00920
N-乙酰基-L-天冬氨酸
≥99.0% (T)
别名:
(2S)-2-Acetamidobutanedioic acid, N-Acetyl-S-aspartic acid
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关于此项目
线性分子式:
HO2CCH2CH(NHCOCH3)CO2H
化学文摘社编号:
分子量:
175.14
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
MDL number:
Beilstein/REAXYS Number:
1726198
Assay:
≥99.0% (T)
Form:
powder
InChI
1S/C6H9NO5/c1-3(8)7-4(6(11)12)2-5(9)10/h4H,2H2,1H3,(H,7,8)(H,9,10)(H,11,12)/t4-/m0/s1
SMILES string
CC(=O)N[C@@H](CC(O)=O)C(O)=O
InChI key
OTCCIMWXFLJLIA-BYPYZUCNSA-N
assay
≥99.0% (T)
form
powder
optical activity
[α]20/D +12±1°, c = 2% in 6 M HCl
reaction suitability
reaction type: solution phase peptide synthesis
color
colorless to white
mp
137-140 °C (lit.), 141-146 °C
application(s)
peptide synthesis
Quality Level
Application
N-乙酰基-L-天门冬氨酸可用作合成以下物质的反应物：
- 通过选择性还原和酸催化环化反应形成受保护的高丝氨酸γ-内酯。
- 通过环缩合形成外消旋氨基取代琥珀酰亚胺衍生物。
Other Notes
综述；大脑中乙酰胆碱合成时的乙酰基供体。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Synthesis and anticonvulsant activity of racemic 2-amino-N-substituted succinimide derivatives
Criderx AM, et al.
Journal of Pharmaceutical Sciences, 70(2), 192-195 (1981)
Studies on the metabolic pathway of the acetyl group for acetylcholine synthesis.
G E Gibson et al.
Biochemical pharmacology, 29(2), 167-174 (1980-02-01)
R. Bakhash et al.
Bios (Madison, N.J.), 49, 13-13 (1978)
A Microwave-Assisted Synthesis of (S)-N-Protected Homoserine γ-Lactones from l-Aspartic Acid
Singh SP, et al.
The Journal of Organic Chemistry, 76(16), 6825-6831 (2011)
Paola Leone et al.
Science translational medicine, 4(165), 165ra163-165ra163 (2012-12-21)
Canavan disease is a hereditary leukodystrophy caused by mutations in the aspartoacylase gene (ASPA), leading to loss of enzyme activity and increased concentrations of the substrate N-acetyl-aspartate (NAA) in the brain. Accumulation of NAA results in spongiform degeneration of white
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