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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-
  • AAD
  • 2-AMINO-HEXANEDIOIC ACID
  • H-L-HOGLU-OH
  • HOMOGLUTAMIC ACID
  • H-HOMOGLU-OH
  • HEXANEDIOIC ACID, 2-AMINO-, (2S)-
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
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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
pka
2.49±0.24(Predicted)
color 
White
Water Solubility 
Soluble in 1N HCl (50 mg/ml) and water (slightly).
BRN 
1724348
InChIKey
OYIFNHCXNCRBQI-BYPYZUCNSA-N
CAS DataBase Reference
1118-90-7(CAS DataBase Reference)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29224999

MSDS

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L-2-Aminoadipic acid Usage And Synthesis

Chemical Properties

WHITE SOLID

Uses

An inhibitor of ischemic glutamate release

Uses

L-2-Aminoadipic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

Definition

ChEBI: The L-enantiomer of 2-aminoadipic acid.

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.

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.

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