A new sensitive Edman‐type reagent: 4‐(<i>N</i>‐1‐dimethylaminonaphthalene‐5‐sulfonylamino)phenyl isothiocyanate
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TL;DR
A new fluorescent PITC homologue Edman‐type reagent, 4‐(N‐1‐dimethylaminonaphthalene‐5‐sulfonylamino) phenyl isothiocyanate (DNSAPITC), was synthesized following a simple three‐step synthetic route and a similar coupling efficiency and repetitive degradation yield to those of PITC were found with this reagent.
Abstract
A new fluorescent PITC homologue Edman-type reagent, 4-(N-1-dimethylaminonaphthalene-5-sulfonylamino)phenyl isothiocyanate (DNSAPITC), was synthesized following a simple three-step synthetic route. The reagent was crystallized and characterized by thin-layer chromatography, IR and electron impact mass spectrometry. Reference DNSAPTH-amino acid derivatives were prepared and a two-dimensional chromatography system on micro-polyamide sheets was developed for separating this mixture. On these sheets the sensitivity was 1-5 pmol, by exposure at 366 nm. Model peptides and proteins were subjected to Edman degradations with this new reagent. A similar coupling efficiency and repetitive degradation yield to those of PITC were found with this reagent. The advantages and limitations of this reagent for sensitive microsequencing are discussed.