meso-2,5-Dimercapto-N,N,N′,N′-tetramethyladipamide: A Readily Available, Kinetically Rapid Reagent for the Reduction of Disulfides in Aqueous Solution Article

Lees, WJ, Singh, R, Whitesides, GM. (1991). meso-2,5-Dimercapto-N,N,N′,N′-tetramethyladipamide: A Readily Available, Kinetically Rapid Reagent for the Reduction of Disulfides in Aqueous Solution . 56(26), 7328-7331. 10.1021/jo00026a026



cited authors

  • Lees, WJ; Singh, R; Whitesides, GM

fiu authors

abstract

  • meso-2, 5-Dimercapto-N,N,N′,N′-tetramethyladipamide (meso-DTA) reduces disulfide bonds up to 8 times faster (kinetic) than does dithiothreitol (DTT) in aqueous solution at pH 7.0. meso-DTA is easily synthesized in five steps (39% overall yield) from adipic acid. meso-DTA, which forms a cyclic disulfide, is less reducing than DTT by approximately 56 mV, but is much more reducing than mercaptoethanol. © 1991, American Chemical Society. All rights reserved.

publication date

  • December 1, 1991

Digital Object Identifier (DOI)

start page

  • 7328

end page

  • 7331

volume

  • 56

issue

  • 26