Click N-Acetylmuramic acid - azide

Name: Click N -Acetylmuramic acid - azide
Brand: Tocris Bioscience
SKU: 7506

Tocris Bioscience, part of Bio-Techne | Catalog # 7506

COA / SDS

Bacterial peptidoglycan derivative; suitable for 'click'-conjugation to fluorescent dyes

Key Product Details

Description:	Bacterial peptidoglycan derivative; suitable for 'click'-conjugation to fluorescent dyes
Chemical Name:	(2R)-2-(((3R,4R,5S,6R)-3-(2-Azidoacetamido)-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoic acid
Purity:	≥95% (HPLC)
Molecular Weight:	334.29

View Full Technical Details for Click N-Acetylmuramic acid - azide

Technical Data
Citations

Biological Activity for Click N-Acetylmuramic acid - azide

Click N-Acetylmuramic acid-azide is a derivative of the 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 - azide

M. Wt	334.29
Formula	C₁₁H₁₈N₄O₈
Storage	Store at -20°C
Purity	≥95% (HPLC)
CAS Number	2245794-64-1
InChi Key	BDRSICZLRYBNHJ-HONWWXKESA-N
Smiles	C[C@H](C(O)=O)O[C@H]1[C@@H]([C@H](OC([C@@H]1NC(CN=[N+]=[N-])=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 for Click N-Acetylmuramic acid - azide

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	water	1.67	5

Preparing Stock Solutions for Click N-Acetylmuramic acid - azide

The following data is based on the product molecular weight 334.29.

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
0.05 mM	59.83 mL	299.14 mL	598.28 mL
0.25 mM	11.97 mL	59.83 mL	119.66 mL
0.5 mM	5.98 mL	29.91 mL	59.83 mL
2.5 mM	1.20 mL	5.98 mL	11.97 mL

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References for Click N-Acetylmuramic acid - azide

References are publications that support the biological activity of the product.

Taylor Localizing peptidoglycan synthesis in helicobacter pylori using clickable metabolic probes. Curr.Protoc. 2021e PMID: 33844460
Wodzanowski Multiscale invasion assay for probing macrophage response to gram-negative bacteria. Front.Chem. 2022 PMID: 35242744
DeMeester Synthesis of functionalized N-acetyl muramic acids to probe bacterial cell wall recycling and biosynthesis. J.Am.Chem.Soc. 2018 PMID: 29986130
Wodzanowski Tools for probing host-bacteria interactions in the gut microenvironment: from molecular to cellular levels. Bioorg.Med.Chem.Lett. 2020 PMID: 32223923
Liang Metabolic labelling of the carbohydrate core in bacterial peptidoglycan and its applications. Nat. Commun. 2017 PMID: 28425464