A NOD2 ligand
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Muramyl Dipeptide

Item No. 30866

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(N-acetylmuramoyl)-L-alanyl-D-α-glutamine
CAS Number
53678-77-6
Synonyms
  • MDP
  • N-Acetylmuramoyl dipeptide
Molecular Formula
C19H32N4O11
Formula Weight
492.5
Purity
≥95% (mixture of anomers)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: 40 mg/ml
SMILES
OC[C@@H](O)[C@@H](O)[C@H](O[C@@H](C(N[C@@H](C)C(N[C@@H](C(N)=O)CCC(O)=O)=O)=O)C)[C@@H](NC(C)=O)C=O
InChi Code
InChI=1S/C19H32N4O11/c1-8(18(32)23-11(17(20)31)4-5-14(28)29)21-19(33)9(2)34-16(15(30)13(27)7-25)12(6-24)22-10(3)26/h6,8-9,11-13,15-16,25,27,30H,4-5,7H2,1-3H3,(H2,20,31)(H,21,33)(H,22,26)(H,23,32)(H,28,29)/t8-,9+,11+,12-,13+,15+,16+/m0/s1
InChi Key
MEJOVVKHFORGKW-HOMBLFBHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $69

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    5 mg

    $263

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    10 mg

    $493

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    Cayman Chemical
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    Product Description

    Muramyl dipeptide (MDP) is a ligand for nucleotide-binding oligomerization domain-containing 2 (NOD2) and a breakdown product of bacterial cell wall peptidoglycan.1 MDP binds to NOD2 to induce NF-κB signaling and the production of pro-inflammatory cytokines, chemokines, and antimicrobial peptides. It has been used as an adjuvant to enhance non-specific immunity to bacterial infections in mice.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ogawa, C., Liu, Y.-J., and Kobayashi, K.S. Muramyl dipeptide and its derivatives: Peptide adjuvant in immunological disorders and cancer therapy. Curr. Bioact. Compd. 7(3),, 180-197 (2011).

    2. Chedid, L., Parant, M., Lefrancher, P., et al. Enhancement of nonspecific immunity to Klebsiella pneumoniae infection by a synthetic immunoadjuvant (N-acetylmuramyl-L-alanyl-D-isoglutamine) and several analogs. Proc. Natl. Acad. Sci. USA 74(5), 2089-2093 (1977).