| Identification | More | [Name]
N-ACETYLMURAMYL-L-ALANYL-D-ISOGLUTAMINE | [CAS]
53678-77-6 | [Synonyms]
AC-MURAMYL-ALA-D-GLN AC-MURAMYL-ALA-D-GLU-NH2 AC-MURAMYL-ALA-D-ISOGLN-OH AC-MURAMYL-ALA-D-ISOGLUTAMINE ADJUVANT PEPTIDE MDP MURAMYL DIPEPTIDE N-ACETYL-MURAMYL-L-ALA-D-ISOGLN N-ACETYLMURAMYL-L-ALA-D-ISOGLUTAMINE N-ACETYLMURAMYL-L-ALANYL-D-ISOGLUTAMINE N-AC-MURAMYL-ALA-D-GLU-NH2 N-AC-MURAMYL-ALA-D-GLU-NH2 2H2O acetylmuramyl-alanyl-isoglutamine n(sup2)-(n-(n-acetylmuramoyl)-l-alanyl)-d-alpha-glutamin n(sup2)-(n-(n-acetylmuramoyl)-l-alanyl)-d-alpha-glutamine N2-[N-(N-acetylmuramoyl)-L-alanyl]-D-alpha-glutamine N-Acetylmuramyl-L-alanyl-D-isoglnamine hydrate n-acetylmuramyl-l-alanyl-d-isoglutamine hydrate Adjuvant Peptide, Muramyl dipeptide L-18-MDP | [EINECS(EC#)]
258-696-9 | [Molecular Formula]
C19H32N4O11 | [MDL Number]
MFCD00077638 | [Molecular Weight]
492.48 | [MOL File]
53678-77-6.mol |
| Chemical Properties | Back Directory | [alpha ]
D25 +44° (acetic acid) | [Boiling point ]
1071.8±65.0 °C(Predicted) | [density ]
1.390±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
H2O: 10 mg/mL, clear, colorless
| [form ]
buffered aqueous solution | [pka]
4.44±0.10(Predicted) | [color ]
White to off-white | [Merck ]
13,6329 | [BRN ]
4220745 | [Major Application]
cell analysis | [InChIKey]
BSOQXXWZTUDTEL-HYUMGUTENA-N | [SMILES]
[C@H]1(O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](C(=O)N)CCC(=O)O)[C@H](O)[C@H](OC(O)[C@@H]1NC(=O)C)CO |&1:0,2,7,12,21,23,27,r| | [CAS DataBase Reference]
53678-77-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
MA2275260
| [F ]
10 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Uses]
Immunological adjuvant. | [Biochem/physiol Actions]
Muramyl peptides are monomeric components that make up the bacterial cell wall peptidoglycan. It is generally produced by mammalian macrophages, as an immune response in the breakdown of bacterial cell wall. MDP promotes the production of interleukin-1 and tumor necrosis factor (TNF), which increase slow-wave sleep. | [in vivo]
Muramyl dipeptide (1.25 mg/kg; i.p.; twice) alleviates bone loss induced by osteoporosis[1]. | Animal Model: | RANKL-induced osteoporosis model (Five-week-old C57BL/6 mice)[1] | | Dosage: | 1.25 mg/kg | | Administration: | i.p.; twice (RANKL-induced osteoporosis for 3 weeks and euthanized at 4 weeks) | | Result: | Significantly enhanced the trabecular bone volume (BV/TV) and trabecular number (Tb.N). |
| [IC 50]
p38 MAPK; NLRP1 |
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