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Merck
CN

00920

N-Acetyl-L-aspartic acid

≥99.0% (T)

Synonym(s):

(2S)-2-Acetamidobutanedioic acid, N-Acetyl-S-aspartic acid

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About This Item

Linear Formula:
HO2CCH2CH(NHCOCH3)CO2H
CAS Number:
997-55-7
Molecular Weight:
175.14
NACRES:
NA.22
PubChem Substance ID:
329747163
eCl@ss:
32160406
UNSPSC Code:
12352209
MDL number:
MFCD00020500
Beilstein/REAXYS Number:
1726198
Assay:
≥99.0% (T)
Form:
powder

Key Documents

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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

100

Related Categories

Application

N-Acetyl-L-aspartic acid can be used as a reactant to synthesize:
  • Protected homoserine γ-lactones by selective reduction and acid-catalyzed cyclization reaction.
  • Racemic amino substituted succinimide derivatives via cyclocondensation reaction.

Other Notes

Review; acetyl donor in acetylcholine formation in brain.

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
BCCG9464
BCCB2022
BCBR3519V

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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)
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)
Malgorzata Marjańska et al.
Movement disorders : official journal of the Movement Disorder Society, 28(2), 201-209 (2012-12-15)
Measurements of the concentrations of γ-aminobutyric acid (GABA) and glutamate in the motor cortices and lentiform nuclei of dystonic patients using single-voxel (1)H magnetic resonance spectroscopy (MRS) have yielded conflicting results so far. This study aimed to investigate dynamic changes
Maria A Rocca et al.
NeuroImage, 18(4), 847-855 (2003-05-03)
Previous work has suggested that functional reorganization of cortical areas might have a role in limiting the clinical impact of axonal pathology in patients with established multiple sclerosis (MS). Since there is evidence for irreversible tissue damage even in patients
Emilie Chamard et al.
Neurosurgical focus, 33(6), E4: 1-E4: 7 (2012-12-04)
Despite negative neuroimaging findings using traditional neuroimaging methods such as MRI and CT, sports-related concussions have been shown to cause neurometabolic changes in both the acute and subacute phases of head injury. However, no prospective clinical study has used an
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