A6706

O-Acetyl-L-Carnitin -hydrochlorid

≥99% (titration), powder

• Synonym(e): (R)-3-Acetoxy-4-(trimethylammonio)-butyrat -hydrochlorid, ALC, ALCAR, R-(−)-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminiumchlorid
• Empirische Formel (Hill-System): C₉H₁₇NO₄ · HCl
• CAS-Nummer: 5080-50-2
• Molekulargewicht: 239.70
• Beilstein: 4340103
• MDL-Nummer: MFCD00082230
• UNSPSC-Code: 12352204
• PubChem Substanz-ID: 24891132
• NACRES: NA.83

Eigenschaften

• Biologische Quelle: synthetic
• Qualitätsniveau: 300
• Assay: ≥99% (titration)
• Form: powder
• Optische Aktivität: [α]25/D −28°, c = 2 in H₂O(lit.)
• Farbe: white to off-white
• mp (Schmelzpunkt): 194 °C
• Löslichkeit: H₂O: 100 mg/mL
• Anwendung(en): cell analysis
• Lagertemp.: 2-8°C
• SMILES String: C[N+](C)(C)C[C@H](OC(C)=O)CC(O)=O.[Cl-]
• InChI: 1S/C9H17NO4.ClH/c1-7(11)14-8(5-9(12)13)6-10(2,3)4;/h8H,5-6H2,1-4H3;1H/t8-;/m1./s1
• InChIKey: JATPLOXBFFRHDN-DDWIOCJRSA-N

Beschreibung

Allgemeine Beschreibung

Acetyl-L-carnitine (ALC/ALCAR), a quasi-vitamin is a metabolite of carnitine, present in mammalian plasma and tissues. It is the acetylated form of L-carnitine (LC). ALCAR is used as a dietary supplement. It is present at high level in the hypothalamus.

Anwendung

O-Acetyl-L-carnitine hydrochloride has been used:

• as a bioactive compound to study its effect on the proliferation of B-lymphoblastoid cell lines (BLCL) and its immune modulating properties on influenza virus specific human B and T cell responses in vitro
• as in vitro maturation (IVM) media component to study its effects on lamb oocyte blastocyst rate, ultrastructure and mitochondrial DNA copy number
• as a metabolite/chemical standard to quantify the metabolite levels in murine tumor interstitial fluid

Biochem./physiol. Wirkung

Endogener mitochondrialer Metabolit, der Acetylgruppen durch die Mitochondrienmembran transportiert. Exogenes Acetylcarnitin erhöht die mitochondriale Funktion bei alten Ratten. Als Acetatdonor von Coenzym A erhöht es die zentrale und periphäre Acetylcholinsynthese und -funktion. Acetylcarnitin hat eine antinociceptive Wirkung, die möglicherweise durch erhöhte Aktivität von muscarinischen cholinergenen Rezeptoren oder mGlu2 Glutamatrezeptoren hervorgerufen wird.

Acetyl _L-carnitine (ALC) plays a vital role in intermediary metabolism and in improving female fertility. The oxidative and metabolic status of the female reproductive system is controlled by ALC. ALC possesses cholinomimetic and anti-inflammatory effects. It controls γ-amino butyric acid (GABA) system. ALC is capable of modifying the rate of glucose usage in the brain. It also possesses a neuroprotective role in the developing brain.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315 - H319 - H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves