Synthesis of optical active lipoamino acids

✍ Scribed by L.D. Bergelson; Jul.G. Molotkovsky

• Book ID: 104250099
• Publisher: Elsevier Science
• Year: 1966
• Tongue: French
• Weight: 284 KB
• Volume: 7
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)99621-2

✦ Synopsis

previous studies have shown that the phospholipids of some bacteria contain alanine, &Wine, lysine CP CrnilWh8 in bound form (l-4). Since various investigators had suggested earlier that lipoamino acid complexes may be involved in protein syni-hesis by microorganisms as well as by higher plants and snixals (5-8) these reports aroused considerable interest. Analytical and spectral data indicated the bacterial liposmino acids to be amino acid esters of phosphatidyl glycerol of the type (XI) (l-3), leaving unsettled the position of the amino acid residue and the configuration of the phosphatidyl glycerol moiety. Recently two syntheses of compounds of type XI were reported. Since both syntheses afforded only partly or completely racemic compounds (g,'lO), the problem of the structure and configuration of the natural lipoamino acids remains still obscure.

Intending to investigate this question we have uudertaken a synthesis of the two optical active epimers of