N-Acetylmuramyl-L-alanyl-D-isoglutamine hydrate - 98%, high purity , CAS No.53678-77-6, Agonist of NLRP1;Agonist of nucleotide binding oligomerization domain containing 2

Item Number
N303924
Grouped product items
SKUSizeAvailabilityPrice Qty
N303924-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$119.90
N303924-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$349.90

Activates NOD2 receptors

Basic Description

SynonymsAdjuvant 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 & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsBacterial 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 TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeAGONIST
Mechanism of actionAgonist of NLRP1;Agonist of nucleotide binding oligomerization domain containing 2

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

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

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
INCHI 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
InChi Key BSOQXXWZTUDTEL-QAQREVAFSA-N
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
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
PubChem CID 11620162
Molecular Weight 492.48 (anhydrous basis)

Certificates

Certificate of Analysis(COA)

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4 results found

Lot NumberCertificate TypeDateItem
H2316667Certificate of AnalysisJul 21, 2023 N303924
H2316668Certificate of AnalysisJul 21, 2023 N303924
L2315337Certificate of AnalysisJul 21, 2023 N303924
L2315338Certificate of AnalysisJul 21, 2023 N303924

Chemical and Physical Properties

SolubilitySolvent:water, Max Conc. mg/mL: 49.25, Max Conc. mM: 100
Boil Point(°C)1071.8±65.0 °C(Predicted)

Related Documents

References

1. Inohara N, Ogura Y, Fontalba A, Gutierrez O, Pons F, Crespo J, Fukase K, Inamura S, Kusumoto S, Hashimoto M et al..  (2003)  Host recognition of bacterial muramyl dipeptide mediated through NOD2. Implications for Crohn's disease..  J Biol Chem,  278  (8): (5509-12).  [PMID:12514169] [10.1021/op500134e]
2. Girardin SE, Boneca IG, Viala J, Chamaillard M, Labigne A, Thomas G, Philpott DJ, Sansonetti PJ.  (2003)  Nod2 is a general sensor of peptidoglycan through muramyl dipeptide (MDP) detection..  J Biol Chem,  278  (11): (8869-72).  [PMID:12527755] [10.1021/op500134e]

Solution Calculators