title: [Synthesis of lipophilic muramoyldipeptide derivatives].
abstract: beta-Glycosides of N-acetylglucosamine, obtained by the oxazoline synthesis, with 2-dodecyltetradecanol-1 and 2,3-didodecyloxypropanol-1 as aglycons, were converted into muramic acids and then coupled with the dipeptide to give lipophilic glycosides of muramoyldipeptide. On the other hand, condensation of 2-dodecyltetradecanyl esters of glycine and 6-aminohexanoic acid with Boc-L-Ala-D-Glu-NH2 gave the corresponding lipophilic tripeptides, which upon coupling with alpha-benzyl-4,6-O-benzylyden-N-acetylmuramic acid yielded lipophilic esters of muramoyltripeptides. The protecting groups were removed by acid hydrolysis and hydrogenolysis.
authors.forename: V O
authors.initials: VO
authors.lastname: Kur'ianov
authors.forename: A E
authors.initials: AE
authors.lastname: Zemliakov
authors.forename: V Ia
authors.initials: VIa
authors.lastname: Chirva
mesh_terms: D000119:Acetylmuramyl-Alanyl-Isoglutamine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000378:metabolism; D006868:Hydrolysis; D050356:Lipid Metabolism; D011487:Protein Conformation
chemical_list: D000119:Acetylmuramyl-Alanyl-Isoglutamine
vernacular_title: Sintez lipofil'nykh proizvodnykh muramoildipeptida.