Synthesis of novel fluorogenic Edman reagents, 7-N,N-dimethylaminosulphonyl- 4-(2,1,3-benzoxadiazolyl)isothiocyanate (DBD-NCS) and 7-aminosulphonyl-4-(2,1,3-benzoxadiazolyl)isothiocyanate (ABD-NCS).
Novel fluorogenic Edman reagents, 7-N,N-dimethylaminosulphonyl-4- (2,1,3-benzoxadiazolyl)isothiocyanate (DBD-NCS) and 7-aminosulphonyl-4-(2,1,3-benzoxadiazolyl)isothiocyanate (ABD-NCS) having no fluorescence themselves were synthesized. The derivatives of amino acids with DBD-NCS fluorescence at 505 nm with excitation at 385 nm. They were separated on a reversed-phase HPLC column and detected at the sub-picomol level. Ala-Phe derivatized with DBD-NCS was cleaved by acid to generate DBD-thiocarbamyl-Ala.
Imai
K
K
Branch Hospital Pharmacy, University of Tokyo, Japan.
Uzu
S
S
Nakashima
K
K
Akiyama
S
S
D000595:Amino Acid Sequence; D000596:Amino Acids / Q000032:analysis; D002851:Chromatography, High Pressure Liquid; D004151:Dipeptides / Q000032:analysis; D005456:Fluorescent Dyes / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D017879:Isothiocyanates; D008969:Molecular Sequence Data; D010069:Oxadiazoles / Q000138:chemical synthesis*; D013056:Spectrophotometry, Ultraviolet; D013861:Thiocyanates / Q000138:chemical synthesis*
D000596:Amino Acids; D004151:Dipeptides; D005456:Fluorescent Dyes; D007202:Indicators and Reagents; D017879:Isothiocyanates; D010069:Oxadiazoles; D013861:Thiocyanates; C079705:7-N,N-dimethylaminosulfonyl-4-(2,1,3-benzoxadiazolyl)isothiocyanate; C079706:7-aminosulfonyl-4-(2,1,3-benzoxadiazolyl)isothiocyanate