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A7400

D-2-Aminoadipic acid

Synonym(s):

(R)-2-Aminohexanedioic acid, D-Homoglutamic acid

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About This Item

Linear Formula:
HO2C(CH2)3CH(NH2)CO2H
CAS Number:
7620-28-2
Molecular Weight:
161.16
UNSPSC Code:
12352106
NACRES:
NA.32
PubChem Substance ID:
24891125
MDL number:
MFCD00063118
Beilstein/REAXYS Number:
1724347
Form:
powder
Quality level:
200
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form

powder

Quality Level

200

mp

208-210 °C (lit.)

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-/m1/s1

InChI key

OYIFNHCXNCRBQI-SCSAIBSYSA-N

Gene Information

rat ... Grin2a(24409), Grm1(24414), Grm2(24415), Grm6(24419)

Application

D-2-Aminoadipic acid has been used as an inhibitor of glutamine synthetase in spontaneously immortalized human cell line MIO-M1.

Biochem/physiol Actions

D-2-Aminoadipic acid is a glutamate analog. It acts as an inhibitor of glutamate synthetase. D-2-Aminoadipic acid exhibits gliotoxicity towards mitotic astrocytes.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLBW3274
SLBW3271
SLBS7128
SLBJ7255V
021M1518V

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T P Hicks et al.
Neuroscience research, 24(2), 139-150 (1996-01-01)
Many studies on long-term potentiation (LTP) in hippocampal region CA1 focus on receptor-mediated events that are often presumed to be linked to postsynaptic processes. Whereas it is now well-known that LTP consists of multiple components involving increases in postsynaptic responsiveness
D R Brown et al.
Journal of neurocytology, 27(2), 109-118 (1998-06-03)
The mechanism of action of the glutamate analogue alpha-aminoadipic (AAA) acid was investigated in terms of its toxicity to cultured astrocytes. AAA was more toxic to type 1 astrocytes than type 2 astrocytes. Also the higher toxicity of the L-isomer
G J McBean
British journal of pharmacology, 113(2), 536-540 (1994-10-01)
1. The effect of the gliotoxic analogue of glutamate, alpha aminoadipate, on the high affinity transport of D-[3H]-aspartate into a crude striatal P2 preparation, and on the activity of two enzymes of which glutamate is the substrate has been examined.

Global Trade Item Number

SKUGTIN
A7400-1G04061826688434