Chromogenic substrate from 4-nitro-1-naphthol for hydrolytic enzyme of neutral or slightly acidic optimum pH: 4-nitro-1-naphthyl-β-D-galactopyranoside as an example

Bioorg Med Chem Lett. 2013 Feb 1;23(3):646-9. doi: 10.1016/j.bmcl.2012.11.120. Epub 2012 Dec 8.

Abstract

At pH from 5.5 to 7.6, absorptivity of 4-nitro-1-naphthol at 450 nm is over 2.1-fold of that of para-nitrophenol at 405 nm and over 9.6-fold of that of ortho-nitrophenol at 415 nm. On 4-nitro-1-naphthyl-β-D-galactopyranoside at pH 7.4, catalytic efficiency of Escherichia coli β-D-galactosidase is 3-fold of that on para-nitrophenyl-β-D-galactopyranoside and about 40% of that on ortho-nitrophenyl-β-D-galactopyranoside, and produces a lower quantification limit of penicillin G by enzyme-linked-immunoabsorbent-assay. Hence, 4-nitro-1-naphthol is favorable to prepare chromogenic substrates of hydrolytic enzymes of neutral or slightly acidic optimum pH.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromogenic Compounds / chemical synthesis*
  • Chromogenic Compounds / chemistry
  • Enzyme-Linked Immunosorbent Assay
  • Glucosides / chemical synthesis*
  • Glucosides / chemistry
  • Hydrogen-Ion Concentration
  • Hydrolysis
  • Molecular Structure
  • Naphthalenes / chemical synthesis*
  • Naphthalenes / chemistry
  • Naphthols / chemistry*
  • Nitrophenols / chemistry*
  • Penicillin G / chemistry
  • beta-Galactosidase / chemistry

Substances

  • Chromogenic Compounds
  • Glucosides
  • Naphthalenes
  • Naphthols
  • Nitrophenols
  • 1-naphthol
  • beta-Galactosidase
  • Penicillin G