SN1 vs SN2 reactions. Ester oxygen can get protonized but amide nitrogen can not.

Yuhong

Mark Matthewson <[EMAIL PROTECTED]> wrote:
Hi folks,

I was puzzled as I went through the literature and could not find out why many esterases cannot catalyze the cleavage of an amide bond, while proteases can hydrolyze esters. Is there a structural basis why an esterase cannot hydrolyze an  amide or peptide?

Would greatly appreciate your expertise and help.

Best regards,

Rick

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