55398
L-2-Aminoadipic acid
analytical standard
Synonym(s):
(S)-2-Aminohexanedioic acid, L-Homoglutamic acid, Aad
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About This Item
Linear Formula:
HO2C(CH2)3CH(NH2)CO2H
CAS Number:
Molecular Weight:
161.16
UNSPSC Code:
41116107
Beilstein/REAXYS Number:
1724348
MDL number:
grade
analytical standard
assay
≥98% (TLC)
optical activity
[α]25/D 24±1°, c = 2 in 5 M HCl
shelf life
limited shelf life, expiry date on the label
mp
203-205 °C (dec.) (lit.)
application(s)
clinical testing
format
neat
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
InChI key
OYIFNHCXNCRBQI-BYPYZUCNSA-N
General description
L-2-Aminoadipic acid is the six-carbon homolog of glutamate and a metabolite of L-lysine.
Application
L-2-Aminoadipic acid may be used as an analytical standard in the following:
It may be used as an internal standard for the determination of free amino acids and ammonium ion contents in Crocus sativus L. from different geographical origins using high-performance liquid chromatography with diode array detection (HPLC-DAD).
- For the quantification of 2-aminoadipic acid in acid hydrolysates of processed skin samples using gas chromatography coupled to mass spectrometry (GC-MS).
- To investigate its effect on proteolysis and protein synthesis in C2C12 myotubes.
It may be used as an internal standard for the determination of free amino acids and ammonium ion contents in Crocus sativus L. from different geographical origins using high-performance liquid chromatography with diode array detection (HPLC-DAD).
Other Notes
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
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Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Maho Shibata et al.
Investigative ophthalmology & visual science, 53(7), 3726-3732 (2012-05-17)
To investigate the involvement of glial cells in the autoregulation of optic nerve head (ONH) blood flow in response to elevated intraocular pressure (IOP). Rabbit eyes were treated with an intravitreal injection of l-2-aminoadipic acid (LAA), a gliotoxic compound. Twenty-four
Determination of free amino acids and ammonium ion in saffron (Crocus sativus L.) from different geographical origins
Campo dPC, et al.
Food Chemistry, 114(4), 1542-1548 (2009)
David R Sell et al.
The Biochemical journal, 404(2), 269-277 (2007-02-23)
We hypothesized that the epsilon-amino group of lysine residues in longlived proteins oxidatively deaminates with age forming the carbonyl compound, allysine (alpha-aminoadipic acid-delta-semialdehyde), which can further oxidize into 2-aminoadipic acid. In the present study, we measured both products in insoluble
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 45321-250MG | 04061835377350 |
| 45321-15G | 04061833962800 |