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Merck
CN

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:
Assay:
≥99%
Form:
powder
Quality level:
Technical Service
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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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pictograms

Exclamation mark

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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Saadet Mercimek-Mahmutoglu et al.
Pediatrics, 129(5), e1368-e1372 (2012-04-25)
Pyridoxine-dependent epilepsy (PDE) was first described in 1954. The ALDH7A1 gene mutations resulting in α-aminoadipic semialdehyde dehydrogenase deficiency as a cause of PDE was identified only in 2005. Neonatal epileptic encephalopathy is the presenting feature in >50% of patients with
Bhagyalaxmi S Ganesh et al.
PloS one, 6(3), e18305-e18305 (2011-04-13)
Reactive gliosis is a hallmark of many retinal neurodegenerative conditions, including glaucoma. Although a majority of studies to date have concentrated on reactive gliosis in the optic nerve head, very few studies have been initiated to investigate the role of
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

SKUGTIN
A0637-1G04061826687666
A0637-10G04061833626931
A0637-5G04061833626948