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S3256 Sigma-Aldrich

Spermine

≥97%

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 24899550

  •  NACRES NA.25

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Properties

Related Categories Application Index, Biochemicals and Reagents, Cell Biology, Cell Signaling Enzymes, Cell Signaling and Neuroscience,
Quality Level   200
biological source   microbial
  synthetic
description   form: solid or semisolid
assay   ≥97%
bp   150 °C/5 mmHg (lit.)
mp   28-30 (lit.)
solubility   water: 50 mg/mL, clear, colorless
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
Gene Information   human ... GRIN2B(2904)
rat ... Grin2a(24409)

Description

General description

Spermine is a polyamine, which functions as a free radical scavenger. It modulates gene expression, chromatin stabilization and prevents DNA damage. Spermine inhibits endonuclease-mediated DNA fragmentation.

Application

Spermine has been used:
• as an inositol 1,4,5-trisphosphate receptor (IP3R)/glucose-regulated protein 75 (Grp75)/voltage-dependent anion channel 1 (VDAC1)/mitochondrial calcium uniporter (MCU) agonist to activate MCU in mouse podocytes
• in the biolistic transfection of filarial parasites
• for the production of adeno-associated virus (AAV)

Packaging

1, 5, 25 g in glass bottle

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

Sensor Dyes

In 1998 R.F. Furchgott, L.J. Ignarro, and F. Murad received the Nobel Prize in Physiology and Medicine for their discoveries concerning nitric oxide as a signaling molecule in the cardiovascular syst...
Monika Baeumle
BioFiles 2011, 6.3, 23.
Keywords: Applications, Biochemistry, Biological processes, Cancer, Cardiovascular, Central Nervous System, Diseases, Extinction coefficient, Indicators, Inflammation, Methods, Microscopy, Neurotransmission, Sol-gel, Type

Peer-Reviewed Papers
15

References

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