S2626

Spermidin

≥99% (GC)

• Synonym(e): 1,8-Diamino-4-azaoctan, N-(3-Aminopropyl)-1,4-diaminobutan
• Lineare Formel: NH₂(CH₂)₃NH(CH₂)₄NH₂
• CAS-Nummer: 124-20-9
• Molekulargewicht: 145.25
• Beilstein: 1698591
• EG-Nummer: 204-689-0
• MDL-Nummer: MFCD00008229
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24899529
• NACRES: NA.32

Eigenschaften

• Biologische Quelle: synthetic
• Assay: ≥99% (GC)
• Form: solid or liquid (clear)
• Verunreinigungen: DNase, none detected; RNase, none detected; protease, none detected
• Brechungsindex: n20/D 1.479 (lit.)
• mp (Schmelzpunkt): 22-25 °C
• Löslichkeit: water: 50 mg/mL, clear to very slightly hazy, colorless to very faintly yellow
• Dichte: 0.925 g/mL at 25 °C (lit.)
• Lagertemp.: room temp
• SMILES String: NCCCCNCCCN
• InChI: 1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2
• InChIKey: ATHGHQPFGPMSJY-UHFFFAOYSA-N
• Angaben zum Gen: rat ... Ppm1a(24666)

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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)

Biochem./physiol. Wirkung

Hemmt die neuronale Stickoxidsynthase (nNOS). Bindet und fällt DNA aus; kann zur Aufreinigung von DNA-Bindungsproteinen verwendet werden. Stimuliert die T₄-Polynukleotidkinaseaktivität.

Vorsicht

Für eine sterile Lösung soll die Lösung steril-filtriert und nicht autoklaviert werden. Spermidin deaminiert mit der Zeit; Lösungen tiefgekühlt lagern. Regelmässig frische Lösungen zubereiten.

Sonstige Hinweise

Store under inert gas. Air sensitive; strongly hygroscopic.

Sicherheitshinweise

• Piktogramme: GHS05
• Signalwort: Danger
• H-Sätze: H314
• P-Sätze: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Gefahreneinstufungen: Eye Dam. 1 - Skin Corr. 1B
• Lagerklassenschlüssel: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): 233.6 °F - closed cup
• Flammpunkt (°C): 112 °C - closed cup
• Persönliche Schutzausrüstung: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter