publication . Article . Other literature type . 2018

A Facile Method for Preferential Modification of the N-Terminal Amino Group of Peptides Using Triazine-Based Coupling Reagents

Kitanaka, Atsushi; Juichi, Hironori; Nihashi, Yoichiro; Miyashita, Masahiro; Miyagawa, Hisashi;
  • Published: 13 Nov 2018
Abstract
It has been shown that chemical modification of the peptide N-terminus with a charged tag greatly affects the fragmentation process caused by collision-induced dissociation to obtain more interpretable product ion spectra. In this study, we examined the selective introduction of a charged tag, 4-(guanidinomethyl)benzoic acid (Gmb), into the peptide N-terminus. After optimization of the reaction conditions, we found that the most effective conversion in terms of the reaction rate and selectivity was achieved by reacting the peptide with the active ester of Gmb, prepared using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) at pH 7. Thi...
Subjects
free text keywords: Selectivity, Reaction rate, Derivatization, chemistry.chemical_compound, chemistry, Reagent, Combinatorial chemistry, Triazine, Chemical modification, Peptide, chemistry.chemical_classification, Benzoic acid, Original Article
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publication . Article . Other literature type . 2018

A Facile Method for Preferential Modification of the N-Terminal Amino Group of Peptides Using Triazine-Based Coupling Reagents

Kitanaka, Atsushi; Juichi, Hironori; Nihashi, Yoichiro; Miyashita, Masahiro; Miyagawa, Hisashi;