MedKoo Cat#: 130229 | Name: N-Acetylmuramic acid-alkyne

Description:

WARNING: This product is for research use only, not for human or veterinary use.

N-Acetylmuramic acid-alkyne is a NAM derivative, more specifically a clickable labelling agent for bacterial peptidoglycan.

Chemical Structure

N-Acetylmuramic acid-alkyne
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 currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
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
More Info

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
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.