Saturday, January 12, 2019

biochemistry - Why are peroxides unstable but disulfide bridges considered stable? Why are esters stable but thiolesters are unstable?


I can not understand why a peroxide $\ce{R-O-O-R}$ is considered reactive and unstable.


Going down one row on the periodic table, a disulfide bridge ($\ce{R-S-S-R}$) is apparently super stable and super important to proteins 3d structure.


At the same time, a thioester is considered to be as unstable/reactive as ATP and the ester is the stable one?



What am I conceptually missing here to explain this contradiction?




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