21. Another deviation from the regular Hammet equation is explained by the charge of nucleophile . 22. The polarizability of the nucleophile or involvement of intramolecular catalysis also plays a role. 23. The rate of reaction of nucleophile and electrophile depends on the identity of both. 24. It is a nucleophile and a strong base. 25. Instead, Glu-537 is the actual nucleophile , binding to a galactosyl intermediate. 26. S N 2 occurs where the central carbon atom is easily accessible to the nucleophile . 27. This enolate cyclizes to a cyclopropanone intermediate which is then attacked by the hydroxide nucleophile . 28. The nucleophile approaches the carbon of the carbonyl group at the Burgi-Dunitz angle. 29. Subsequently, the functional role of the SOH center as nucleophile has obtained experimental support. 30. E n is the term Edwards introduced to account for the polarizability of the nucleophile .