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Submit ReviewEDA-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.
分子量 | 298.22 |
公式 | C8H12N2O3.CF3CO2H |
储存 | Store at -20°C |
纯度 | ≥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 |
上方提供的技术数据仅供参考。批次相关数据请参见分析证书。
Tocris products are intended for laboratory research use only, unless stated otherwise.
溶剂 | 最高浓度 mg/mL | 最高浓度 mM | |
---|---|---|---|
溶解性 | |||
DMSO | 29.82 | 100 | |
water | 29.82 | 100 |
以下数据基于产品分子量 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.
浓度/溶剂体积/质量 | 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 |
参考文献是支持产品生物活性的出版物。
Cheung et al (1983) Chloralanyl and propargylglycyl dipeptides. Suicide substrate containing antibacterials. J.Med.Chem. 26 1733 PMID: 6417332
Liechti et al (2013) A new metabolic cell-wall labelling method reveals peptidoglycan in Chlamydia trachomatis. Nature 506 507 PMID: 24336210
Hirano et al (2016) Moss chloroplasts are surrounded by a peptidoglycan wall containing D-amino acids. Plant Cell 28 1521 PMID: 27325639
Kuru et al (2019) Mechanisms of incorporation for D-amino acid probes that target peptidoglycan biosynthesis. ACS Chem.Biol. 14 2745 PMID: 31743648
Banahene et al (2022) Chemical reporters for bacterial glycans: development and applications. Chem.Rev. 122 3336 PMID: 34905344
If you know of a relevant reference for EDA-DA, please let us know.
关键词: EDA-DA, EDA-DA supplier, unnatural, dipeptide, ethynyl-D-alanine, alkyne, selective, labeling, peptidoglycan, Gram-positive, Gram-negative, Mycobacterium, bacteria, Fluorescent, Probes, for, Imaging, Bacteria, Unnatural, Amino, Acids, 7714, Tocris Bioscience
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