N-Acetylmuramic acid-alkyne

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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.

Chemical Structure

N-Acetylmuramic acid-alkyne
CAS# 2245794-65-2

Theoretical Analysis

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

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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 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

Preparing Stock Solutions

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.

Recalculate based on batch purity %
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

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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.