α-D-Xylopyranose

α-D-Xylopyranose

α-D-Xylopyranose (CAS No. 6763-34-4) is a monosaccharide and the α-anomer of D-xylose, a pentose sugar commonly found in plant hemicellulose. Below is a detailed description based on its chemical, physical, and functional properties:

Chemical Identification

• CAS Registry Number: [6763-34-4]
• MDL Number: MFCD00151475[User Data]
• Catalog Number: A867225 (97% purity)[User Data]
• Molecular Formula: C5H10O5\text{C}_5\text{H}_{10}\text{O}_5C5H10O5
• Molecular Weight: 150.13 g/mol
• IUPAC Name: (2S,3R,4S,5R)-oxane-2,3,4,5-tetrol
• SMILES: O[C@@H]1[C@@H](O)[C@@H](O)OC[C@H]1O\text{O}[C@@H]1[C@@H](\text{O})[C@@H](\text{O})\text{OC}[C@H]1\text{O}O[C@@H]1[C@@H](O)[C@@H](O)OC[C@H]1O
• InChIKey: SRBFZHDQGSBBOR-LECHCGJUSA-N

Physical Properties

Chemical Properties

• Solubility: Highly water-soluble (1220 mg/mL predicted).
• logP: -2.6 (predicted hydrophilicity).
• Stability: Stable under standard conditions but hygroscopic.
• Reactivity: Participates in glycosylation and oxidation reactions; precursor for xylitol synthesis.

Applications

1. Biochemical Research: Used to study carbohydrate metabolism and enzyme kinetics (e.g., xylose isomerase).
2. Industrial Processes: Key substrate in biofuel production (e.g., xylitol, ethanol) and biodegradable materials[User Data].
3. Pharmaceuticals: Investigated for drug delivery systems and as a diagnostic marker for intestinal absorption.

Safety and Handling

• GHS Hazards:
  • H315: Causes skin irritation.
  • H319: Causes serious eye irritation.
  • H335: May cause respiratory irritation.
• Precautions: Use PPE (gloves, goggles), avoid inhalation, and store in a dry, sealed environment.

Key Notes

• Purity: Available at 97% (Catalog No. A867225)[User Data].
• Data Discrepancies:
  • Boiling point variations (415.5°C experimental vs. 441.86°C calculated).
  • Density differences may reflect measurement conditions or crystalline forms.
• Regulatory Status: Listed in IMAP environmental assessments.

This compound’s role in plant biochemistry and industrial applications underscores its versatility, though users should validate experimental data against specific conditions.

Citations:

1. https://www.chemsrc.com/en/cas/4257-95-8_1220239.html
2. https://www.chemeo.com/cid/13-307-6/Alpha-d-xylopyranose
3. https://www.echemi.com/sds/d-xylose-pid_Rock15481.html
4. https://go.drugbank.com/drugs/DB03389
5. https://pubchem.ncbi.nlm.nih.gov/compound/Methyl-alpha-D-xylopyranoside
6. https://pubchem.ncbi.nlm.nih.gov/compound/Alpha-d-xylopyranose
7. https://en.wikipedia.org/wiki/Xylose
8. https://www.chemicalbook.com/ChemicalProductProperty_US_CB4686053.aspx