N-Acetylmuramyl-L-alanyl-D-isoglutamine hydrate(MDP) - Moligand™, ≥98% , 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.: N303924 Molecular Weight: 492.48 (anhydrous basis)

GRADE & PURITY Moligand™, ≥98%

Synonyms

Adjuvant Peptide | s9709 | Q259464 | AKOS034831580 | N-Acetylmuramoyl-L-alanyl-D-?-glutamine | (4R)-4-carbamoyl-4-[(2S)-2-[(2R)-2-{[(3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanamido]propanamido]butanoic acid | BDBM50505203

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

Adjuvant Peptide | s9709 | Q259464 | AKOS034831580 | N-Acetylmuramoyl-L-alanyl-D-?-glutamine | (4R)-4-carbamoyl-4-[(2S)-2-[(2R)-2-{[(3R, 4R, 5S, 6R)-3-acetamido-2, 5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanamido]propanamido]butanoic acid | BDBM50505203

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Bacterial peptidoglycan fragment that activates NOD2 receptors. Induces polarization of proinflammatory Ly6Chighinto Ly6Clowpatrolling monocytes.Enhance the antigenicity of weak antigens, thereby increasing antibody titers. N-acetylmuramyl-L-alanyl-D-isog

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC(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
• InChIKey: BSOQXXWZTUDTEL-QAQREVAFSA-N
• INCHI: 1S/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=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Dipeptides
• 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 Framework: Aliphatic 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
• Description: This 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

NOD2 Tclin Nucleotide-binding oligomerization domain-containing protein 2 (1 Activities)

Discover Target: NOD2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NLRP1 Tbio NACHT, LRR and PYD domains-containing protein 1 (0 Activities)

Discover Target: NLRP1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NOD1 Tchem Nucleotide-binding oligomerization domain-containing protein 1 (1322 Activities)

Discover Target: NOD1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NOD2 Tclin Nucleotide-binding oligomerization domain-containing protein 2 (1613 Activities)

Discover Target: NOD2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NLRP3 Tchem NACHT, LRR and PYD domains-containing protein 3 (908 Activities)

Discover Target: NLRP3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Oryctolagus cuniculus (11301 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RAW264.7 (28094 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:water, Max Conc. mg/mL: 49.25, Max Conc. mM: 100
• Sensitivity: Moisture sensitive
• Boil Point(°C): 1071.8±65.0 °C(Predicted)
• Molecular Weight: 492.500 g/mol
• XLogP3: -3.700
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 12
• Exact Mass: 492.207 Da
• Monoisotopic Mass: 492.207 Da
• Topological Polar Surface Area: 247.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 765.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1