≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
N-acetylmuramic acid is a component of the bacterial cell wall peptidoglycan and is essential for maintaining cell shape and integrity. N-acetylmuramic acid inhibits spore germination by inhibiting shell associated amino-hexanosidase and core enzyme. N-acetylmuramic acid is necessary for Bacteroides forsythe to grow and maintain its cell morphology
Component of peptidoglycan in bacterial cell walls. Peptidoglycan is a mesh-like polymer, made of a glycan backbone containing alternating subunits of Nâ acetylglucosamine (GlcNAc) and Nâ acetylmuramic acid (MurNAc). An enzyme substrate that is used to characterize and differentiate MurNAc and GlcNAc kinases.
application：
N-Acetylmuramic acid (NAMA), a lactic acid ether derivative of N-acetylglucosamine found in bacterial cell wall proteoglycans, is used as a substrate to identify, differentiate and characterize N-acetylmuramic acid/N-acetylglucosamine kinase(s) and N-acetylmuramic acid etherase(s).
| Pubchem Sid | 488186119 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488186119 |
| Canonical Smiles | CC(O[C@H]1[C@H](O)[C@@H](CO)OC(O)[C@@H]1NC(C)=O)C(O)=O |
| IUPAC Name | (2R)-2-[(2R,3R,4R,5R)-2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl]oxypropanoic acid |
| InChIKey | SOARVSUSWULNDI-TVVSKHENSA-N |
| 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 |
| Isomeric SMILES | C[C@H](C(=O)O)O[C@H]([C@H](C=O)NC(=O)C)[C@@H]([C@@H](CO)O)O |
| WGK Germany | 3 |
| Molecular Weight | 293.27 |
| Beilstein | 1994245 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Class | Organooxygen compounds |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Aminosaccharides |
| Alternative Parents | Secondary alcohols Propargyl-type 1,3-dipolar organic compounds Polyols Monocarboxylic acids and derivatives Dialkyl ethers Carboxylic acids Carboximidic acids Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Aldehydes |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Amino saccharide - Secondary alcohol - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid derivative - Carboxylic acid - Dialkyl ether - Ether - Monocarboxylic acid or derivatives - Polyol - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organonitrogen compound - Carbonyl group - Primary alcohol - Organic nitrogen compound - Organopnictogen compound - Alcohol - Aldehyde - Hydrocarbon derivative - Organic oxide - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as aminosaccharides. These are saccharides containing a sugar unit that bears an amino group. |
| External Descriptors | N-acetylmuramic acid |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 H2209439 | Certificate of Analysis | May 20, 2026 | H113966 |
| H2209435 | Certificate of Analysis | May 20, 2026 | H113966 |
| E2523331 | Certificate of Analysis | Apr 30, 2025 | H113966 |
| E2523332 | Certificate of Analysis | Apr 30, 2025 | H113966 |
| E2523333 | Certificate of Analysis | Apr 30, 2025 | H113966 |
| E2523334 | Certificate of Analysis | Apr 30, 2025 | H113966 |
| D2622025 | Certificate of Analysis | Apr 30, 2025 | H113966 |
| I2410421 | Certificate of Analysis | Aug 23, 2024 | H113966 |
| I2410414 | Certificate of Analysis | Aug 23, 2024 | H113966 |
| I2410413 | Certificate of Analysis | Aug 23, 2024 | H113966 |
| E2422414 | Certificate of Analysis | Mar 13, 2024 | H113966 |
| F2001154 | Certificate of Analysis | Mar 08, 2024 | H113966 |
| G2307364 | Certificate of Analysis | Jan 03, 2023 | H113966 |
| G2307367 | Certificate of Analysis | Jan 03, 2023 | H113966 |
| G2307366 | Certificate of Analysis | Jan 03, 2023 | H113966 |
| G2307359 | Certificate of Analysis | Jan 03, 2023 | H113966 |
| G2307357 | Certificate of Analysis | Jan 03, 2023 | H113966 |
| G2307277 | Certificate of Analysis | Jan 03, 2023 | H113966 |
| H2209440 | Certificate of Analysis | Jul 19, 2022 | H113966 |
| K2215109 | Certificate of Analysis | Jul 19, 2022 | H113966 |
| Melt Point(°C) | 125°C |
|---|---|
| Molecular Weight | 293.270 g/mol |
| XLogP3 | -2.900 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 9 |
| Exact Mass | 293.111 Da |
| Monoisotopic Mass | 293.111 Da |
| Topological Polar Surface Area | 153.000 Ų |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Complexity | 347.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Huahai Yu, Ying Piao, Yifan Zhang, Jiajia Xiang, Shiqun Shao, Jianbin Tang, Zhuxian Zhou, Youqing Shen. (2023) Cell-Selective Binding Zwitterionic Polymeric Micelles Boost the Delivery Efficiency of Antibiotics. ACS Nano, [PMID:37933869] [10.1021/acsnano.3c05181] |
