Synthesis, structure and stability of novel dimeric peptide-disulfides.
Oxidation of nonapeptide dithiol (2) with K3Fe(CN)6 leads to either monomeric disulfide (4) or antiparallel and parallel dimeric disulfides (3a and 3b) depending upon reaction conditions. When exposed to small amounts of thiols or cyanide in aqueous solution, these three species interconvert to an equilibrium mixture of 2:1:8 (3a:3b:4).
Leban
J J
JJ
Wellcome Research Laboratories, Research Triangle Park, North Carolina, USA.
Spaltenstein
A
A
Landavazo
A
A
Chestnut
W
W
Aulabaugh
A
A
Taylor
L C
LC
Daniels
A J
AJ
D002851:Chromatography, High Pressure Liquid; D003486:Cyanides; D019281:Dimerization; D004220:Disulfides / Q000138:chemical synthesis* / Q000737:chemistry*; D019075:Electrophoresis, Capillary; D005292:Ferricyanides; D009943:Organophosphorus Compounds; D010084:Oxidation-Reduction; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry*; D011487:Protein Conformation; D012997:Solvents; D013438:Sulfhydryl Compounds
C043517:2-(4-isothiocyanatophenoxy)-1,3,2-dioxaphosphinene 2-oxide; D003486:Cyanides; D004220:Disulfides; D005292:Ferricyanides; D009943:Organophosphorus Compounds; D010456:Peptides, Cyclic; D012997:Solvents; D013438:Sulfhydryl Compounds; C028033:potassium ferricyanide