Description

High-purity Prunasin, a cyanogenic glycoside found in Prunus species, serving as a precursor to amygdalin and hydrogen cyanide upon hydrolysis.

Technical Specifications

• Molecular Formula: C14H17NO6
• Molecular Weight: 295.29 g/mol
• Purity: ≥98% (HPLC)
• Appearance: White to off-white solid
• Solubility: Soluble in chloroform, dichloromethane, ethyl acetate, DMSO, acetone

IUPAC Name: (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

InChI: InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9-,10+,11+,12-,13+,14+/m0/s1

InChIKey: ZKSZEJFBGODIJW-GMDXDWKASA-N

Canonical SMILES: C1=CC=C(C=C1)C(C#N)OC2C(C(C(C(O2)CO)O)O)O

Isomeric SMILES: C1=CC=C(C=C1)[C@H](C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

Synonyms: Prunasin; (R)-Prunasin; 99-18-3; D-Prunasin; (2R)-Prunasin; (R)-alpha-(beta-D-Glucopyranosyloxy)benzene-acetonitrile; (R)-(beta-D-Glucopyranosyloxy)phenylacetonitrile; 14W4BPM5FB; …

Botanical Source:

Research Applications

1. Analytical Studies

   • UHPLC-(+ESI)MS/MS analysis
   • Cyanide determination
   • Glycoside quantification
   • Method validation

2. Food Safety Research

   • Almond kernel analysis
   • Hull composition studies
   • Cyanogenic content assessment
   • Safety evaluations

3. Mechanism Studies

   • DNA polymerase β inhibition (IC50: 98 μM)
   • Base excision repair
   • DNA maintenance
   • Replication studies

Recent Research Findings

• Found in almond kernels and hulls
• Generates hydrogen cyanide upon hydrolysis
• Hull levels (<3 mg/kg) significantly lower than kernels (<20 mg/kg)
• Important for food safety assessment

Quality Assurance

• GMP-compliant manufacturing
• Complete analytical documentation
• Traceable lot numbers
• Risk and safety documentation
• GHS compliance

Safety Classifications

• GHS Symbol: GHS06, GHS08
• Signal Word: Danger
• Hazard Statements: H301-H360
• Risk Statements: 36/37/38-25-60
• WGK Germany: 3

Key Research Areas

1. Food Safety

   • Cyanogenic glycoside analysis
   • Sweet almond varieties
   • Hull utilization studies
   • Safety assessments

2. Analytical Method Development

   • UHPLC analysis
   • MS/MS detection
   • Extraction optimization
   • Method validation

3. Enzyme Studies

   • DNA polymerase inhibition
   • Base excision repair
   • Replication mechanisms

This premium-grade Prunasin is designed for research institutions advancing food safety and analytical method development.

For research and development purposes only. Not for human consumption. Handle with appropriate safety precautions.