S4264

Spermine

suitable for cell culture, BioReagent

• Synonyme(s) : N,N′-Bis(3-aminopropyl)-1,4-diaminobutane, Gerontine, Musculamine, Neuridine
• Formule linéaire : NH₂(CH₂)₃NH(CH₂)₄NH(CH₂)₃NH₂
• Numéro CAS: 71-44-3
• Poids moléculaire : 202.34
• Numéro Beilstein : 1750791
• Numéro CE : 200-754-2
• Numéro MDL: MFCD00008215
• Code UNSPSC : 12352204
• ID de substance PubChem : 24899594
• Nomenclature NACRES : NA.75

Propriétés

• Source biologique: microbial; synthetic
• Niveau de qualité: 200
• Gamme de produits: BioReagent
• Pureté: ≥96%
• Forme: solid
• Technique(s): cell culture | mammalian: suitable
• Point d'ébullition: 150 °C/5 mmHg (lit.)
• Pf: 28-30 (lit.)
• Solubilité: H₂O: 50 mg/mL
• Température de stockage: 2-8°C
• Chaîne SMILES: [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
• Clé InChI: PFNFFQXMRSDOHW-UHFFFAOYSA-N
• Informations sur le gène: human ... GRIN2B(2904) ; rat ... Grin2a(24409)

Description

Application

Spermine has been used:

• in the buffer, to swap the divalent cations in the MgSO₄ protocol to stabilize the integrity of the chromosomes
• in the preparation of modified mica surfaces from freshly cleaved mica surfaces
• to study its effects on survival in mice with sepsis and to estimate the role of spermine in lethal systemic inflammatory diseases

Actions biochimiques/physiologiques

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).

Informations sur la sécurité

• Pictogrammes: GHS05
• Mention d'avertissement: Danger
• Mentions de danger: H314
• Conseils de prudence: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Classification des risques: Eye Dam. 1 - Skin Corr. 1B
• Code de la classe de stockage: 8A - Combustible corrosive hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges