D-Asparagine丨CAS 2058-58-4

D-Asparagine丨CAS 2058-58-4
Product Introduction:
CAS No.: 2058-58-4
Product Name: D-Asparagine
Molecular Formula: C4H8N2O3
Molecular Weight: 132.12
Synonyms: (2R)-2,4-diamino-4-oxobutanoic acid
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Technical Parameters
Description

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D-Asparagine is the D-enantiomer of asparagine, a non-proteinogenic amino acid featuring an amino group, a carboxyl group, and a side-chain amide group. Its defined stereochemistry and polar functional groups make it useful in biochemical research, chiral compound synthesis, and the development of specialized amino acid derivatives. D-Asparagine is relevant to research requiring stereochemically defined building blocks for investigating molecular interactions, metabolic processes, and the synthesis of complex organic compounds.

 

Chemical Identifiers

 

InChI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1
InChI Key DCXYFEDJOCDNAF-UWTATZPHSA-N
Smiles C([C@H](C(=O)O)N)C(=O)N
EC No. 218-163-3
MDL No. MFCD00008036
PubChem CID 439600

 

 

 

Applications

 

Pharmaceutical Research and Drug Discovery

D-Asparagine can serve as a chiral building block in medicinal chemistry and pharmaceutical research. Its defined stereochemistry makes it useful for preparing amino acid derivatives and other nitrogen-containing compounds for structure–activity relationship studies and molecular design. It may also support research investigating how amino acid configuration influences molecular recognition and biological activity.

Biochemical and Metabolic Research

Asparagine is involved in amino acid metabolism and cellular biochemical processes. D-Asparagine may be used in specialized laboratory investigations examining amino acid stereochemistry, enzyme selectivity, and the behavior of D-amino acids in biological systems. Its application depends on the experimental model and the specific research objectives.

Chiral Synthesis and Amino Acid Derivatives

Chirality is an important consideration in the synthesis of pharmaceutical intermediates and specialty organic molecules. D-Asparagine provides a stereochemically defined starting material for developing selected amino acid derivatives and other functional compounds. Its amino, carboxyl, and side-chain amide groups offer opportunities for chemical modification under appropriate reaction conditions.

Peptide Chemistry and Molecular Design

D-amino acids are investigated in peptide research because changes in stereochemistry can influence peptide conformation, stability, and interactions with biological targets. D-Asparagine may be incorporated into specialized peptide-related research or used to prepare modified amino acid building blocks, depending on the target sequence and synthetic strategy. Its role should be distinguished from that of the naturally occurring L-enantiomer.

 

 

 

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