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Submit ReviewClick N-Acetylmuramic acid - alkyne
Description: Bacterial peptidoglycan derivative; suitable for 'click'-conjugation to fluorescent dyes
Chemical Name: (2R)-2-(((3R,4R,5S,6R)-2,5-dihydroxy-6-(hydroxymethyl)-3-(pent-4-ynamido)tetrahydro-2H-pyran-4-yl)oxy)propanoic acid
Purity: ≥95% (HPLC)
Biological Activity for Click N-Acetylmuramic acid - alkyne
Derivative of N-acetylmuramic acid (NAM) component of bacterial peptidoglycans. Incorporated into bacterial peptidoglycans during biosynthesis. Suitable for fluorescent labeling of peptidoglycans when 'click'-conjugated to a fluorescent dye.
Licensing Information
Sold under license from the University of Delaware
Technical Data for Click N-Acetylmuramic acid - alkyne
| M. Wt | 331.32 |
| Formula | C14H21NO8 |
| Storage | Store at -20°C |
| Purity | ≥95% (HPLC) |
| CAS Number | 2245794-65-2 |
| PubChem ID | 138991784 |
| InChI Key | DLRFETWLAWCVSX-UWOBWZKWSA-N |
| Smiles | C[C@H](C(O)=O)O[C@H]1[C@@H]([C@H](OC([C@@H]1NC(CCC#C)=O)O)CO)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 Data for Click N-Acetylmuramic acid - alkyne
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 33.13 | 100 |
Preparing Stock Solutions for Click N-Acetylmuramic acid - alkyne
The following data is based on the product molecular weight 331.32. 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 | 3.02 mL | 15.09 mL | 30.18 mL |
| 5 mM | 0.6 mL | 3.02 mL | 6.04 mL |
| 10 mM | 0.3 mL | 1.51 mL | 3.02 mL |
| 50 mM | 0.06 mL | 0.3 mL | 0.6 mL |
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Product Datasheets for Click N-Acetylmuramic acid - alkyne
References for Click N-Acetylmuramic acid - alkyne
References are publications that support the biological activity of the product.
Liang et al (2017) Metabolic labelling of the carbohydrate core in bacterial peptidoglycan and its applications. Nat.Commun. 8 15015 PMID: 28425464
DeMeester et al (2018) Synthesis of functionalized N-Acetyl muramic acids to probe bacterial cell wall recycling and biosynthesis. J.Am.Chem.Soc 140 9458 PMID: 29986130
If you know of a relevant reference for Click N-Acetylmuramic acid - alkyne, please let us know.
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Citations for Click N-Acetylmuramic acid - alkyne
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