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muramyl dipeptide

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Origin: China

Cas No: 53678-77-6

Specification: 99%min

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  • Products Specification
  • Product Description

  • Property

    CAS No.: 53678-77-6 Formula: C19H32N4O11 Molecular Weight: 492.47800

    Description

    Muramyl dipeptide is constituent of both Gram-positive and Gram-negative bacteria composed of N-acetylmuramic acid linked by its lactic acid moiety to the N-terminus of an L-alanine D-isoglutamine dipeptide.
    It can be recognized by the immune system as a pathogen-associated molecular pattern and activate the NALP3 inflammasome which in turn leads to cytokine activation, especially IL-1α and IL-1β.

    Basic Info

    Chemical Name muramyl dipeptide
    Synonyms

    AC-MURAMYL-ALA-D-GLN;
    AC-MURAMYL-ALA-D-GLU-NH2;
    Adjuvant Peptide,Muramyl dipeptide;
    N-AC-MURAMYL-ALA-D-GLU-NH2;
    ADJUVANT PEPTIDE;
    MDP;
    AC-MURAMYL-ALA-D-ISOGLN-OH;
    Nod2 ligand muramyl dipeptide;
    N-ACETYLMURAMYL-L-ALANYL-D-ISOGLUTAMINE;
    L-18-MDP;

    CAS No. 53678-77-6
    Molecular Formula C19H32N4O11
    Molecular Weight 492.47800
    PSA 246.84000
    LogP -2.45220

    Properties

    Density 1.45g/cm3
    Boiling Point 1023.7ºC at 760mmHg
    Flash Point 572.9ºC
    Refractive Index 1.578
    Storage Condition -20ºC

    Safety Info

    RTECS MA2275260
    Safety Statements S22-S24/25
    WGK Germany 3

    Synthesis Route

    benzyl 2-acetamido-4,6-O-benzylidene-3-O-[(R)-1-carboxyethyl]-2-deoxy-α-D-glucopyranoside→muramyl dipeptide
    benzyl (R)-4-((S)-2-((R)-2-(((2S,3R,4R,5S,6R)-3-acetamido-2-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanamido)propanamido)-5-amino-5-oxopentanoate→muramyl dipeptide

    Precursor

    4-Fluorocinnamic acid
    benzyl 2-acetamido-2-deoxy-4,6-O-benzylidene-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester)-α-D-glucopyranoside
    2,4-Difluorocinnamic Acid
    benzyl 2-acetamido-2-deoxy-4,6-O-benzylidene-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine benzyl ester)-α-D-glucopyranoside

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