Synthesis of methyl 2- and 4-pyridyl disulfide from 2- and 4-thiopyridone and methyl methanethiosulfonate.
In 1982, methyl 2-pyridyl disulfide was reported as a new reagent for the titration of thiol groups in peptides and proteins and for their temporary blocking with the thiomethyl group [T. Kimura et al. (1982) Anal. Biochem. 122, 274-282]. We have synthesized this compound (and its 4-pyridyl isomer) by a rapid and convenient procedure which is preferable to that in the original report. Our method involves the thiomethylation of the appropriate thiopyridone by methyl methanethiosulfonate.
D055598:Chemical Phenomena; D002621:Chemistry; D008741:Methyl Methanesulfonate / Q000031:analogs & derivatives; D011725:Pyridines / Q000138:chemical synthesis*; D013438:Sulfhydryl Compounds / Q000032:analysis*; D013439:Sulfhydryl Reagents / Q000138:chemical synthesis*
D011725:Pyridines; D013438:Sulfhydryl Compounds; D013439:Sulfhydryl Reagents; C014674:methyl methanethiosulfonate; C042861:4-thiopyridine; C035119:methyl 2-pyridyl disulfide; C046096:methyl 4-pyridyl disulfide; D008741:Methyl Methanesulfonate