Proteolytic Enzymes. II. Studies on the Requirement for the Active Center of Trypsin with Amidinobenzoates as Substrates

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Abstract

Isomers of benzamidine series containing a hydrolyzable ester group have been synthesized : Ethyl 1a and p-nitrophenyl p-amidinobenzoates 1b, and ethyl 2a and p-nitrophenyl m-amidinobenzoates 2b. The p-isomers 1a, 1b were found to be fairly good substrates while the m-isomers 2a, 2b were poor substrates in spite of their good binding for trypsin as measured by kinetic treatment. Characteristic behaviors of these isomers to trypsin were interpreted in terms of the structural requirements of the active center of the enzyme by taking advantage of their reigid conformations.

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