# Can electrostatic interaction affect nucleophilic attack by thiolate anion

Suppose a protein side chain has a $\ce{-SH}$ group which is partially deprotonated to thiolate anion $\ce{-S -}$. This thiolate can perform a nucleophilic attack on a certain substrate.

Will the propensity of nucleophilic attack be reduced if the thiolate anion is in electrostatic interaction with a $\ce{NH3+}$ group of a basic amino acid? Or is the likelihood of nucleophilic attack independent of electrostatic effects?

P.S.- The $\ce{-S-}$ will probably be in eletrostatic interaction with H+ in the solution also. Maybe electrostatic interaction with $\ce{NH3+}$ will be more stable?

Core question: If a negative nucleophile is in electrostatic interaction, will it affect its nucleophilicity?