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A7400

Sigma-Aldrich

D-2-Aminoadipic acid

Sinônimo(s):

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

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About This Item

Fórmula linear:
HO2C(CH2)3CH(NH2)CO2H
Número CAS:
7620-28-2
Peso molecular:
161.16
Beilstein:
1724347
Número MDL:
MFCD00063118
Código UNSPSC:
12352106
ID de substância PubChem:
24891125
NACRES:
NA.32

forma

powder

Nível de qualidade

200

pf

208-210 °C (lit.)

cadeia de caracteres SMILES

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

chave InChI

OYIFNHCXNCRBQI-SCSAIBSYSA-N

Informações sobre genes

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

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Aplicação

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

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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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
Wang-Yang Xu et al.
The Journal of endocrinology, 243(2), 111-123 (2019-08-28)
Obesity and type 2 diabetes (T2D) are both complicated endocrine disorders resulting from an interaction between multiple predisposing genes and environmental triggers, while diet and exercise have key influence on metabolic disorders. Previous reports demonstrated that 2-aminoadipic acid (2-AAA), an
Yang Guo et al.
Experimental eye research, 210, 108703-108703 (2021-07-20)
Diabetic retinopathy (DR) is a vision-loss complication caused by diabetes with high prevalence. During DR, the retinal microvascular injury and neurodegeneration derived from chronic hyperglycemia have attracted global attention to retinal Müller cells (RMCs), the major macroglia in the retina
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.

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