D-Asparagine

CAS: 2058-58-4

Ref. TR-A788960

Product Information

• Name: D-Asparagine
• Synonyms: (2R)-2,4-diamino-4-oxobutanoic acid, (2R)-2-Amino-3-carbamoylpropanoic acid, (2R)-2-aminobutanedioic acid, (2R)-4-Amino-2-azaniumyl-4-oxobutanoate, (R)-2,4-Diamino-4-oxobutanoic acid, <span class="text-smallcaps">D</span>-Asparagine, Asparagine, <span class="text-smallcaps">D</span>-, D-2-Aminosuccinamic acid, D-asparagine anhydrous, H-D-Asn-OH

Description

Applications D-Asparagine is an isomer of L-Asparagine (A790005) and is used by bacteria (such as Saccharomyces cerevisiae) as a sole nitrogen source for replication. L-Asparagine is also a competitive inhibitor of staphylococcal L-asparaginase and is used as a reagent to synthesize peptide antibiotics.
References Jones, G.: J. Bacteriol., 130, 128 (1977); Perlman, D. & Bodanszey, M.: Ann. Rev. Biochem., 40, 449 (1971); Sobis, M. & Mikucki, J.: Acta Microbiol. Polon., 40, 143 (1990)

• Brand: TRC

Chemical properties

• Molecular weight: 132.12
• Formula: C₄H₈N₂O₃
• Color/Form: Neat
• 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: InChIKey=DCXYFEDJOCDNAF-UWTATZPHSA-N
• SMILES: NC(=O)C[C@@H](N)C(=O)O