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A7400

D-2-Aminoadipic acid

Synonym(s):

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

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1 g
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CLP 411,000

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

CLP 411,000

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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.[1]

Biochem/physiol Actions

D-2-Aminoadipic acid is a glutamate analog.[2] It acts as an inhibitor of glutamate synthetase.[1] D-2-Aminoadipic acid exhibits gliotoxicity towards mitotic astrocytes.[2]

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This Item
A7275219096855987
D-2-Aminoadipic acid

Sigma-Aldrich

A7400

D-2-Aminoadipic acid

L-2-Aminoadipic acid ≥98% (TLC)

Sigma-Aldrich

A7275

L-2-Aminoadipic acid

D-Aspartic acid ReagentPlus®, 99%

Sigma-Aldrich

219096

D-Aspartic acid

D-Valine ≥98%

Sigma-Aldrich

855987

D-Valine

form

powder

form

powder

form

powder

form

powder

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

Gene Information

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

Gene Information

human ... GLUL(2752), LGSN(51557)
rat ... Grm1(24414), Grm2(24415), Grm4(24417), Grm5(24418), Grm6(24419)

Gene Information

rat ... Slc1a3(29483)

Gene Information

-

mp

208-210 °C (lit.)

mp

203-205 °C (dec.) (lit.)

mp

>300 °C (lit.)

mp

>295 °C (subl.) (lit.)

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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
0000269251
0000269251
SLCN4372
SLBW3274
SLBW3271

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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
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
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Global Trade Item Number

SKUGTIN
A7400-1G04061826688434

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