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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)
Author(s) -
Imai Kazuhiro,
Uzu Sonoko,
Nakashima Kenichiro,
Akiyama Shuzo
Publication year - 1993
Publication title -
biomedical chromatography
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.4
H-Index - 65
eISSN - 1099-0801
pISSN - 0269-3879
DOI - 10.1002/bmc.1130070114
Subject(s) - chemistry , isothiocyanate , reagent , chromatography , phenyl isothiocyanate , edman degradation , combinatorial chemistry , organic chemistry , biochemistry , peptide sequence , gene
Abstract 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 fluoresce 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.