69323-67-7Relevant academic research and scientific papers
Convergent synthesis of novel muramyl dipeptide analogues: Inhibition of porphyromonas gingivalis-induced pro-inflammatory effects by high doses of muramyl dipeptide
Cai, Bin,Panek, James S.,Amar, Salomon
, p. 6878 - 6890 (2016/08/05)
Porphyromonas gingivalis (P.g.)-induced TNF-α can be affected by muramyl dipeptide (MDP) in a biphasic concentration-dependent manner. We found that in P.g.-exposed macrophages, treatment with 10 μg/mL of MDP (MDP-low) up-regulated TNF-α by 29%, while 100
Synthesis and Biological Activity of 6-O-(3-Acyloxytetradecanoyl)-N-acetyl-muramoyl Dipeptide Methyl Esters and Related Compounds
Ishida, Hideharu,Takada, Kyoko,Kigawa, Koji,Imai, Yasuyuki,Kiso, Makoto,et al.
, p. 1269 - 1274 (2007/10/02)
A variety of 6-O-(3-acyloxytetradecanoyl)-MDP methyl esters were synthesized using optically-active (3R)-3-acyloxytetradecanoic acid.Their immunoadjuvant activity was examined.
Synthesis of β(1-4)-Linked Disaccharides of N-Acetylglucosamine and3 N-Acetylmuramic Acid by Their Direct Condensation
Kusumoto, Shoichi,Imoto, Masahiro,Oguki, Tsuyoshi,Shiba, Tetsuo
, p. 1419 - 1424 (2007/10/02)
As a basic study in the synthetic approach to immunoactive cell wall peptid3oglycan whose backbone is a β(1-4)-linked saccharide of alternating glucosamine and3 muramic acid, methods for the direct condensation of these sugar components were studied and O-(N-acetyl-β-muramyl)-(1->4)-N-acetyl-D-glucosamine and O-(N-acetyl-β-D-glucosaminyl)-(1->4)-N-acetylmuramic acid were synthesized.In the synthesis of the latter disaccharide, previous formation of an ester bond between the carboxyl group of muramic acid and the 6-hydroxyl group of glucosamine proved to facilitate the glycoside bond formation between these sugar moieties.
Synthesis of carbohydrate analogs (positional, configurational, and optical) of n-acetylmuramoyl-L-alanyl-D-isoglutamine, and their immunoadjuvant activities.
Hasegawa,Kaneda,Goh,Nishibori,Kiso,Azuma
, p. 143 - 163 (2007/10/02)
2-Acetamido-2-deoxy-4- and -6-O-(D-2-propanoyl-L-alanyl-D-isoglutamine)-D-glucopyranose, 2-acetamido-2-deoxy-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine)-D-allopyranose, -D-gulopyranose, -D-galactopyranose, -D-mannopyranose, and -L-idopyranose, and 3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine)-D- and -L-glucopyranose were synthesized, in order to clarify the structural requirements for the immunoadjuvant activity of the carbohydrate moiety in N-acetylmuramoyl-L-alanyl-D-isoglutamine. Immunoadjuvant activity of the N-acetylmuramoyl-dipeptide analogs was examined in guinea-pigs.
