Structure-activity relationship of the ficin hydrolysis of phenyl hippurates. Comparison with papain, actinidin, and bromelain

J Med Chem. 1984 Nov;27(11):1427-31. doi: 10.1021/jm00377a009.

Abstract

A study of the hydrolysis of 30 substituted-phenyl hippurates by the enzyme ficin has been made. From the results the following quantitative structure--activity relationship (QSAR) has been derived: log 1/Km = 0.79 pi'3 + 0.58 sigma + 0.28 MR4,5 + 3.70. In this expression Km is the Michaelis constant, pi'3 refers to the more hydrophobic of the two meta substituents, and MR4,5 is the molar refractivity of substituents in the 4- and 5-positions of the phenyl ring. This QSAR is compared with those from papain, actinidin, bromelain B, and bromelain D.

Publication types

  • Comparative Study

MeSH terms

  • Bromelains / metabolism*
  • Cysteine Endopeptidases*
  • Endopeptidases / metabolism*
  • Ficain / metabolism*
  • Hippurates / metabolism*
  • Hydrolysis
  • Kinetics
  • Mathematics
  • Papain / metabolism*
  • Structure-Activity Relationship

Substances

  • Hippurates
  • phenyl hippurate
  • Bromelains
  • Endopeptidases
  • Cysteine Endopeptidases
  • actinidain
  • Papain
  • Ficain