A7275

L-2-Aminoadipic acid

≥98% (TLC), powder, glutamine synthetase inhibitor

• Synonyme(s) : (S)-2-Aminohexanedioic acid, L-Homoglutamic acid, Aad
• Formule linéaire : HO₂C(CH₂)₃CH(NH₂)CO₂H
• Numéro CAS: 1118-90-7
• Poids moléculaire : 161.16
• Numéro Beilstein : 1724348
• Numéro MDL: MFCD00002636
• Code UNSPSC : 12352209
• ID de substance PubChem : 24278234
• Nomenclature NACRES : NA.32

Propriétés

• product name: L-2-Aminoadipic acid, ≥98% (TLC)
• Pureté: ≥98% (TLC)
• Forme: powder
• Pf: 203-205 °C (dec.) (lit.)
• Chaîne SMILES: 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
• Clé InChI: OYIFNHCXNCRBQI-BYPYZUCNSA-N
• Informations sur le gène: human ... GLUL(2752) , LGSN(51557) ; rat ... Grm1(24414) , Grm2(24415) , Grm4(24417) , Grm5(24418) , Grm6(24419)

Description

Description générale

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.

Application

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.

Actions biochimiques/physiologiques

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.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)