85590

Spermine

≥99.0% (GC)

• Synonym(s): N,N′-Bis(3-aminopropyl)-1,4-diaminobutane, Gerontine, Musculamine, Neuridine
• Linear Formula: NH₂(CH₂)₃NH(CH₂)₄NH(CH₂)₃NH₂
• CAS Number: 71-44-3
• Molecular Weight: 202.34
• Beilstein/REAXYS Number: 1750791
• EC Number: 200-754-2
• MDL number: MFCD00008215
• UNSPSC Code: 12352116
• PubChem Substance ID: 329769392
• NACRES: NA.25

Properties

• biological source: microbial; synthetic
• Quality Level: 200
• assay: ≥99.0% (GC)
• form: crystalline (chunks)
• impurities: ≤0.5% spermidine
• bp: 150 °C/5 mmHg (lit.)
• mp: 28-30 (lit.)
• solubility: water: 0.05 g/mL, clear, colorless
• anion traces: carbonate (CO₃^2-): ≤5000 mg/kg
• storage temp.: 2-8°C
• SMILES string: [H]N(CCCN)CCCCN([H])CCCN
• InChI: 1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2
• InChI key: PFNFFQXMRSDOHW-UHFFFAOYSA-N

Description

Application

Spermine, a polycationic biogenic polyamine derived from spermidine, may be used in a wide variety of biological applications as a supplement or regulatory agent.Used as co-matrix with DHB for MALDI-MS of sialylated glycans in negative ion mode.

Biochem/physiol Actions

Mixed NMDA glutamate receptor agonist/antagonist at the polyamine site. Neuroprotective effects have been observed at high concentrations (1 mM), while neurotoxicity is observed at lower concentrations. It enhances agonist effectiveness at the strychnine-insensitive glycine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B
• Storage Class: 8A - Combustible, corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges