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β‑Methylnorleucine

1. Product Identification

  • Product Name: β‑Methylnorleucine
  • Synonyms: 3‑Methylnorleucine; (2S,3R)‑2‑Amino‑3‑methylhexanoic acid; 2‑Amino‑3‑methylhexanoic acid
  • CAS Number: 28116‑92‑9
  • Molecular Formula: C₇H₁₅NO₂
  • Molecular Weight: 145.20 g/mol
  • IUPAC Name: (2S,3R)‑2‑amino‑3‑methylhexanoic acid

2. Specifications

  • Appearance: White to off‑white crystalline powder
  • Purity: ≥98.0% (HPLC)
  • Chiral Purity: ≥99.0% (for single enantiomer, e.g., 2S,3R)
  • Melting Point: 218–222 °C (dec.)
  • Solubility:
    • Soluble in: Water, methanol, dilute acids
    • Insoluble in: Hexane, ethyl acetate
  • Moisture Content: ≤0.5%
  • Residue on Ignition: ≤0.1%

3. Chemical & Physical Properties

  • Density: ~1.07 g/cm³
  • pKa: ~2.3 (COOH); ~9.7 (NH₂)
  • Optical Rotation: [α]₂₀/D = +12° to +16° (c = 1, H₂O)
  • Stability: Stable under ambient conditions; avoid strong oxidizing agents

4. Applications

  • Research tool: Non‑natural amino acid for peptide synthesis and protein engineering
  • Antimetabolite: Isoleucine antagonist; inhibits bacterial growth by blocking isoleucine biosynthesis
  • Biochemical studies: Investigation of branched‑chain amino acid metabolism and enzyme mechanisms

5. Handling & Storage

  • Storage: Store at ‑20 °C in a dry, sealed container; protect from light
  • Handling: Use standard laboratory precautions; avoid inhalation, skin/eye contact