Blasticidin S
Agrochemicals 2025-03-02
Blasticidin S
Chemical Name: 1-[(4-Amino-1,2-dihydro-2-oxopyrimidin-1-yl)-1,3,4,5,6-pentahydroxyhexyl]-3-[3-(4-amino-4,6-dideoxy-β-D-glucopyranosyloxy)propyl]guanidine
Synonyms: Bla-S; NSC 56353
CAS Number: 2079-00-7
Molecular Formula: C₁₇H₂₆N₈O₅
Molecular Weight: 422.45 g/mol
Physical & Chemical Properties
| Property | Specification |
|---|---|
| Appearance | White crystalline powder (hydrochloride salt common) |
| Solubility | Soluble in water (50 mg/mL), methanol; insoluble in organic solvents |
| Melting Point | 253-255°C (dec.) |
| Optical Rotation | [α]²⁵D +108° (c=1, H₂O) |
| pKa | 2.3, 8.9 (basic groups) |
| UV λmax | 274 nm (water) |
Biological Activity
• Mode of Action: Protein synthesis inhibitor (binds 50S ribosomal subunit)
• Target Organisms:
- Antifungal (especially Pyricularia oryzae)
- Antibacterial (Gram-positive)
- Mammalian cells (toxic above 10 μg/mL)
• IC₅₀: 0.1-1 μM (fungal cells)
Hazard & Safety Information (GHS)
Warning Symbols:
⚠️ Acute Toxicity (Category 3)
⚠️ Eye Damage (Category 1)
Hazard Codes:
• H301: Toxic if swallowed
• H318: Causes serious eye damage
• H335: May cause respiratory irritation
Precautionary Measures:
• P261: Avoid breathing dust
• P280: Wear gloves/eye protection
• P301+P310: IF SWALLOWED: Call poison center
Applications
✔ Agricultural Fungicide: Rice blast control (limited use due to toxicity)
✔ Selection Marker: In cell biology (with resistance gene bsr)
✔ Research Tool: Eukaryotic translation studies
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