Wavelength-Selective Caged Surfaces: How Many Functional Levels Are Possible?

In this manuscript we report the wavelength-selective photolysis of seven surface-attached photoremovable groups that belong to different families

Verónica San Miguel

2011

Scholarcy highlights

  • Photolabile caged compounds have been used over the last 30 years in cell biology to photoregulate the activity of different bioactive agents. The biological activity of the caged compound is blocked because of the presence of a covalently bound chromophore
  • Thiol, and carboxylic groups were caged with seven different chromophores belonging to five families: o-nitrobenzyl, benzoin,methyl, 7-nitroindoline, and p-hydroxyphenacyl
  • The photolytic reaction cleaved the chromophore from the surface, and the kinetics of the photolysis could be followed by the decay in the UV absorbance of the substrates after irradiation and a washing step
  • We have demonstrated that photoremovable caging groups maintain their photochemical properties when attached to surfaces
  • This list proves that caged surfaces with up to four different functional levels can be obtained
  • At ∼350 nm it was possible to cleave NVOC, DEACM, BNZ, and DNI up to 70% while pHP and BNI remained stable
  • Our results demonstrate that caged surfaces with up to four independently photoactivatable functional levels can be obtained using DEACM/NVOC and DNI/BNZ/pHP as chromophores and 435/420/360/275 nm as an irradiation sequence

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