D-Fucose

D-Fucose

D-Fucose (CAS No. 3615-37-0) is a rare monosaccharide, chemically known as 6-deoxy-D-galactose, with the molecular formula C₆H₁₂O₅ and a molar mass of 164.16 g/mol.tcichemicals+2

Chemical Identity and Structure

• IUPAC Name: (2R,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanalpubchem.ncbi.nlm.nih
• Synonyms: D-(+)-Fucose, 6-deoxy-D-galactose, Rhodeosecaymanchem+1
• Molecular Formula: C₆H₁₂O₅lgcstandards+2
• Molecular Weight: 164.16 g/moltcichemicals+2
• Structure: D-Fucose is a six-carbon deoxy sugar, where the 6th carbon of D-galactose is missing an oxygen atom, making it a deoxy-version of galactose.pubchem.ncbi.nlm.nih
• SMILES: CC@HOsigmaaldrich+1

Physical and Chemical Properties

• Appearance: White to almost white powder or crystals.sigmaaldrich+1
• Melting Point: 144-145 °C (literature).sigmaaldrich
• Optical Rotation: [α]20/D+72 to +78°[α]_{20/D} +72 \text{ to } +78°[α]20/D+72 to +78°, measured in water.glentham+2
• Solubility: Freely soluble in water (up to 100 mg/mL) producing a clear or slightly hazy solution; slightly soluble in alcohols.glentham+1
• Purity: Commercially available with ≥98% purity by HPLC.tcichemicals+2

Storage and Handling

• Storage Conditions: Store at room temperature, ideally in a cool and dark place (<15°C); keep under inert gas if possible since it is mildly hygroscopic.tcichemicals
• Hygroscopicity: Hygroscopic and should be protected from moisture.tcichemicals
• Stability: Stable when stored as recommended.

Applications and Notes

• Biological Role: D-Fucose is a rare sugar, structurally related to L-fucose (a more common component in mammalian glycoconjugates), but the D-form is found in bacterial polysaccharides and may be used in biochemical studies focusing on glycosylation and carbohydrate analysis.sigmaaldrich
• Research Use: Important for the study of deoxy sugars, glycan structure, and enzymatic transformation processes involving fucosylation.

Regulatory and Identification Numbers

Safety Information

• Hazards: May cause irritation to skin, eyes, or respiratory tract based on general sugar handling; not classified as hazardous but should be handled with laboratory PPE.pubchem.ncbi.nlm.nih

D-Fucose is distinguished as a high-purity research compound, mainly relevant in synthetic chemistry, glycoscience, and carbohydrate-focused biotechnology.pubchem.ncbi.nlm.nih+2