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85590 Sigma-Aldrich

Spermine

≥99.0% (GC)

Synonym: N,N′-Bis(3-aminopropyl)-1,4-diaminobutane, Gerontine, Musculamine, Neuridine

  • CAS Number 71-44-3

  • Linear Formula NH2(CH2)3NH(CH2)4NH(CH2)3NH2

  • Molecular Weight 202.34

  •  Beilstein/REAXYS Number 1750791

  •  EC Number 200-754-2

  •  MDL number MFCD00008215

  •  PubChem Substance ID 329769392

  •  NACRES NA.25

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Properties

Related Categories Analytical Reagents, Analytical/Chromatography, Biochemicals and Reagents, Enzyme Inhibitors, Enzyme Inhibitors by Type,
Quality Level   200
biological source   microbial
  synthetic
assay   ≥99.0% (GC)
form   crystalline (chunks)
  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 (CO32-): ≤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 & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
RIDADR 
UN 3259PSN2 8 / PGII
WGK Germany 
WGK 3
RTECS 
EJ7175000
Flash Point(F) 
230.0 °F - closed cup
Flash Point(C) 
110 °C - closed cup
Protocols & Articles

Articles

HPLC Analysis of Biogenic Amines on Ascentis® RP-Amide

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Biogenic Amines on Ascentis® RP-Amide
Keywords: Chromatography, Clinical, Derivatizations, High performance liquid chromatography

Peer-Reviewed Papers
15

References

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Description

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705330 Spermine-(butyl-d8) tetrahydrochloride, 97 atom % D, 95% (CP)
08168 Timestrip Plus 8 °C

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