A combination of a chemical double-mutant cycle and a linear free energy relationship has demonstrated that a weak attractive interaction (−0.8 to −1.5 kJ mol−1) exists between an organic fluorine substituent and the face of an amide functional group (see picture). This study supports recent results that have suggested that such an attraction may be operative in enzyme–inhibitor interactions.
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Hof et al. (2004) studied this question.
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