A7275

L-2-Aminoadipinsäure

≥98% (TLC)

• Synonym(e): (S)-2-Amino-hexandisäure, L-Homoglutaminsäure, Aad
• Lineare Formel: HO₂C(CH₂)₃CH(NH₂)CO₂H
• CAS-Nummer: 1118-90-7
• Molekulargewicht: 161.16
• Beilstein: 1724348
• MDL-Nummer: MFCD00002636
• UNSPSC-Code: 12352209
• PubChem Substanz-ID: 24278234
• NACRES: NA.32

Eigenschaften

• Qualitätsniveau: 200
• Assay: ≥98% (TLC)
• Form: powder
• mp (Schmelzpunkt): 203-205 °C (dec.) (lit.)
• SMILES String: N[C@@H](CCCC(O)=O)C(O)=O
• InChI: 1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)/t4-/m0/s1
• InChIKey: OYIFNHCXNCRBQI-BYPYZUCNSA-N
• Angaben zum Gen: human ... GLUL(2752) , LGSN(51557) ; rat ... Grm1(24414) , Grm2(24415) , Grm4(24417) , Grm5(24418) , Grm6(24419)

Beschreibung

Allgemeine Beschreibung

L-2-Aminoadipic acid/α-aminoadipate is a gliotoxin and is a structural analog of glutamine. It is generated by the catabolism of lysine saccharopine (SAC)/pipecolic acid (PIP) pathways.

Anwendung

L-2-Aminoadipic acid has been used as a gliotoxin specific for astrocytes in rat. It has also been as an internal standard in the amino acid analysis from fermented food sample.

Biochem./physiol. Wirkung

L-2-Aminoadipic acid inhibits glutamine synthetase and γ-glutamylcysteine synthetase. It modulates glucose metabolism and is present in higher levels in diabetic patients. L-2-Aminoadipic acid plays a key role in suppressing autophagy in C2C12 myotubes.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)