Synthesis and evaluation of phospholipid analogs as inhibitors of cobra venom phospholipase A2 was written by Yuan, Wei;Berman, Richard J.;Gelb, Michael H.. And the article was included in Journal of the American Chemical Society in 1987.Name: Ethyl 2,2-dimethyl-1,3-dioxane-5-carboxylate This article mentions the following:
Analogs of phospholipids that contain fluoro ketone, ketone, and alc. replacements for the ester at the 2-position of the glycerol backbone were prepared and analyzed as inhibitors of phospholipase A2 from Naja naja naja venom. Phospholipid analogs were studied that contain two alkyl chains, e.g., I as well as single chain compounds, e.g., II that lack C(1) of the glycerol backbone and the attached acyl unit. Compounds that contain both long and medium length alkyl chains were studied. All of the potential inhibitors were tested in a well-defined mixed micelle system in which both the substrates and the inhibitors were incorporated into Triton X-100 micelles. The best inhibitors studied were the single chain fluoro ketones despite the fact that the enzyme has a strong preference for two-chain lipids. The most potent compound was found to have a dissociation constant some 1000-3000-fold lower than the Michaelis constant for dipalmitoyl phosphatidylcholine substrate. 19F-NMR studies of the fluoro ketone phospholipid analogs in micelles show that whereas the single chain compounds are partially in the hydrated-ketone form, the two-chain compounds are less than 0.1% hydrated. In every case studied, potent inhibition of phospholipase A2 was observed only with those compounds that are significantly hydrated in the micelle, and it is suggested that the hydrated fluoro ketone containing phospholipid analogs are the species responsible for the inhibition. In addition, the single chain fluoro ketones were better inhibitors than single and double chain alc. and ketone analogs. Previous studies have shown that the cobra venom enzyme is activated by choline-containing lipids, and evidence is presented for the binding of the hydrated fluoro ketone inhibitors selectively to the activated enzyme. In the experiment, the researchers used many compounds, for example, Ethyl 2,2-dimethyl-1,3-dioxane-5-carboxylate (cas: 82962-54-7Name: Ethyl 2,2-dimethyl-1,3-dioxane-5-carboxylate).
Ethyl 2,2-dimethyl-1,3-dioxane-5-carboxylate (cas: 82962-54-7) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Name: Ethyl 2,2-dimethyl-1,3-dioxane-5-carboxylate
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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics