EDA-DA
Tocris Bioscience, part of Bio-Techne | Catalog # 7714
Unnatural dipeptide building block with alkyne group for functionalizing peptidoglycan
Key Product Details
Description
Unnatural dipeptide building block with alkyne group for functionalizing peptidoglycan
Product Description
EDA-DA is an unnatural dipeptide building block (an ethynyl-D-alanine and a D-alanine). It incorporates a biorthogonal alkyne group into peptidoglycan (PG) through MurF in the cytoplasmic pathway, which enables selective labeling via a click-chemistry reaction. EDA-DA allows labeling of PG in Gram-positive (B. subtilis), Gram-negative (E. coli and C. trachomatis), Mycobacterium (M. smegmatis) and moss plastids (P. patens) with azide modified fluorescent dyes such as Alexa Fluor 488.Spectra Viewer
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Product Specifications
Molecular Weight
298.22
Formula
C8H12N2O3.CF3CO2H
Storage
Store at -20°C
Purity
≥95% (HPLC)
Chemical Name
N-(4,4,5,5-Tetradehydro-D-norvalyl)-D-alanine trifluoroacetate
CAS Number
87156-01-2
InChI Key
BRIXKPONTJDKNO-KGZKBUQUSA-N
SMILES
C[C@H](C(O)=O)NC([C@@H](CC#C)N)=O.FC(F)(F)C(O)=O
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Solubility
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 29.82 | 100 | |
| DMSO | 29.82 | 100 |
Preparing Stock Solutions
for EDA-DA
The following data is based on the product molecular weight 298.22
Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which all affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 3.35 mL | 16.77 mL | 33.53 mL |
| 5 mM | 0.67 mL | 3.35 mL | 6.71 mL |
| 10 mM | 0.34 mL | 1.68 mL | 3.35 mL |
| 50 mM | 0.07 mL | 0.34 mL | 0.67 mL |
Calculators
Molarity Calculator
Dilution Calculator
Reconstitution Calculator
Background References
References are publications that support the biological activity of the product.
- Banahene Chemical reporters for bacterial glycans: development and applications. Chem.Rev. 2022 PMID: 34905344
- Kuru Mechanisms of incorporation for D-amino acid probes that target peptidoglycan biosynthesis. ACS Chem.Biol. 2019 PMID: 31743648
- Liechti A new metabolic cell-wall labelling method reveals peptidoglycan in Chlamydia trachomatis. Nature 2013 PMID: 24336210
- Hirano Moss chloroplasts are surrounded by a peptidoglycan wall containing D-amino acids. Plant Cell 2016 PMID: 27325639
- Cheung Chloralanyl and propargylglycyl dipeptides. Suicide substrate containing antibacterials. J.Med.Chem. 1983 PMID: 6417332
Product Specific Notices for EDA-DA
For research use only
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