EDA-DA

Name: EDA-DA
Brand: Tocris Bioscience
SKU: 7714

Tocris Bioscience, part of Bio-Techne | Catalog # 7714

Citations (1)

COA / SDS

Unnatural dipeptide building block with alkyne group for functionalizing peptidoglycan

Key Product Details

Description:	Unnatural dipeptide building block with alkyne group for functionalizing peptidoglycan
Chemical Name:	N-(4,4,5,5-Tetradehydro-D-norvalyl)-D-alanine trifluoroacetate
Purity:	≥95% (HPLC)
Molecular Weight:	298.22

View Full Technical Details for EDA-DA

Technical Data
Citations

Biological Activity for EDA-DA

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.

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Technical Data for EDA-DA

M. Wt	298.22
Formula	C₈H₁₂N₂O₃.CF₃CO₂H
Storage	Store at -20°C
Purity	≥95% (HPLC)
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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for EDA-DA

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	29.82	100
	water	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 will 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

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References for EDA-DA

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