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Key Documents

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:
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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Noriko Fujii et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(29), 3141-3147 (2011-07-05)
Homochirality is essential for life. L-Amino acids are exclusively used as substrates for the polymerization and formation of peptides and proteins in living systems. However, d-amino acids, which are enantiomers of L-amino acids, were recently detected in various living organisms
Yuhei Mori et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(29), 3303-3309 (2011-06-04)
UV-B irradiation is one of the risk factors in age-related diseases. We have reported that biologically uncommon D-β-Asp residues accumulate in proteins from sun-exposed elderly human skin. A previous study also reported that carboxymethyl lysine (CML; one of the advanced
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
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
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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