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CAS 1114-94-9

:

D-ala-D-ala-D-ala

Description:
The chemical substance known as "D-ala-D-ala-D-ala," with the CAS number 1114-94-9, is a tripeptide composed of three D-alanine residues linked by peptide bonds. This compound is notable for its structural similarity to the D-alanyl-D-alanine dipeptide, which is a crucial component in bacterial cell wall synthesis. The presence of D-amino acids, such as D-alanine, is significant because they are not typically found in proteins of higher organisms, making them important in the context of antibiotic resistance and bacterial physiology. D-ala-D-ala-D-ala serves as a substrate for various enzymes involved in peptidoglycan biosynthesis, and its presence can influence the effectiveness of certain antibiotics, such as vancomycin, which targets the D-alanyl-D-alanine moiety. In terms of physical properties, this tripeptide is generally soluble in water and exhibits characteristics typical of peptides, including the ability to form hydrogen bonds and participate in various biochemical interactions. Its study is essential for understanding bacterial cell wall structure and the development of antimicrobial agents.
Formula:C9H17N3O4
InChI:InChI=1/C9H17N3O4/c1-4(10)7(13)11-5(2)8(14)12-6(3)9(15)16/h4-6H,10H2,1-3H3,(H,11,13)(H,12,14)(H,15,16)/t4-,5-,6-/m1/s1
SMILES:C[C@H](C(=N[C@H](C)C(=N[C@H](C)C(=O)O)O)O)N
Synonyms:
  • H-D-Ala-D-Ala-D-Ala-OH
  • Alanylalanylalanine
  • (2R)-2-({N-[(2R)-2-ammoniopropanoyl]-D-alanyl}amino)propanoate
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