N-Acetylmuramyl-L-alanyl-D-isoglutamine hydrate - Moligand™, 10mM in DMSO , Agonist of NLRP1;Agonist of nucleotide binding oligomerization domain containing 2, CAS No.53678-77-6, Agonist of NLRP1;Agonist of nucleotide binding oligomerization domain containing 2

CAS: 53678-77-6 Cat. No.: N424585 Molecular Weight: 492.48 (anhydrous basis)
AVAILABLE TO ORDER
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
Synonyms
Muramyl Dipeptide|Adjuvant Peptide|53678-77-6|CHEMBL1779325|(4R)-4-[[(2S)-2-[[(2R)-2-[(3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxypropanoyl]amino]propanoyl]amino]-5-amino-5-oxopentanoic acid|(4R)-4-[[(2S)-2-[[(2R)-2-[(2S,3R,4R,5S
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
1ml
N424585-1ml
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$133.90

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Why this grade

Moligand™, 10mM in DMSO Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
Muramyl Dipeptide | Adjuvant Peptide | 53678-77-6 | CHEMBL1779325 | (4R)-4-[[(2S)-2-[[(2R)-2-[(3R, 4R, 5S, 6R)-3-acetamido-2, 5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxypropanoyl]amino]propanoyl]amino]-5-amino-5-oxopentanoic acid | (4R)-4-[[(2S)-2-[[(2R)-2-[(2S, 3R, 4R, 5S
Specifications & Purity
Moligand™, 10mM in DMSO
Biochemical and Physiological Mechanisms
Bacterial peptidoglycan fragment that activates NOD2 receptors. Induces polarization of proinflammatory Ly6Chighinto Ly6Clowpatrolling monocytes.
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Action Type
AGONIST
Mechanism of action
Agonist of NLRP1;Agonist of nucleotide binding oligomerization domain containing 2
Names and Identifiers
Canonical SmilesCC(C(=O)NC(CCC(=O)O)C(=O)N)NC(=O)C(C)OC1C(C(OC(C1O)CO)O)NC(=O)C
IUPAC Name(4R)-4-[[(2S)-2-[[(2R)-2-[(3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxypropanoyl]amino]propanoyl]amino]-5-amino-5-oxopentanoic acid
InChIKeyBSOQXXWZTUDTEL-QAQREVAFSA-N
INCHI1S/C19H32N4O11/c1-7(17(30)23-10(16(20)29)4-5-12(26)27)21-18(31)8(2)33-15-13(22-9(3)25)19(32)34-11(6-24)14(15)28/h7-8,10-11,13-15,19,24,28,32H,4-6H2,1-3H3,(H2,20,29)(H,21,31)(H,22,25)(H,23,30)(H,26,27)/t7-,8+,10+,11+,13+,14+,15+,19?/m0/s1
Isomeric SMILES C[C@@H](C(=O)N[C@H](CCC(=O)O)C(=O)N)NC(=O)[C@@H](C)O[C@H]1[C@@H]([C@H](OC([C@@H]1NC(=O)C)O)CO)O
Molecular Weight 492.48 (anhydrous basis)
Reaxy-Rn 26137043
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26137043&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree Nodes Peptides
Direct ParentDipeptides
Alternative Parents Saccharolipids  Acylaminosugars  Glutamic acid and derivatives  N-acyl-alpha-hexosamines  N-acyl-alpha amino acids and derivatives  Hexoses  Alpha amino acid amides  Alanine and derivatives  Heterocyclic fatty acids  Hydroxy fatty acids  Fatty amides  Oxanes  Acetamides  Primary carboxylic acid amides  Hemiacetals  Secondary alcohols  Secondary carboxylic acid amides  Oxacyclic compounds  Carboxylic acids  Dialkyl ethers  Monocarboxylic acids and derivatives  Carbonyl compounds  Primary alcohols  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAliphatic heteromonocyclic compounds
Substituents Alpha-dipeptide - Acylaminosugar - Saccharolipid - Glutamic acid or derivatives - N-acyl-alpha-hexosamine - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Hexose monosaccharide - Alanine or derivatives - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Hydroxy fatty acid - Heterocyclic fatty acid - Monosaccharide - Fatty acyl - Fatty acid - Fatty amide - Oxane - Acetamide - Carboxamide group - Hemiacetal - Primary carboxylic acid amide - Secondary alcohol - Secondary carboxylic acid amide - Oxacycle - Carboxylic acid - Dialkyl ether - Ether - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Alcohol - Organic nitrogen compound - Carbonyl group - Organic oxygen compound - Organic oxide - Primary alcohol - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
NOD2 Tclin Nucleotide-binding oligomerization domain-containing protein 2 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
NOD1 Tchem Nucleotide-binding oligomerization domain-containing protein 1 (1322 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NOD2 Tclin Nucleotide-binding oligomerization domain-containing protein 2 (1613 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NLRP3 Tchem NACHT, LRR and PYD domains-containing protein 3 (908 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Oryctolagus cuniculus (11301 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
Boil Point(°C)1071.8±65.0 °C(Predicted)
Molecular Weight492.500 g/mol
XLogP3-3.700
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count11
Rotatable Bond Count12
Exact Mass492.207 Da
Monoisotopic Mass492.207 Da
Topological Polar Surface Area247.000 Ų
Heavy Atom Count34
Formal Charge0
Complexity765.000
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Solution Calculators
Reviews

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