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219096

Sigma-Aldrich

D-Aspartic acid

99%, for peptide synthesis, ReagentPlus®

Synonym(s):

(R)-(−)-Aminosuccinic acid, (R)-2-Aminosuccinic acid

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About This Item

Linear Formula:
HO2CCH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
133.10
Beilstein/REAXYS Number:
1723529
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

product name

D-Aspartic acid, ReagentPlus®, 99%

Quality Level

product line

ReagentPlus®

assay

99%

form

powder

optical activity

[α]20/D −24°, c = 2.3 in 6 M HCl

optical purity

ee: 98% (GLC)

reaction suitability

reaction type: solution phase peptide synthesis

mp

>300 °C (lit.)

application(s)

peptide synthesis

SMILES string

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

InChI

1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1

InChI key

CKLJMWTZIZZHCS-UWTATZPHSA-N

Gene Information

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Application


  • Metabolomics Analysis Identifies Differential Metabolites as Biomarkers for Acute Myocardial Infarction.: This study utilizes metabolomics to identify biomarkers for acute myocardial infarction, showcasing D-Aspartic acid′s role in amino acid metabolism and potential diagnostic applications. (Zhou et al., 2024).

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Antimo D'Aniello
Brain research reviews, 53(2), 215-234 (2006-11-23)
D-Aspartic acid (d-Asp), an endogenous amino acid present in vertebrates and invertebrates, plays an important role in the neuroendocrine system, as well as in the development of the nervous system. During the embryonic stage of birds and the early postnatal
H Homma
Amino acids, 32(1), 3-11 (2006-06-07)
Recent investigations have shown that D-aspartate (D-Asp) plays an important physiological role(s) in the mammalian body. Here, several recent studies of free D-Asp metabolism in mammals, focusing on cellular localization in tissues, intracellular localization, biosynthesis, efflux, uptake and degradation are
Ikuhiko Noji et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(29), 3310-3316 (2011-07-12)
Unusual amino acid residues such as L-β-aspartyl (Asp), D-α-Asp, and D-β-Asp have been detected in proteins and peptides such as α-crystallin in the lens and β-amyloid in the brain. These residues increase with age, and hence they are associated with
Francesco Errico et al.
Amino acids, 43(5), 1861-1871 (2012-08-02)
Free D-aspartate (D-Asp) occurs in substantial amounts in the brain at the embryonic phase and in the first few postnatal days, and strongly decreases in adulthood. Temporal reduction of D-Asp levels depends on the postnatal onset of D-aspartate oxidase (DDO)
Tadatoshi Kinouchi et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(29), 3349-3352 (2011-09-29)
The formation and accumulation of D-aspartate residue (D-Asp) in proteins caused by oxidative stress leads to dysfunction and/or denaturation of proteins, and is consequently responsible for aging-related misfolding diseases such as cataracts, prion disease, and Alzheimer's disease. We sought to

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