Boronic acids have attracted attention as an alternative receptor to enzymes for saccharide detection (e.g., glucose oxidases for glucose detection).58-60 The enzyme-based sensing has the disadvantages that, since it is based on the rate of the reaction between the enzyme and the analyte, this approach is sensitive to various factors that affect the enzyme activity and the mass transport of the analyte, it consumes the analyte, and it requires mediators; in contrast, the boronic acid-based sensing is based on the reversible and equilibrium-based complexation of boronic acids and saccharides, thus consuming no analytes.
The reversible complexation of saccharides with aromatic boronic acids produces a stable boronate anion, changing the electronic …show more content…
What I would like to do is to synthesize a dyad of flavin and aromatic boronic acid and then dispersing SWNTs with this molecule along with FMN surfactants. The concept is similar to what already I have reported with FC60 molecules. With this strategy I don’t need to add lots of aromatic boronic acid to the dispersed SWNTs solution to have finally and possibly some effective interaction with SWNTs to quench the SWNTs fluorescence and then adding some more glucose to have complexed with boronic acid. Boronic acid-functionalized flavin will be wrapped on the SWNTs as shown already with FC60 system and then the close proximity of boronic acid with SWNT will stablish efficient interaction and fluorescence quenching. In this case small quantity of glucose in the solution will be detected and fluorescence will be recovered. For this purpose, I can precipitate to SWNTs and re-disperse it in fresh solvent to get rid of those extra unattached free boronic acids which are not contributing in the flavin helix on the SWNTs. By this means, we can have a very efficient system for recovery of quenched SWNT fluorescence.
Figure 18 shows the proposed synthesis route for Boronic-functionalized flavin. The FC12-OH is already synthesized and characterized by me. The steglich esterification is very efficient and clean method which can be conducted here for attaching aromatic boronic acid to flavin moiety through ester functional
The reversible complexation of saccharides with aromatic boronic acids produces a stable boronate anion, changing the electronic …show more content…
What I would like to do is to synthesize a dyad of flavin and aromatic boronic acid and then dispersing SWNTs with this molecule along with FMN surfactants. The concept is similar to what already I have reported with FC60 molecules. With this strategy I don’t need to add lots of aromatic boronic acid to the dispersed SWNTs solution to have finally and possibly some effective interaction with SWNTs to quench the SWNTs fluorescence and then adding some more glucose to have complexed with boronic acid. Boronic acid-functionalized flavin will be wrapped on the SWNTs as shown already with FC60 system and then the close proximity of boronic acid with SWNT will stablish efficient interaction and fluorescence quenching. In this case small quantity of glucose in the solution will be detected and fluorescence will be recovered. For this purpose, I can precipitate to SWNTs and re-disperse it in fresh solvent to get rid of those extra unattached free boronic acids which are not contributing in the flavin helix on the SWNTs. By this means, we can have a very efficient system for recovery of quenched SWNT fluorescence.
Figure 18 shows the proposed synthesis route for Boronic-functionalized flavin. The FC12-OH is already synthesized and characterized by me. The steglich esterification is very efficient and clean method which can be conducted here for attaching aromatic boronic acid to flavin moiety through ester functional