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S4264 Sigma

Spermine

suitable for cell culture, BioReagent

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 Registry Number 1750791

  •  EC Number 200-754-2

  •  MDL number MFCD00008215

  •  PubChem Substance ID 24899594

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Properties

Related Categories Application Index, Biochemicals and Reagents, Cell Biology, Cell Culture, Cell Signaling Enzymes,
InChI Key   PFNFFQXMRSDOHW-UHFFFAOYSA-N
product line   BioReagent
assay   ≥96%
bp   150 °C/5 mmHg(lit.)
mp   28-30(lit.)
solubility   H2O: 50 mg/mL
suitability   suitable for cell culture
storage temp.   2-8°C
Gene Information   human ... GRIN2B(2904)
rat ... Grin2a(24409)

Description

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).

Spermine together with putrescine and spermidine compose a family of polyamines (polycations) that are required for the growth and survival of the vast majority of living cells. Polyamines interact with negatively charged molecules such as proteoglycans, glycated proteins and nucleic acids (DNA and RNA). Biogenic polyamines are found to modulate protein synthesis at different levels. This effect may be explained by the ability of polyamines to bind and influence the secondary structure of tRNA, mRNA, and rRNA. Spermine also helps stabilize nucleic acid helical structure and the conformation of glycated proteins such as the histones. Spermine and spermidine are components of various nucleic acid transfection protocols.

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 
Precautionary statements 
RIDADR 
UN 3259PSN2 8 / PGII
WGK Germany 
3
RTECS 
EJ7175000
Flash Point(F) 
230 °F
Flash Point(C) 
110 °C

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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