WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 130229
CAS#: 2245794-65-2
Description: N-Acetylmuramic acid-alkyne is a NAM derivative, more specifically a clickable labelling agent for bacterial peptidoglycan.
MedKoo Cat#: 130229
Name: N-Acetylmuramic acid-alkyne
CAS#: 2245794-65-2
Chemical Formula: C14H21NO8
Exact Mass: 331.1267
Molecular Weight: 331.32
Elemental Analysis: C, 50.75; H, 6.39; N, 4.23; O, 38.63
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Synonym: N-Acetylmuramic acid-alkyne; N Acetylmuramic acid-alkyne
IUPAC/Chemical Name: 2-(((2S,3R,4R,5S,6R)-2,5-dihydroxy-6-(hydroxymethyl)-3-(pent-4-ynamido)tetrahydro-2H-pyran-4-yl)oxy)propanoic acid
InChi Key: DLRFETWLAWCVSX-CMNAZMMLSA-N
InChi Code: InChI=1S/C14H21NO8/c1-3-4-5-9(17)15-10-12(22-7(2)13(19)20)11(18)8(6-16)23-14(10)21/h1,7-8,10-12,14,16,18,21H,4-6H2,2H3,(H,15,17)(H,19,20)/t7?,8-,10-,11-,12-,14+/m1/s1
SMILES Code: CC(O[C@H]1[C@@H]([C@H](O[C@@H]([C@@H]1NC(CCC#C)=O)O)CO)O)C(O)=O
Appearance: To be determined
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
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 | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1. DeMeester KE, Liang H, Jensen MR, Jones ZS, D'Ambrosio EA, Scinto SL, Zhou J, Grimes CL. Synthesis of Functionalized N-Acetyl Muramic Acids To Probe Bacterial Cell Wall Recycling and Biosynthesis. J Am Chem Soc. 2018 Aug 1;140(30):9458-9465. doi: 10.1021/jacs.8b03304. Epub 2018 Jul 23. PMID: 29986130; PMCID: PMC6112571.
2. DeMeester KE, Liang H, Zhou J, Wodzanowski KA, Prather BL, Santiago CC, Grimes CL. Metabolic Incorporation of N-Acetyl Muramic Acid Probes into Bacterial Peptidoglycan. Curr Protoc Chem Biol. 2019 Dec;11(4):e74. doi: 10.1002/cpch.74. PMID: 31763799; PMCID: PMC7591266.
