N-Acetylmuramic Acid

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

MedKoo CAT#: 463047

CAS#: 10597-89-4

Description: N-Acetylmuramic acid is a component of the glycan strands in bacterial peptidoglycan. It is linked to N-acetylglucosamine by β-1,4 linkages in an alternating pattern, as well as to the peptide side chains via its lactyl side chain, in native peptidoglycan.

Chemical Structure

N-Acetylmuramic Acid
CAS# 10597-89-4

Theoretical Analysis

MedKoo Cat#: 463047
Name: N-Acetylmuramic Acid
CAS#: 10597-89-4
Chemical Formula: C11H19NO8
Exact Mass: 293.11
Molecular Weight: 293.272
Elemental Analysis: C, 45.05; H, 6.53; N, 4.78; O, 43.64

Price and Availability

Size Price Availability Quantity
10mg USD -2 2 Weeks
500mg USD -2 2 Weeks
1g USD -2 2 Weeks
2g USD -2 2 Weeks
5g USD -2 2 Weeks
25mg USD 230 2 Weeks
50mg USD 370 2 Weeks
100mg USD 580 2 Weeks
250mg USD 740 2 Weeks
Bulk inquiry

Synonym: N-Acetylmuramic Acid; N-Acetyl muramic Acid; MurNAc;

IUPAC/Chemical Name: (R)-2-(((2R,3R,4R,5R)-2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl)oxy)propanoic acid


InChi Code: InChI=1S/C11H19NO8/c1-5(11(18)19)20-10(9(17)8(16)4-14)7(3-13)12-6(2)15/h3,5,7-10,14,16-17H,4H2,1-2H3,(H,12,15)(H,18,19)/t5-,7+,8-,9-,10-/m1/s1

SMILES Code: OC[C@H]([C@H]([C@@H]([C@H](C=O)NC(C)=O)O[C@H](C)C(O)=O)O)O

Appearance: Solid powder

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: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 293.27 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.


Dilution Calculator

Calculate the dilution required to prepare a stock solution.

1: Pathaw N, Gurung AB, Chrungoo NK, Bhattacharjee A, Roy SS, Ansari MA, Sharma SK. In silico molecular modelling, structural dynamics simulation and characterization of antifungal nature of β-glucosidase enzyme from Sechium edule. J Biomol Struct Dyn. 2020 Jul 15:1-9. doi: 10.1080/07391102.2020.1791956. Epub ahead of print. PMID: 32666889.

2: Gong Z, Yang W, Zhang H, Xiang X, Zeng J, Han S, Yang J, Xie J. Mycobacterium tuberculosis Rv3717 enhances the survival of Mycolicibacterium smegmatis by inhibiting host innate immune and caspase-dependent apoptosis. Infect Genet Evol. 2020 Oct;84:104412. doi: 10.1016/j.meegid.2020.104412. Epub 2020 Jun 9. PMID: 32531516.

3: Ansbro K, Wade WG, Stafford GP. Tannerella serpentiformis sp. nov., isolated from the human mouth. Int J Syst Evol Microbiol. 2020 Jun;70(6):3749-3754. doi: 10.1099/ijsem.0.004229. Epub 2020 Jun 10. PMID: 32519941.

4: Shukla R, Medeiros-Silva J, Parmar A, Vermeulen BJA, Das S, Paioni AL, Jekhmane S, Lorent J, Bonvin AMJJ, Baldus M, Lelli M, Veldhuizen EJA, Breukink E, Singh I, Weingarth M. Mode of action of teixobactins in cellular membranes. Nat Commun. 2020 Jun 5;11(1):2848. doi: 10.1038/s41467-020-16600-2. PMID: 32503964; PMCID: PMC7275090.

5: Berckx F, Wibberg D, Kalinowski J, Pawlowski K. The Peptidoglycan Biosynthesis Gene murC in Frankia: Actinorhizal vs. Plant Type. Genes (Basel). 2020 Apr 16;11(4):432. doi: 10.3390/genes11040432. PMID: 32316316; PMCID: PMC7231273.

6: Sung PS, Chang WC, Hsieh SL. CLEC5A: A Promiscuous Pattern Recognition Receptor to Microbes and Beyond. Adv Exp Med Biol. 2020;1204:57-73. doi: 10.1007/978-981-15-1580-4_3. PMID: 32152943; PMCID: PMC7121389.

7: Straume D, Piechowiak KW, Olsen S, Stamsås GA, Berg KH, Kjos M, Heggenhougen MV, Alcorlo M, Hermoso JA, Håvarstein LS. Class A PBPs have a distinct and unique role in the construction of the pneumococcal cell wall. Proc Natl Acad Sci U S A. 2020 Mar 17;117(11):6129-6138. doi: 10.1073/pnas.1917820117. Epub 2020 Mar 2. PMID: 32123104; PMCID: PMC7084106.

