2-(Acetylamino)-N-(phenylmethyl)propanamide

CAS: 108258-31-7

Ref. TR-A788800

Product Information

• Name: 2-(Acetylamino)-N-(phenylmethyl)propanamide
• Synonyms: D-Asparagine, methyl ester, (R)-Methyl 2,4-diamino-4-oxobutanoate

Description

Applications D-Asparagine Methyl Ester is a protected form of D-Asparagine (A788960) which is an isomer of L-Asparagine (A790005). L-Asparagine 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: 146.14
• Formula: C₅H₁₀N₂O₃
• Color/Form: Neat
• InChI: InChI=1S/C5H10N2O3/c1-10-5(9)3(6)2-4(7)8/h3H,2,6H2,1H3,(H2,7,8)/t3-/m1/s1
• InChI key: InChIKey=LZNPLDBLBWZYIW-QZNUWAOFSA-N
• SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCNC(=S)Nc1ccc2c(c1)C(=O)OC21c2ccc(O)cc2Oc2cc(O)ccc21)OC(=O)CCCCCCCCCCCCCCC