DC Chemicals Limited
China
Product Name: Muramyl dipeptide
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Purity: 98.0%
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Contact: Tony Cao

Nanjing Peptide Biotech Ltd
China
Product Name: Ac-muramyl-Ala-D-Glu-NH2
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Purity: 98.0%
Stocking Period: 7 Day
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: N-acetylmuramyl-l-alanyl-D-isoglutamine
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Purity: 98.0%
Stocking Period: Inquiry
Contact: Ms Wang

53678-77-6

53678-77-6 structure

Name: Ac-muramyl-Ala-D-Glu-NH2
Chemical Name: muramyl dipeptide
CAS Number: 53678-77-6
Molecular Formula: C₁₉H₃₂N₄O₁₁
Molecular Weight: 492.478
Catalog: Signaling Pathways MAPK/ERK Pathway ERK
Create Date: 2018-06-10 12:13:09
Modify Date: 2024-01-02 17:48:02
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].

Name	muramyl dipeptide
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

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 >> Others Signaling Pathways >> MAPK/ERK Pathway >> p38 MAPK Signaling Pathways >> MAPK/ERK Pathway >> ERK Signaling Pathways >> MAPK/ERK Pathway >> JNK Signaling 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.

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
Storage condition	−20°C
Water Solubility	H2O: 10 mg/mL, clear, colorless

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MA2275260

CHEMICAL NAME :: D-alpha-Glutamine, N(sup 2)-(N-(N-acetylmuramoyl)-L-alanyl)-

CAS REGISTRY NUMBER :: 53678-77-6

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C19-H32-N4-O11

MOLECULAR WEIGHT :: 492.55

HEALTH HAZARD DATA

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

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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