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N-Acetylmuramyl-L-alanyl-D-isoglutamine hydrate

SIGMA/A9519 - ≥98% (TLC)

Synonym: Adjuvant Peptide; Muramyl dipeptide

CAS Number: 53678-77-6
Empirical Formula (Hill Notation): C19H32N4O11 · xH2O
Molecular Weight: 492.48 (anhydrous basis)
EC Number: 258-696-9
MDL Number: MFCD00077638
Linear Formula: C19H32N4O11 · xH2O
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-A9519-1MG 1 mg
 $99.70
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45-A9519-5MG 5 mg
 $288.00
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45-A9519-10MG 10 mg
 $502.00
1/EA		 Add To Favorites
45-A9519-25MG 25 mg
 $735.00
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application(s) cell analysis
assay ≥98% (TLC)
color white
form powder
InChI 1S/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 BSOQXXWZTUDTEL-QAQREVAFSA-N
Quality Level 200 
SMILES string C[C@H](NC(=O)[C@@H](C)O[C@H]1[C@H](O)[C@@H](CO)OC(O)[C@@H]1NC(C)=O)C(=O)N[C@H](CCC(O)=O)C(N)=O
storage temp. −20°C
technique(s) ligand binding assay: suitable
Amino Acid Sequence: MurNAc-Ala-Agn
Application: N-Acetylmuramyl-L-alanyl-D-isoglutamine hydrate has been used in staphylococcal cell wall preparation to induce the release of TNF from human monocytes.
Biochem/physiol Actions: Enhances antigenicity of weak antigens, increasing antibody titer.
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.
Biochem/physiol Actions: N-Acetylmuramyl-L-alanyl-D-isoglutamine (MDP, muramyl dipeptide), a neurotrophic and immunomodulatory factor related to bacterial peptidoglycans, is used as an immune modulation factor that enhances immune response and to study neural development.
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (TLC)
Storage Temp. −20°C
UNSPSC 12352209

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