The chlorine at 7 position of DAABD-Cl reacts specifically with SH groups. DAABD-Cl itself is nonfluorescent, however the resultant DAABD-derivative is strongly fluorescent, due to the benzoxadiazole skeleton coupled to the SH group. Generally, there are not many S-S bonds and SH group in proteins, and consequently target proteins can be labeled with DAABD-Cl in an efficient manner. Additionally, both excitation and emission wavelengths of DAABD derivatives are long, allowing highly sensitive and selective protein analysis. Furthermore, DAABD-Cl has a dimethylamino group at 4 position, and therefore high intensity cations can be obtained with electron spray ionization during MS analysis. Therefore, extremely small quantities of peptides can be analyzed.
DAABD-Cl is a labeling reagent, which can effectively permit the collection of the target protein through fluorescence HPLC and analysis by MS/MS. This protein analysis reagent that Imai and co-workers have developed allows one to identify a very small amount of protein with good precision. It is expected that this technique can be used in many applications, including the identification of abnormal or pathogenic proteins in living organism.
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