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Merck

A0637

Sigma-Aldrich

DL-2-Aminoadipic acid

≥99% (TLC), powder, gliotoxic

Sinónimos:

DL-α-Aminoadipic acid

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About This Item

Fórmula lineal:
HO2C(CH2)3CH(NH2)CO2H
Número de CAS:
Peso molecular:
161.16
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.32

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

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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.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Los clientes también vieron

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
H Q Wu et al.
European journal of pharmacology, 281(1), 55-61 (1995-07-25)
L-alpha-Aminoadipic acid is a lysine metabolite with neuroexcitatory properties, and has previously been shown to inhibit the production of the broad spectrum excitatory amino acid receptor antagonist kynurenic acid in brain tissue slices. The effects of L-alpha-aminoadipic acid on the
Huadong Ni et al.
Journal of neuroinflammation, 16(1), 1-1 (2019-01-05)
Despite accumulating evidence on the role of glial cells and their associated chemicals in mechanisms of pain, few studies have addressed the potential role of chemokines in the descending facilitation of chronic pain. We aimed to study the hypothesis that
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)

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