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Key Documents

A0936

Sigma-Aldrich

N-Acetylmuramyl-Ala-D-isoglutaminyl-Nε-stearoyl-Lys

Synonym(s):

MDP-LYS(L18), Muroctasin, Romurtide

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About This Item

Empirical Formula (Hill Notation):
C43H78N6O13
CAS Number:
Molecular Weight:
887.11
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCCCC(=O)NCCCC[C@H](NC(=O)CC[C@@H](NC(=O)[C@H](C)NC(=O)[C@@H](C)O[C@H]1[C@H](O)[C@@H](CO)OC(O)[C@@H]1NC(C)=O)C(N)=O)C(O)=O

InChI

1S/C43H78N6O13/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23-34(52)45-26-21-20-22-32(42(58)59)48-35(53)25-24-31(39(44)55)49-40(56)28(2)46-41(57)29(3)61-38-36(47-30(4)51)43(60)62-33(27-50)37(38)54/h28-29,31-33,36-38,43,50,54,60H,5-27H2,1-4H3,(H2,44,55)(H,45,52)(H,46,57)(H,47,51)(H,48,53)(H,49,56)(H,58,59)/t28-,29+,31+,32-,33+,36+,37+,38+,43?/m0/s1

InChI key

FKHUGQZRBPETJR-FZKCHLSLSA-N

Biochem/physiol Actions

Antibiotic peptide.
MDP-LYS(L18), a synthetic analogue of MDP (muramyl dipeptide) derived from bacterial cell walls, is used as a potent immunoadjuvant that enhances protective immunity through activation of monocyte-macrophage lineage cells, such as dendritic cells.
N-Acetylmuramyl-Ala-D-isoglutaminyl-Nε-stearoyl-Lys, Romurtide, a muramyl dipeptide analogue, is a granulocyte-macrophage colony-stimulating factor and a TNF-α inducer.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Y Koike et al.
Vaccine, 16(20), 1982-1989 (1998-10-31)
In a previous study, we demonstrated that a lipophilic derivative of muramyl dipeptide [MDP-Lys(L18)] augmented antibody response to recombinant human hepatitis B surface antigen (rhHBsAg) when it was co-immunized with rhHBsAg solubilized in PBS. Here, we examined adjuvant activity of
J Yokouchi et al.
Gan to kagaku ryoho. Cancer & chemotherapy, 24(13), 1967-1973 (1997-11-14)
The most appropriate time for administration was studied based on examination of the total number of leukocytes, differential white blood count, and the number of platelets in 30 cases in which 200 micrograms Romurtide (Nopia) was injected subcutaneously on the
Neil Cartwright et al.
American journal of respiratory and critical care medicine, 175(6), 595-603 (2007-01-20)
NLRs (nucleotide oligomerisation domain [NOD] proteins containing a leucine-rich repeat) are cytosolic pattern recognition receptors. NOD1 senses diaminopimelic acid-containing peptidoglycan present in gram-negative bacteria, whereas NOD2 senses the muramyl dipeptide (MDP) present in most organisms. Bacteria are the most common
K Namba et al.
Vaccine, 14(14), 1322-1326 (1996-10-01)
We investigated the therapeutic effects of romurtide, a synthetic muramyl dipeptide derivative, on experimental thrombocytopenia induced by carboplatin in cynomolgus monkeys. A prolonged thrombocytopenia due to a severe myelosuppression was induced by carboplatin. Romurtide given subcutaneously elevated significantly the peripheral
T Sugawara et al.
International journal of tissue reactions, 17(1), 5-13 (1995-01-01)
To examine the involvement of lymphocytes in the development of MDP-Lys(L18)-induced arthritis (MIA) in rats and the exacerbation of MIA by cyclosporin A (CsA), we analysed the spleen lymphocyte subset using monoclonal antibodies and flow cytometry during the development of

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