8: Taylor JA, Bratton BP, Sichel SR, Blair KM, Jacobs HM, DeMeester KE, Kuru E, Gray J, Biboy J, VanNieuwenhze MS, Vollmer W, Grimes CL, Shaevitz JW, Salama NR. Distinct cytoskeletal proteins define zones of enhanced cell wall synthesis in Helicobacter pylori. Elife. 2020 Jan 9;9:e52482. doi: 10.7554/eLife.52482. PMID: 31916938; PMCID: PMC7012605.

9: Sung PS, Hsieh SL. CLEC2 and CLEC5A: Pathogenic Host Factors in Acute Viral Infections. Front Immunol. 2019 Dec 6;10:2867. doi: 10.3389/fimmu.2019.02867. PMID: 31867016; PMCID: PMC6909378.

10: Garcia-Oliva C, Hoyos P, Petrásková L, Kulik N, Pelantová H, Cabanillas AH, Rumbero Á, Křen V, Hernáiz MJ, Bojarová P. Acceptor Specificity of β-N-Acetylhexosaminidase from Talaromyces flavus: A Rational Explanation. Int J Mol Sci. 2019 Dec 7;20(24):6181. doi: 10.3390/ijms20246181. PMID: 31817903; PMCID: PMC6940953.

11: Anderson EM, Sychantha D, Brewer D, Clarke AJ, Geddes-McAlister J, Khursigara CM. Peptidoglycomics reveals compositional changes in peptidoglycan between biofilm- and planktonic-derived Pseudomonas aeruginosa. J Biol Chem. 2020 Jan 10;295(2):504-516. doi: 10.1074/jbc.RA119.010505. Epub 2019 Nov 26. Erratum in: J Biol Chem. 2020 Mar 6;295(10):3387. PMID: 31771981; PMCID: PMC6956531.

12: 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.

13: Vinogradov E, Altman E. Structural investigation of the capsular polysaccharide from a clinical isolate of Fusobacterium necrophorum subspecies necrophorum biotype a strain LA 81-617. Carbohydr Res. 2020 Jan;487:107876. doi: 10.1016/j.carres.2019.107876. Epub 2019 Nov 10. PMID: 31751781.

14: Grifoll-Romero L, Sainz-Polo MA, Albesa-Jové D, Guerin ME, Biarnés X, Planas A. Structure-function relationships underlying the dual N-acetylmuramic and N-acetylglucosamine specificities of the bacterial peptidoglycan deacetylase PdaC. J Biol Chem. 2019 Dec 13;294(50):19066-19080. doi: 10.1074/jbc.RA119.009510. Epub 2019 Nov 5. PMID: 31690626; PMCID: PMC6916482.

15: Bann SJ, Ballantine RD, McCallion CE, Qian PY, Li YX, Cochrane SA. A Chemical-Intervention Strategy To Circumvent Peptide Hydrolysis by d-Stereoselective Peptidases. J Med Chem. 2019 Nov 27;62(22):10466-10472. doi: 10.1021/acs.jmedchem.9b01078. Epub 2019 Nov 8. PMID: 31657913; PMCID: PMC6887851.

16: Dickman R, Danelius E, Mitchell SA, Hansen DF, Erdélyi M, Tabor AB. A Chemical Biology Approach to Understanding Molecular Recognition of Lipid II by Nisin(1-12): Synthesis and NMR Ensemble Analysis of Nisin(1-12) and Analogues. Chemistry. 2019 Nov 18;25(64):14572-14582. doi: 10.1002/chem.201902814. Epub 2019 Oct 10. PMID: 31599485; PMCID: PMC6899958.

17: Mayer VMT, Hottmann I, Figl R, Altmann F, Mayer C, Schäffer C. Peptidoglycan-type analysis of the N-acetylmuramic acid auxotrophic oral pathogen Tannerella forsythia and reclassification of the peptidoglycan-type of Porphyromonas gingivalis. BMC Microbiol. 2019 Sep 2;19(1):200. doi: 10.1186/s12866-019-1575-7. PMID: 31477019; PMCID: PMC6721243.

18: Dickman R, Mitchell SA, Figueiredo AM, Hansen DF, Tabor AB. Molecular Recognition of Lipid II by Lantibiotics: Synthesis and Conformational Studies of Analogues of Nisin and Mutacin Rings A and B. J Org Chem. 2019 Sep 20;84(18):11493-11512. doi: 10.1021/acs.joc.9b01253. Epub 2019 Aug 29. PMID: 31464129; PMCID: PMC6759747.

19: Nöldeke ER, Stehle T. Unraveling the mechanism of peptidoglycan amidation by the bifunctional enzyme complex GatD/MurT: A comparative structural approach. Int J Med Microbiol. 2019 Sep;309(6):151334. doi: 10.1016/j.ijmm.2019.151334. Epub 2019 Jul 18. PMID: 31383542.

20: Mayer C, Kluj RM, Mühleck M, Walter A, Unsleber S, Hottmann I, Borisova M. Bacteria's different ways to recycle their own cell wall. Int J Med Microbiol. 2019 Nov;309(7):151326. doi: 10.1016/j.ijmm.2019.06.006. Epub 2019 Jul 4. PMID: 31296364.