
D-threo-aldosebiospider
FUCbiospider
Fucopyranose, L- (7CI)biospider
FucoseHMDB
Fucose, l-biospider
L-(-)-fucosebiospider
L-fucopyranosebiospider
L-fucosebiospider
L-galactomethylosebiospider
L-galactopyranose, 6-deoxy-biospider
L-Galactopyranose, 6-deoxy- (9CI)biospider
L-Galactose, 6-deoxy-biospider
Rhodeosebiospider
Chemical FormulaC18H36O15
IUPAC name(3S,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol
InChI IdentifierInChI=1S/3C6H12O5/c1-2(7)5-3(8)4(9)6(10)11-5;1-2-3(7)4(8)5(9)6(10)11-2;1-3(8)5(10)6(11)4(9)2-7/h2*2-10H,1H3;2-6,8-11H,1H3
InChI KeyLSOFIIQFGYOXNZ-UHFFFAOYSA-N
Isomeric SMILESCC(O)C(O)C(O)C(O)C=O.CC(O)C1OC(O)C(O)C1O.CC1OC(O)C(O)C(O)C1O
Average Molecular Weight492.4694
Monoisotopic Molecular Weight492.205420482
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexoses
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Oxane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 145° (140-141°)DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 2 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci E485
AKSci J93948
Cayman Chemical 16479
Glentham GC7288
MetaSci HMDB0000174
Sigma-Aldrich HMDB0000174
Toronto Research Chemicals F836100