Uses
3,6-dioxa-1,8-octanedithiol (DODT) was used for cleaving peptides in the study to develop synthetic peptide serology to treat chronic chagas disease. DODT may be used to develop non-malodorous scavenger in Fmoc-based peptide synthesis.
Definition
3,6-dioxa-1,8-octanedithiol is a dithiol monomer. This compound could be chosen as a model compound for the active sites of thioredoxins to study its reactions with cis-[Pt(NH3)2Cl4] and trans-[PtCl2(CN)4]2– (cisplatin prodrug and a model complex). The pKa values for the dithiol were characterized to be 8.7 ± 0.2 and 9.6 ± 0.2 at 25.0 °C and an ionic strength of 1.0 M. Triethylamine (TEA) and dilute H2O2 could catalyze the new Radical Ring-opening Redox Polymerization (R3P) of 3,6-dioxa-1,8-octanedithiol[1-2].
Synthesis Reference(s)
The Journal of Organic Chemistry, 33, p. 1275, 1968
DOI: 10.1021/jo01267a089Triglycol dimercaptan
General Description
3,6-dioxa-1,8-octanedithiol is non volatile in nature.
References
[1] DONGYING MA. Formation of peptide disulfide bonds through a trans-dibromido-Pt(IV) complex oxidation reaction: Kinetic and mechanistic analyses[J]. Journal of Molecular Liquids, 2021. DOI:10.1016/j.molliq.2020.115195.
[2] ROSENTHAL-KIMEMILY Q PuskasJudit E. Green polymer chemistry: investigating the mechanism of radical ring-opening redox polymerization (R3P) of 3,6-dioxa-1,8-octanedithiol (DODT).[J]. Molecules, 2015. DOI:10.3390/molecules20046504.
