A. Toriba et al., Comparison of four fluorescence Edman reagents with benzofurazan structurefor the detection of thiazolinone amino acid derivatives, ANALYST, 124(1), 1999, pp. 43-48
Two newly synthesized fluorescence Edman reagents with the benzofurazan str
ucture, 7-phenylsulfonyl-4-(2,1,3-benzoxadiazolyl) isothiocyanate (PSBD-NCS
) and 7-methylsulfonyl-4-(2,1,3-benzoxadiazolyl) isothiocyanate (MSBD-NCS),
were compared with 7-aminosulfonyl-4-(2,1,3-benzoxadiazolyl isothiocyanate
(ABD-NCS) and 7-N,N-dimethylaminosulfonyl-4-(2,1,3-benzoxadiazolyl) isothi
ocyanate (DBD-NCS) for peptide and protein sequence analysis by the generat
ion of fluorescent 2,1,3-benzoxadiazolylthiazolinone (TZ)-amino acids. The
effects of the substituent group at the para position to the isothiocyanate
moiety of these reagents on the rate of the cyclization/cleavage reaction,
the repetitive yield and the fluorescence quantum yield and stability of T
Z amino acids were investigated. MSBD-TZ-amino acids were most sensitively
detected and the detection limit for MSBD-TZ-Pro was 7 fmol(S/N = 3). ABD-N
CS afforded the highest repetitive yield in the sequencing analysis. Fewer
interfering peaks were observed in the chromatogram with DBD-NCS.