- D-Ala-D-Ala
-
-
2026-09-30
- CAS:923-16-0
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T+
- D-Alanyl-D-alanine
-
-
2025-04-04
- CAS:923-16-0
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1Ton
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| | D-Alanyl-D-alanine Basic information |
| Product Name: | D-Alanyl-D-alanine | | Synonyms: | (R)-N-(D-Alanyl)-2-methylglycine;D-Ala-D-Ala-OH;N-(D-Alanyl)-D-alanine;(R)-2-((R)-2-aminopropanamido)-3-(4-fluorophenyl)propanoic acid;(R)-2-((R)-2-aMinopropanaMido)propanoic acid;D-Ala-D-Ala-OH≥ 95% (HPLC);2-[[(2R)-2-amino-1-oxopropyl]amino]propanoic acid;D-ALANYL-D-ALANINE | | CAS: | 923-16-0 | | MF: | C6H12N2O3 | | MW: | 160.17 | | EINECS: | | | Product Categories: | Peptide;Dipeptides;Dipeptides and Tripeptides;Peptides | | Mol File: | 923-16-0.mol |  |
| | D-Alanyl-D-alanine Chemical Properties |
| Melting point | 120 °C | | Boiling point | 402.6±30.0 °C(Predicted) | | density | 1.208±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,2-8°C | | solubility | Acetonitrile: Slightly Soluble
Water: Slightly Soluble | | pka | 3.16±0.10(Predicted) | | form | Solid | | color | White to off-white | | InChI | 1S/C6H12N2O3/c1-3(7)5(9)8-4(2)6(10)11/h3-4H,7H2,1-2H3,(H,8,9)(H,10,11)/t3-,4-/m1/s1 | | InChIKey | DEFJQIDDEAULHB-QWWZWVQMSA-N | | SMILES | C[C@@H](N)C(=O)N[C@H](C)C(O)=O | | CAS DataBase Reference | 923-16-0(CAS DataBase Reference) |
| WGK Germany | 3 | | Storage Class | 11 - Combustible Solids |
| | D-Alanyl-D-alanine Usage And Synthesis |
| Chemical Properties | White to off-white powder | | Uses | D-Ala-D-Ala is a bacterial endogenous metabolite. D-Ala-D-Ala constitutes the terminus of the peptide part of the peptidoglycan monomer unit and is involved in the transpeptidation reaction as the substrate. D-Ala-D-Ala is catalyzed by D-Alanine-D-Alanine ligase[1][2][3]. | | Definition | ChEBI: D-alanyl-D-alanine is a dipeptide comprising D-alanine with a D-alanyl residue attached to the alpha-nitrogen. It is a component of bacterial peptidoglycan and forms an important target for development of antibacterial drugs. It has a role as an Escherichia coli metabolite. It is a tautomer of a D-alanyl-D-alanine zwitterion. | | Biological Activity | D-Ala-D-Ala is found in the stem termini of peptidoglycan side-chain pentapeptide found in the cell walls of gram positive bacteria. The D-ala-d-ala stem termini is the site of interaction of glycopeptide antibiotics such as vancomycin and teicoplanin. D-ala-D-ala is a substrate used to study kinetics of UDPMurNAc-tripeptide D-alanyl-D-alanine-adding (ligase) enzyme.', 'D-Ala-D-Ala, a terminus moiety of bacterial peptidoglycans, is used for affinity chromatography and binding mechanism studies of antibiotics such as teicoplanin, ristocetin, vancomycin. | | IC 50 | Microbial Metabolite | | References | [1] Kitamura Y, et al. Structure of D-alanine-D-alanine ligase from Thermus thermophilus HB8: cumulative conformational change and enzyme-ligand interactions. Acta Crystallogr D Biol Crystallogr. 2009 Oct;65(Pt 10):1098-106. DOI:10.1107/S0907444909029710
[2] Tytgat I, et al. DD-ligases as a potential target for antibiotics: past, present and future. Curr Med Chem. 2009;16(20):2566-80. DOI:10.2174/092986709788682029
[3] Trivedi RR, et al. Mechanical Genomic Studies Reveal the Role of d-Alanine Metabolism in Pseudomonas aeruginosa Cell Stiffness. mBio. 2018 Sep 11;9(5):e01340-18. DOI:10.1128/mBio.01340-18
[4] C G MARSHALL. D-Ala-D-Ala ligases from glycopeptide antibiotic-producing organisms are highly homologous to the enterococcal vancomycin-resistance ligases VanA and VanB.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1997, 94 12: 6480-6483. DOI: 10.1073/pnas.94.12.6480 |
| | D-Alanyl-D-alanine Preparation Products And Raw materials |
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