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CAS 53678-77-6

:

N2-[N-(N-acetylmuramoyl)-L-alanyl]-D-α-glutamine

Description:
N2-[N-(N-acetylmuramoyl)-L-alanyl]-D-α-glutamine, commonly referred to as a peptidoglycan derivative, is a compound that plays a significant role in bacterial cell wall structure and function. This substance is characterized by its unique combination of amino acids and a muramoyl moiety, which is integral to the stability and integrity of bacterial cell walls. The presence of the N-acetylmuramoyl group contributes to its biological activity, particularly in interactions with the immune system. The compound exhibits properties typical of peptides, including solubility in water and potential reactivity with various biological molecules. Its structure allows it to participate in important biochemical pathways, particularly in the context of bacterial growth and immune response modulation. Additionally, due to its specific amino acid composition, it may exhibit unique binding affinities and enzymatic interactions, making it a subject of interest in microbiology and pharmacology. Understanding its characteristics can provide insights into bacterial physiology and the development of antimicrobial agents.
Formula:C19H32N4O11
InChI:InChI=1/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:InChIKey=MEJOVVKHFORGKW-HOMBLFBHSA-N
SMILES:[C@H]([C@@H](NC(C)=O)C=O)(O[C@@H](C(N[C@H](C(N[C@H](CCC(O)=O)C(N)=O)=O)C)=O)C)[C@@H]([C@@H](CO)O)O
Synonyms:
  • (4R)-4-{[(2S)-2-{[(2R)-2-{[(2R,3R,4R,5S,6R)-3-(acetylamino)-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl]oxy}propanoyl]amino}propanoyl]amino}-5-amino-5-oxopentanoic acid (non-preferred name)
  • (4R)-4-{[(2S)-2-{[(2R)-2-{[(2R,5S)-3-(acetylamino)-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl]oxy}propanoyl]amino}propanoyl]amino}-5-amino-5-oxopentanoic acid (non-preferred name)
  • 2: PN: WO2009039971 PAGE: 99 claimed protein
  • <span class="text-smallcaps">D</smallcap>-α-Glutamine, N-(N-acetylmuramoyl)-<smallcap>L</span>-alanyl-
  • <span class="text-smallcaps">D</smallcap>-α-Glutamine, N<sup>2</sup>-[N-(N-acetylmuramoyl)-<smallcap>L</span>-alanyl]-
  • Acetylmuramoyl-<span class="text-smallcaps">L</smallcap>-alanyl-<smallcap>D</span>-isoglutamine
  • Acetylmuramyl-L-alanyl-D-isoglutamine
  • Acetylmuramyl-alanyl-isoglutamine
  • Brn 4220745
  • D-alpha-Glutamine, N(sup 2)-(N-(N-acetylmuramoyl)-L-alanyl)-
  • See more synonyms
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Found 8 products.
  • Ac-muramyl-Ala-D-Glu-NH₂

    CAS:
    Muramyl dipeptide (MDP) inhibits HIV replication in CD4⁺ H9 lymphocytes..
    Formula:C19H32N4O11
    Purity:99.2%
    Color and Shape:White Powder
    Molecular weight:492.48

    Ref: 01-4009623

    5mg
    111.00€
    25mg
    426.00€
  • Muramyl dipeptide

    CAS:
    <p>Muramyl dipeptide</p>
    Purity:≥98%
    Molecular weight:492.48g/mol

    Ref: 54-BUP02131

    1mg
    To inquire
    5mg
    To inquire
    10mg
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    25mg
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    50mg
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    100mg
    To inquire
  • PAF (Platelet-Activating Factor, bovine heart)

    CAS:
    Formula:C19H32N4O11
    Purity:95%
    Color and Shape:In solution, Chloroform
    Molecular weight:492.48

    Ref: 48-39-0300

    5mg
    To inquire
    25mg
    To inquire
  • Muramyl dipeptide

    CAS:
    MDP is a synthetic peptide promoting bone formation by modulating osteoclasts, osteoblasts, and Runx2 expression via MAPK pathways.
    Formula:C19H32N4O11
    Purity:99.34%
    Color and Shape:Solid
    Molecular weight:492.48
  • N-Acetylmuramyl-L-alanyl-D-isoglutamine hydrate

    CAS:
    Muramyl dipeptide is a component of the bacterial cell wall and is found in mycobacteria, mycoplasmas, spirochetes, and gram-positive bacteria. Muramyl dipeptide has been shown to induce the activation of macrophages and other cells by stimulating toll-like receptor 4. It also has significant cytotoxicity against various cancer cells, as well as potent inducers of ubiquitin ligases. The use of muramyl dipeptide in vitro was shown to inhibit replication of HIV-1 virus in human lymphocytes. This agent has also been used for the treatment of bowel disease.
    Formula:C19H32N4O11·xH2O
    Purity:Min. 96 Area-%
    Color and Shape:Powder
    Molecular weight:492.48 g/mol

    Ref: 3D-MA58738

    1mg
    193.00€
    2mg
    325.00€
    5mg
    620.00€
    10mg
    885.00€
    25mg
    1,440.00€
  • Adjuvant Peptide

    CAS:
    <p>Adjuvant Peptide is a glycol ether that has been shown to have biological properties. It is used in the production of Immunoassays and other biochemicals. Adjuvant Peptide is an experimental model for immunity, as it stimulates cellular responses and alters the immune system's response to antigens. It shows potential for use in treating bowel diseases, such as ulcerative colitis, because of its ability to stimulate macrophage activity and induce cytokine production.</p>
    Formula:C19H32N4O11•2H2O
    Purity:Min. 95%
    Molecular weight:528.51 g/mol

    Ref: 3D-PAD-4031

    25mg
    2,444.00€
  • Adjuvant Peptide

    CAS:
    <p>Adjuvant peptide is a research tool that can be used in the study of protein interactions, pharmacology and cell biology. It can also be used as an inhibitor for ion channels or receptors. Adjuvant peptide has a molecular weight of 638.2 Da and a purity of &gt; 98%.</p>
    Formula:C19H32N4O11
    Purity:Min. 95%
    Molecular weight:492.48 g/mol

    Ref: 3D-PAD-4031-V

    500µg
    183.00€
  • N-ACETYLMURAMYL-L-ALANYL-D-ISOGLUTAMINE

    CAS:
    Formula:C19H32N4O11
    Purity:98%
    Molecular weight:492.4776

    Ref: IN-DA00DABS

    1mg
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    2mg
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    5mg
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    50mg
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    100mg
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    500mg
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    Discontinued product