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Merck

00920

Sigma-Aldrich

N-Acetyl-L-asparaginsäure

≥99.0% (T)

Synonym(e):

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

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About This Item

Lineare Formel:
HO2CCH2CH(NHCOCH3)CO2H
CAS-Nummer:
Molekulargewicht:
175.14
Beilstein:
1726198
MDL-Nummer:
UNSPSC-Code:
12352209
eCl@ss:
32160406
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

≥99.0% (T)

Form

powder

Optische Aktivität

[α]20/D +12±1°, c = 2% in 6 M HCl

Eignung der Reaktion

reaction type: solution phase peptide synthesis

Farbe

colorless to white

mp (Schmelzpunkt)

137-140 °C (lit.)
141-146 °C

Anwendung(en)

peptide synthesis

SMILES String

CC(=O)N[C@@H](CC(O)=O)C(O)=O

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

InChIKey

OTCCIMWXFLJLIA-BYPYZUCNSA-N

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Anwendung

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.

Sonstige Hinweise

Review; Acetyl donor in acetylcholine formation in brain

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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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
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)
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
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

Artikel

Inborn errors of metabolism are caused by changes in specific enzymatic reactions and hundreds of different such alterations, which affect about 1 of every 5000 newborns, have been characterized.

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