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Merck

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:
542-32-5
Molecular Weight:
161.16
NACRES:
NA.32
PubChem Substance ID:
24890441
UNSPSC Code:
12352106
EC Number:
208-809-2
MDL number:
MFCD00063119
Assay:
≥99%
Form:
powder
Quality level:
200

Key Documents

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Product Name

DL-2-Aminoadipic acid, ≥99%

InChI key

OYIFNHCXNCRBQI-UHFFFAOYSA-N

InChI

1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)

SMILES string

NC(CCCC(O)=O)C(O)=O

assay

≥99%

form

powder

mp

196-198 °C (lit.)

storage temp.

2-8°C

Quality Level

200

Gene Information

rat ... Grin2b(24410)

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1 of 4

This Item
21770092591H3648
DL-2-Aminoadipic acid ≥99%

Sigma-Aldrich

A0637

DL-2-Aminoadipic acid

DL-2-Aminocaprylic acid 99%

Sigma-Aldrich

217700

DL-2-Aminocaprylic acid

DL-2,6-Diaminopimelic acid ≥95% (TLC)

Sigma-Aldrich

92591

DL-2,6-Diaminopimelic acid

(±)-3-Hydroxydecanoic acid ≥98%

Sigma-Aldrich

H3648

(±)-3-Hydroxydecanoic acid

assay

≥99%

assay

99%

assay

≥95% (TLC)

assay

≥98%

form

powder

form

solid

form

powder

form

powder

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

mp

196-198 °C (lit.)

mp

260 °C (dec.) (lit.)

mp

-

mp

-

Gene Information

rat ... Grin2b(24410)

Gene Information

-

Gene Information

-

Gene Information

-

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
GHS07

signalword

Warning

hcodes

H317

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCH2077
BCCB8563
BCBS7518V
BCBN4016V
BCBG0603V

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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)
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
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
View All Related Papers

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