Phosphonamidate and phosphothioate dipeptides as potential inhibitors of VanX

Specificity of Induction of the vanA and vanB Operons in Vancomycin-Resistant Enterococci by Telavancin

“…FIG. 1 (22). A double reciprocal plot of the inhibition data illustrates the competitive nature of the inhibition and is shown in Fig.…”

Efficient synthesis of phosphonodepsipeptides derived from norleucine

“…This resulted in the synthesis of new phosphonate dipeptides for use as inhibitors of VanX D,D-dipeptidase. 6,[23][24][25][26] The preparations of some phosphonate compounds designed as potential antihypertensive agents are protected by patents. [27][28][29][30][31] The most common strategy to prepare depsiphosphonopeptides of Structure I (see below) consists of two crucial steps: (i) elongation of the C-and/or N-terminus of mixed esters, followed by (ii) selective cleavage of the protecting group R 3 .…”

“…11 The synthesis of the above-mentioned mixed diesters can be accomplished by the condensation of an N-protected phosphonate monoester with the hydroxyl moiety of a derivative of a glycolic, lactic or mandelic acid using coupling agents such as DIAD/PPh 3 , 31-34 BOP or PyBOP. 35,36 The same products have also been prepared from phosphonochloridates by treatment of monoesters with thionyl chloride [10][11][12]14,23,24 or by oxidative chlorination with carbon tetrachloride. 11,18 Next, the demethylation of unsymmetrical diesters using TMSBr, 12,20,22,31,32,34,35 LiSPr, 10,23,24 LiOH 14,19 or by hydrogenolysis of the protecting benzyl group 6,29 led to the desired phosphonic acid monoesters.…”

Glyphosate pathways to modern diseases VI: Prions, amyloidoses and autoimmune neurological diseases

“…Glyphosate integration with enzymes is a serious consideration, as glyphosate may serve as an enzyme inhibitor like other phosphonates [90][91][92]. Inhibition and immobilization of enzymes may occur via three basic categories: covalent linkage; adsorption on a carrier; or entrapment within macromolecules [93].…”