S2626

Spermidine

≥99% (GC)

• Synonyme(s) : 1,8-Diamino-4-azaoctane, N-(3-Aminopropyl)-1,4-diaminobutane
• Formule linéaire : NH₂(CH₂)₃NH(CH₂)₄NH₂
• Numéro CAS: 124-20-9
• Poids moléculaire : 145.25
• Numéro Beilstein : 1698591
• Numéro CE : 204-689-0
• Numéro MDL: MFCD00008229
• Code UNSPSC : 12352200
• ID de substance PubChem : 24899529
• Nomenclature NACRES : NA.32

Propriétés

• Source biologique: synthetic
• Niveau de qualité: 200
• Pureté: ≥99% (GC)
• Forme: solid or liquid (clear)
• Impuretés: DNase, none detected; RNase, none detected; protease, none detected
• Indice de réfraction: n20/D 1.479 (lit.)
• Pf: 22-25 °C
• Solubilité: water: 50 mg/mL, clear to very slightly hazy, colorless to very faintly yellow
• Densité: 0.925 g/mL at 25 °C (lit.)
• Température de stockage: room temp
• Chaîne SMILES: NCCCCNCCCN
• InChI: 1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2
• Clé InChI: ATHGHQPFGPMSJY-UHFFFAOYSA-N
• Informations sur le gène: rat ... Ppm1a(24666)

Description

Description générale

Spermidine, a natural biomolecule, is known for its wide-ranging health benefits, including anti-inflammatory effects, antioxidant properties, and improvements in respiratory function. It carries a positive charge at physiological pH, allowing it to interact with oppositely charged DNA and RNA. Dietary intake of spermidine is associated with a reduced risk of neurodegeneration, metabolic diseases, heart ailments, and cancer. Spermidine-induced autophagy has been shown to slow the rate of cognitive decline by clearing amyloid-beta plaques in the brain. Spermidine supplementation improves mitochondrial metabolism and translational activity. Moreover, spermidine exhibits cell-autonomous effects on cancer cells and influences their communication with immune effectors, leading to the acceleration of tumor-associated antigen identification and cancer cell death. Spermidine-mediated autophagy inhibits the activation of apoptosis in cancer cells and is linked to tissue development and cell differentiation. This natural compound is additionally recognized for its neuroprotective, and anti-aging properties and is naturally found in semen, as well as in various plant sources.

The enzyme nitric oxide synthase (nNOS) is involved in the production of nitric oxide.

Application

Spermidine has been used:

• in the preparation of 5x transcription buffer
• in the treatment of double-stranded RNA along with other reagents to increase the uptake of dsRNA by nematodes
• as a standard in the analytical study of rat brain polyamines (185)

Actions biochimiques/physiologiques

Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T₄ polynucleotide kinase activity.

Attention

Solutions should be sterile-filtered, not autoclaved, if sterile solution is necessary. Spermidine deaminates with time; solutions should be stored frozen. Prepare new solutions frequently.

Autres remarques

Store under inert gas. Air sensitive; strongly hygroscopic.

Informations sur la sécurité

• Pictogrammes: GHS05
• Mention d'avertissement: Danger
• Mentions de danger: H314
• Conseils de prudence: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• 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): 233.6 °F - closed cup
• Point d'éclair (°C): 112 °C - closed cup
• Équipement de protection individuelle: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter