2,2'-Bispyridyl disulfide rapidly induces intramolecular disulfide bonds in peptides.
A linear peptide containing two reduced cysteine residues can be rapidly converted to its oxidized cyclic form containing an intramolecular disulfide bond by adding an excess of 2,2'-bispyridyl disulfide (2,2'-dipyridyl disulfide or 2,2'-dithiodipyridine) to conventional buffer solutions. The reactants and products are easily separated by reverse-phase chromatography. This reaction will find wide application in forming intramolecular disulfide bonds because of its selectivity for free sulfhydryl groups, quickness, safety, and applicability under acidic conditions.
Maruyama
K
K
Molecular Medicine Laboratories, Institute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd., Tsukuba, Ibaraki, Japan. maruyama@yamanouchi.co.jp
Nagasawa
H
H
Suzuki
A
A
D015082:2,2'-Dipyridyl / Q000031:analogs & derivatives* / Q000494:pharmacology; D000595:Amino Acid Sequence; D004220:Disulfides / Q000737:chemistry / Q000494:pharmacology*; D066298:In Vitro Techniques; D008969:Molecular Sequence Data; D010084:Oxidation-Reduction; D010455:Peptides / Q000737:chemistry* / Q000187:drug effects*; D013439:Sulfhydryl Reagents / Q000494:pharmacology*
D004220:Disulfides; D010455:Peptides; D013439:Sulfhydryl Reagents; C001105:2,2'-dipyridyl disulfide; D015082:2,2'-Dipyridyl