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L-2-Aminoadipic acid

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L-2-Aminoadipic acid Basic information
Product Name:L-2-Aminoadipic acid
Synonyms:ALPHA-AMINOHEXANDIOIC ACID;AMINOADIPIC ACID, L-2-;2-AMINO-HEXANEDIOIC ACID;H-L-HOGLU-OH;H-HOMOGLU-OH;HEXANEDIOIC ACID, 2-AMINO-, (2S)-;H-2-AAD-OH;L-ALPHA-AMINOHEXANEDIOIC ACID
CAS:1118-90-7
MF:C6H11NO4
MW:161.16
EINECS:601-134-8
Product Categories:Amino Acids;Biochemistry;non-Proteinorganic Amino Acids
Mol File:1118-90-7.mol
L-2-Aminoadipic acid Structure
L-2-Aminoadipic acid Chemical Properties
Melting point 203-205 °C (dec.)(lit.)
alpha 22 º (c=2, 5 N HCl 25 ºC)
Boiling point 287.44°C (rough estimate)
density 1.3482 (rough estimate)
refractive index 1.4230 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility 1N HCl: 10 mg/ml; PBS (pH 7.2): 0.5 mg/ml
form Solid
pka2.49±0.24(Predicted)
color White
Water Solubility Soluble in 1N HCl (50 mg/ml) and water (slightly).
BRN 1724348
InChIInChI=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
InChIKeyOYIFNHCXNCRBQI-BYPYZUCNSA-N
SMILESC(O)(=O)[C@@H](N)CCCC(O)=O
CAS DataBase Reference1118-90-7(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
HS Code 29224999
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
L-2-Aminoadipic acid Usage And Synthesis
Chemical PropertiesWHITE SOLID
UsesAn inhibitor of ischemic glutamate release
UsesL-2-Aminoadipic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.
DefinitionChEBI: The L-enantiomer of 2-aminoadipic acid.
General DescriptionL-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.
Biochem/physiol ActionsL-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.
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