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Chemical Compound Review:

AC1NUTAA (2S,6S)-6-[[4-[[(2S)-2- [[(2R)-2-[(2S,3R,4R...

Synonyms: 83487-85-8, Muramyl pentapeptide, Acmu-L-ala-gamma-D-gln-meso-A2pm-ala-ala

Guan, R. et al., Drapier, J.C. et al., Yapo, A. et al.

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Disease relevance of Muramyl pentapeptide

Crystal structure of human peptidoglycan recognition protein I{alpha} bound to a muramyl pentapeptide from Gram-positive bacteria [1].

High impact information on Muramyl pentapeptide

We determined the crystal structure, to 2.1 A resolution, of the C-terminal PGN-binding domain of human PGRP-Ialpha in complex with a muramyl pentapeptide (MPP) from Gram-positive bacteria containing a complete peptide stem (L-Ala-D-isoGln-L-Lys-D-Ala-D-Ala) [1].
The muramyl-pentapeptide injected i.v. one day before a lethal dose of K. pneumoniae protects both adult and neonate mice, as does MDP itself; the muramyl-tripeptide is inactive [2].
In the case of peptidoglycan derivatives, high molecular weight compounds like WSA (water-soluble adjuvant) are stronger inhibitors than small molecules like MPP (muramyl pentapeptide) [3].

References

Crystal structure of human peptidoglycan recognition protein I{alpha} bound to a muramyl pentapeptide from Gram-positive bacteria. Guan, R., Brown, P.H., Swaminathan, C.P., Roychowdhury, A., Boons, G.J., Mariuzza, R.A. Protein Sci. (2006) [Pubmed]
Fate of two 14C labelled muramyl peptides: Ac-Mur-L-Ala-gamma-D-Glu-meso-A2pm and Ac-Mur-L-Ala-gamma-D-Glu-meso-A2pm-D-Ala-D-Ala in mice. Evaluation of their ability to increase non specific resistance to Klebsiella infection. Yapo, A., Petit, J.F., Lederer, E., Parant, M., Parant, F., Chedid, L. Int. J. Immunopharmacol. (1982) [Pubmed]
Regulation of plasminogen activator secretion in mouse peritoneal macrophages. II. Inhibition by immunomodulators of bacterial origin. Drapier, J.C., Lemaire, G., Petit, J.F. Int. J. Immunopharmacol. (1982) [Pubmed]

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