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N-[trans-2-[[2'-(acetylamino)cyclohexyl]oxy]acetyl]-L-alanyl-D-glutamic Acid: A Novel Immunologically Active Carbocyclic Muramyl Dipeptide Analogue

N-[trans-2-[[2'-(acetylamino)cyclohexyl]oxy]acetyl]-L-alanyl-D-glutamic Acid: A Novel Immunologically Active Carbocyclic Muramyl Dipeptide Analogue

D Kikelj, S Pecar, V Kotnik, A Stalc, B Wraber-Herzog, S Simcic, A Ihan, L Klamfer, L Povsic, R Grahek, E Suhadolc, M Hocevar, H Hönig, R Rogi-Kohlenprath

J Med Chem. 1998 Feb 12;41(4):530-9.

PMID: 9484503

Abstract:

A novel non-pyrogenic carbocyclic muramyl dipeptide (MDP) analogue, N-¿trans-2-[[2'-(acetylamino)cyclohexyl]oxy]acetyl¿-L-alanyl-D-glutamic acid, was obtained by replacement of the N-acetylmuramic acid part and the D-isoglutamine residue of the MDP molecule by a trans-2-[[2'-(acetylamino)cyclohexyl]oxy]acetyl moiety and D-glutamic acid, respectively. The title compound was selected as a promising candidate for further evaluation among several related analogues on the basis of an immunorestoration test in mice. This novel nor-MDP analogue protects mice against the immunosuppressive effect of cyclophosphamide and increases the nonspecific resistance of mice against fungal infection. It is an immunomodulator which enhances the maturation of lymphocytes B to plasma cells and increases the activity of lymphocytes B and lymphocytes T as well as that of macrophages but does not alter the number of these cells.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP158401515	Cyclophosphamide Related Compound D		158401-51-5	Price

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