Stereochemistry of rHint1 hydrolase assisted cleavage of P–N bond in nucleoside 5′-O-phosphoramidothioates

The Hint-1 hydrolase assisted cleavage of the P–N bond in adenosine-5′-O-[N-(tryptophanylamide)]phosphoramidothioate proceeds with retention of configuration at the phosphorus atom which is consistent with the formation of a covalent enzyme–substrate complex.