β-(1-Azulenyl)-L-alanine--a functional probe for determination of pKa of histidine residues

Chem Commun (Camb). 2015 Mar 28;51(25):5347-50. doi: 10.1039/c4cc08720h.

Abstract

β-(1-Azulenyl)-L-alanine (AzAla) can be incorporated into the influenza A virus M2 proton channel. AzAla's sensitivity to the protonation state of the nearby histidines and the lack of environmental fluorescence dependence allow for direct and straightforward determination of histidine pKa values in ion channels.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alanine / analogs & derivatives*
  • Alanine / chemistry
  • Azulenes / chemistry
  • Fluorescent Dyes / chemistry*
  • Histidine / chemistry*
  • Hydrogen-Ion Concentration
  • Ion Channels / chemistry
  • Models, Molecular
  • Sesquiterpenes / chemistry*
  • Viral Matrix Proteins / chemistry

Substances

  • Azulenes
  • Fluorescent Dyes
  • Ion Channels
  • M2 protein, Influenza A virus
  • Sesquiterpenes
  • Viral Matrix Proteins
  • acetyl-(1-azulenyl)-alanine
  • Histidine
  • Alanine