A0637
DL-2-Aminoadipic acid
≥99% (TLC), powder, gliotoxic
Synonym(s):
DL-α-Aminoadipic acid
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About This Item
Linear Formula:
HO2C(CH2)3CH(NH2)CO2H
CAS Number:
Molecular Weight:
161.16
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
208-809-2
MDL number:
Pricing and availability is not currently available.
Product Name
DL-2-Aminoadipic acid, ≥99%
Quality Level
assay
≥99%
form
powder
mp
196-198 °C (lit.)
storage temp.
2-8°C
SMILES string
NC(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)
InChI key
OYIFNHCXNCRBQI-UHFFFAOYSA-N
Gene Information
rat ... Grin2b(24410)
Application
DL-2-Aminoadipic acid (AAA) has been used as an astrotoxin to kill astrocytes that prevent efficient integration of transplanted cells into the retina. It has also been used as a gliotoxin to study the effect of astrocytic swelling on the tortuosity.
Biochem/physiol Actions
DL-2-Aminoadipic acid (AAA) is a six-carbon homolog of glutamate and a gliotoxic compound. It is generally used to considerably reduce the number of astroglia in cerebellar cultures that acts as a model to study the mechanisms of a-aminoadipic acid induced glial toxicity.
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This Item | |||
|---|---|---|---|
| form powder | form solid | form powder | form powder |
| assay ≥99% | assay 99% | assay ≥95% (TLC) | assay ≥98% |
| Quality Level 200 | Quality Level 100 | Quality Level 100 | Quality Level 200 |
| storage temp. 2-8°C | storage temp. - | storage temp. - | storage temp. 2-8°C |
| Gene Information rat ... Grin2b(24410) | Gene Information - | Gene Information - | Gene Information - |
| mp 196-198 °C (lit.) | mp 260 °C (dec.) (lit.) | mp - | mp - |
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signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Related Content
Product Information Sheet
H Bräuner-Osborne et al.
Journal of medicinal chemistry, 39(16), 3188-3194 (1996-08-02)
The homologous series of acidic amino acids, ranging from aspartic acid (1) to 2-aminosuberic acid (5), and the corresponding series of 3-isoxazolol bioisosteres of these amino acids, ranging from (RS)-2-amino-2-(3-hydroxy-5-methylisoxazol-4-yl)acetic acid (AMAA, 6) to (RS)-2-amino-6-(3-hydroxy-5-methylisoxazol-4-yl)hexanoic acid (10), were tested as
Gliotoxic effects of $\alpha$-aminoadipic acid on monolayer cultures of dissociated postnatal mouse cerebellum
Huck S, et al.
Neuroscience, 12(3), 783-791 (1984)
Gliotoxin-induced swelling of astrocytes hinders diffusion in brain extracellular space via formation of dead-space microdomains
Sherpa AD, et al.
Glia, 62(7), 1053-1065 (2014)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A0637-1G | 04061826687666 |
| A0637-5G | 04061833626948 |
| A0637-10G | 04061833626931 |