L-2-Aminoadipic acid
SIGMA/A7275 - ≥98% (TLC)
Synonym: (S)-2-Aminohexanedioic acid; L-Homoglutamic acid; Aad
CAS Number: 1118-90-7
Empirical Formula (Hill Notation): C6H11NO4
Molecular Weight: 161.16
MDL Number: MFCD00002636
Linear Formula: HO2C(CH2)3CH(NH2)CO2H
Product Type: Chemical
assay | ≥98% (TLC) |
form | powder |
InChI | 1S/C6H11NO4/c7-4(6(10)11) |
InChI key | OYIFNHCXNCRBQI-BYPYZUCNSA |
mp | 203-205 °C (dec.) (lit.) |
Quality Level | 200 |
SMILES string | N[C@@H](CCCC(O)=O)C(O)=O |
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. |
Biochem/physiol Actions: | 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. |
General description: | 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. |
Packaging: | 1, 5 g in poly bottle |
Packaging: | 100, 250 mg in poly bottle |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Flash Point(F) | Not applicable |
Flash Point(C) | Not applicable |
Purity | ≥98% (TLC) |
mp | 203-205 °C (dec.) (lit.) |
UNSPSC | 12352209 |