84792-41-6Relevant academic research and scientific papers
An improved solid-phase methodology for the synthesis of putative hexa- and heptapeptide intermediates in vancomycin biosynthesis
Li, Dong Bo,Robinson, John A.
, p. 1233 - 1239 (2007/10/03)
The biosynthesis of the vancomycin aglycone involves three oxidative phenol coupling reactions, each catalyzed by a discrete cytochrome P450-like enzyme. Studies on the mechanism and specificity of the enzyme (called OxyB) catalyzing the first coupling, require access to suitable linear peptide precursors, each conjugated as a thioester to a peptide carrier domain of the vancomycin non-ribosomal peptide synthetase. An efficient route to representative free linear peptides is described here. The method makes use of Alloc-chemistry during solid-phase assembly of the peptide backbone, but importantly and in contrast to earlier efforts, largely avoids the use of amino acid side chain protecting groups. In this way, the target linear peptides can be released directly from the solid support under very mild conditions. The Royal Society of Chemistry 2005.
An Examination of O-2-Isocephems as Orally Absorbable Antibiotics
Mastalerz, Harold,Menard, Marcel,Vinet, Vivianne,Desiderio, James,Fung-Tomc, Joan,et al.
, p. 1190 - 1196 (2007/10/02)
The synthesis and structure-activity relationships of a series of orally absorbed O-2-isocephems are described.These compounds possessed a D-amino substituent at the 7-position while the substituent at the 3-position was varied.Relative to the analogous cephems, the O-2-isocephems exhibited comparable to better activity against Gram-positive organisms.Against Gram-negative organisms, their activity was variable but did indicate a lower β-lactamase stability.Following oral administration, the O-2-isocephems generally exhibited longer half-lives but lower Cmax's and urinary recoveries.
