CAS 53678-77-6|Ac-muramyl-Ala-D-Glu-NH2
Introduction：Basic information about CAS 53678-77-6|Ac-muramyl-Ala-D-Glu-NH2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Ac-muramyl-Ala-D-Glu-NH2 | ||
|---|---|---|---|
| CAS Number | 53678-77-6 | Molecular Weight | 492.478 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 1023.8±65.0 °C at 760 mmHg |
| Molecular Formula | C19H32N4O11 | Melting Point | / |
| MSDS | USA | Flash Point | 572.9±34.3 °C |
Names
| Name | muramyl dipeptide |
|---|---|
| Synonym | More Synonyms |
Ac-muramyl-Ala-D-Glu-NH2 BiologicalActivity
| Description | Muramyl dipeptide (MDP) is a synthetic immunoreactive peptide, consisting of N-acetyl muramic acid attached to a short amino acid chain of L-Ala-D-isoGln. Muramyl dipeptide is an inducer of bone formation through induction of Runx2. Muramyl dipeptide directly enhances osteoblast differentiation by up-regulating Runx2 gene expression through MAPK pathways. Muramyl dipeptide indirectly attenuates osteoclast differentiation through a decreased RANKL/OPG ratio[1]. |
|---|---|
| Related Catalog | Research Areas >>OthersSignaling Pathways >>MAPK/ERK Pathway >>p38 MAPKSignaling Pathways >>MAPK/ERK Pathway >>ERKSignaling Pathways >>MAPK/ERK Pathway >>JNKSignaling Pathways >>Stem Cell/Wnt >>ERK |
| In Vitro | Muramyl dipeptide (0.1-10 µg/mL; 24 hours) increases protein expression of Runx2 in a dose-dependent manner[1]. Muramyl dipeptide (0.1-10 µg/mL; 6 hours) increases mRNA levels of Runx2 in a dose-dependent manner[1]. Western Blot Analysis[1] Cell Line: MC3T3-E1 cells Concentration: 0.1, 1, 10 µg/mL Incubation Time: 24 hours Result: Increased protein expression of Runx2 in a dose-dependent manner. RT-PCR[1] Cell Line: MC3T3-E1 cells Concentration: 0.1, 1, 10 µg/mL Incubation Time: 6 hours Result: Increases mRNA levels of Runx2 in a dose-dependent manner. |
| 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). |
| References | [1]. Park OJ, et al. Muramyl Dipeptide, a Shared Structural Motif of Peptidoglycans, Is a Novel Inducer of Bone Formation through Induction of Runx2. J Bone Miner Res. 2017 Jul;32(7):1455-1468. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 1023.8±65.0 °C at 760 mmHg |
| Molecular Formula | C19H32N4O11 |
| Molecular Weight | 492.478 |
| Flash Point | 572.9±34.3 °C |
| Exact Mass | 492.206757 |
| PSA | 246.84000 |
| LogP | -2.97 |
| Vapour Pressure | 0.0±0.6 mmHg at 25°C |
| Index of Refraction | 1.578 |
| InChIKey | BSOQXXWZTUDTEL-QAQREVAFSA-N |
| SMILES | CC(=O)NC1C(O)OC(CO)C(O)C1OC(C)C(=O)NC(C)C(=O)NC(CCC(=O)O)C(N)=O |
| Storage condition | −20°C |
| Water Solubility | H2O: 10 mg/mL, clear, colorless |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intratesticular
- DOSE :
- 800 ug/kg
- SEX/DURATION :
- male 1 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)
- REFERENCE :
- IJMRAQ Indian Journal of Medical Research. (Indian Council of Medical Research, Ansari Nagar, New Delhi 110 029, India) V.1- 1913- Volume(issue)/page/year: 74,251,1981
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Safety Phrases | S22-S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | MA2275260 |
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Synonyms
| 2-Acetamido-2-deoxy-3-O-(D-2-propionyl-L-alanyl-D-isoglutamine)-D-glucopyranose |
| AC-MURAMYL-ALA-D-GLN |
| Adjuvant Peptide,Muramyl dipeptide |
| N-AC-MURAMYL-ALA-D-GLU-NH2 |
| L-18-MDP |
| MFCD00077638 |
| AC-MURAMYL-ALA-D-GLU-NH2 |
| ADJUVANT PEPTIDE |
| MDP |
| AC-MURAMYL-ALA-D-ISOGLN-OH |
| N-ACETYLMURAMYL-L-ALANYL-D-ISOGLUTAMINE |
| Nod2 ligand muramyl dipeptide |
| N2-[N-(N-Acetylmuramoyl)-L-alanyl]-D-a-glutamine |
| EINECS 258-696-9 |
| (4R)-4-{[(2S)-2-{[(2R)-2-{[(3R,4R,5S,6R)-3-Acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl]oxy}propanoyl]amino}propanoyl]amino}-5-amino-5-oxopentanoic acid |
