D-Ala-D-Ala (CAS 923-16-0)
QUICK LINKS
D-Ala-D-Ala (DADA), a dipeptide composed of two D-alanine amino acids. It is a vital constituent of bacterial cell walls and can be found in certain eukaryotic cells. In laboratory applications, it is useful for investigating protein structure and function. D-Ala-D-Ala finds extensive utility across diverse scientific research applications. D-Ala-D-Ala serves as a key focus in the investigation of cell wall components′ role in bacterial pathogenesis and the elucidation of bacterial cell wall structure and function. As an integral component of bacterial cell walls, D-Ala-D-Ala contributes significantly to the synthesis of essential cell wall components, such as peptidoglycan. Moreover, it plays a role in the formation of channels within the cell wall structure, and it contributes to the assembly and maintenance of the cell wall′s integrity.
D-Ala-D-Ala (CAS 923-16-0) References
- D-Ala:D-Ala ligase gene flanking the vanC cluster: evidence for presence of three ligase genes in vancomycin-resistant Enterococcus gallinarum BM4174. | Ambúr, OH., et al. 2002. Antimicrob Agents Chemother. 46: 95-100. PMID: 11751117
- Combating vancomycin resistance in bacteria: targeting the D-ala-D-ala dipeptidase VanX. | Crowder, MW. 2006. Infect Disord Drug Targets. 6: 147-58. PMID: 16789876
- Synthesis of a D-Ala-D-Ala peptide isostere via olefin cross-metathesis and evaluation of vancomycin binding. | Quinn, RK., et al. 2010. Bioorg Med Chem Lett. 20: 4382-5. PMID: 20594838
- A redesigned vancomycin engineered for dual D-Ala-D-ala And D-Ala-D-Lac binding exhibits potent antimicrobial activity against vancomycin-resistant bacteria. | Xie, J., et al. 2011. J Am Chem Soc. 133: 13946-9. PMID: 21823662
- Characterization of d-boroAla as a novel broad-spectrum antibacterial agent targeting d-Ala-d-Ala ligase. | Putty, S., et al. 2011. Chem Biol Drug Des. 78: 757-63. PMID: 21827632
- Total synthesis of [Ψ[C(═S)NH]Tpg4]vancomycin aglycon, [Ψ[C(═NH)NH]Tpg4]vancomycin aglycon, and related key compounds: reengineering vancomycin for dual D-Ala-D-Ala and D-Ala-D-Lac binding. | Xie, J., et al. 2012. J Am Chem Soc. 134: 1284-97. PMID: 22188323
- In vivo studies suggest that induction of VanS-dependent vancomycin resistance requires binding of the drug to D-Ala-D-Ala termini in the peptidoglycan cell wall. | Kwun, MJ., et al. 2013. Antimicrob Agents Chemother. 57: 4470-80. PMID: 23836175
- Engineering an ATP-dependent D-Ala:D-Ala ligase for synthesizing amino acid amides from amino acids. | Miki, Y., et al. 2017. J Ind Microbiol Biotechnol. 44: 667-675. PMID: 27585794
- Real-time monitoring of D-Ala-D-Ala dipeptidase activity of VanX in living bacteria by isothermal titration calorimetry. | Lv, M., et al. 2019. Anal Biochem. 578: 29-35. PMID: 31071297
- Loss of Serine-Type D-Ala-D-Ala Carboxypeptidase DacA Enhances Prodigiosin Production in Serratia marcescens. | Pan, X., et al. 2019. Front Bioeng Biotechnol. 7: 367. PMID: 31850328
- Effect of D-Ala-Ended Peptidoglycan Precursors on the Immune Regulation of Lactobacillus plantarum Strains. | Song, X., et al. 2021. Front Immunol. 12: 825825. PMID: 35126378
- VanG- and D-Ala-D-Ser-dependent peptidoglycan synthesis and vancomycin resistance in Clostridioides difficile. | Belitsky, BR. 2022. Mol Microbiol. 118: 526-540. PMID: 36065735
- D-Ala-D-Ala ligases from glycopeptide antibiotic-producing organisms are highly homologous to the enterococcal vancomycin-resistance ligases VanA and VanB. | Marshall, CG., et al. 1997. Proc Natl Acad Sci U S A. 94: 6480-3. PMID: 9177243
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
D-Ala-D-Ala, 250 mg | sc-396075 | 250 mg | $141.00 |