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.[1]

The enzyme nitric oxide synthase (nNOS) is involved in the production of nitric oxide.[2]

Anwendung

Spermidine has been used:

• in the preparation of 5x transcription buffer[3]
• in the treatment of double-stranded RNA along with other reagents to increase the uptake of dsRNA by nematodes[4]
• 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.

Hemmt die neuronale Stickoxidsynthase (nNOS). Bindet und fällt DNA aus; 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