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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

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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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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)
P Gideon et al.
Stroke, 23(11), 1566-1572 (1992-11-01)
The early time course after acute stroke of cerebral N-acetylaspartate, creatine and phosphocreatine, and compounds containing choline was studied in vivo by means of localized water-suppressed proton magnetic resonance spectroscopy. Eight patients with acute stroke were studied serially in the
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
R. Bakhash et al.
Bios (Madison, N.J.), 49, 13-13 (1978)
E A Kvittingen et al.
Clinica chimica acta; international journal of clinical chemistry, 158(3), 217-227 (1986-08-15)
Excessive excretion of N-acetylaspartic acid in urine is reported in a 6-yr-old child with extensive and progressive cerebral atrophy. The concentration in urine was 947-1,433 mumol/mmol creatinine (controls, n = 10, 5-21 mumol/mmol creatinine) and the daily excretion approximately 3-4
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