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545945 occurrences (No.21 in the rank) during 5 years in the PubMed. [no cache] 500 found
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545945 occurrences (No.21 in the rank) during 5 years in the PubMed. [no cache] 500 found
| 342) The relative energy of different conformations of the diethyl disulfide model system correlates with the disulfide/thiol redox potential E°. |
| PMID:24256142 DOI:10.1080/07391102.2013.851034 |
| 2015 Journal of biomolecular structure & dynamics |
| * How the disulfide conformation determines the disulfide/thiol redox potential. |
| - Protein disulfides can adopt a wide variety of conformations, each having different energies. Limited experimental data suggest that disulfides adopting a high energy have an enhanced likelihood for reduction, but the exact nature of this relation is not clear. Using a computational approach, we give insight on the conformational dependence of the redox behavior of the disulfide bond, which relates structure to reactivity. The relative energy of different conformations of the diethyl disulfide model system correlates with the disulfide/thiol redox potential E°. Insight in the calculated redox potentials is obtained via quantitative molecular orbital theory, and via the decomposition of E° into a vertical electron affinity and a subsequent reorganization term. We have identified the determinants of the disulfide conformational energies and characterized the barrier to rotation around the disulfide bond. Our findings on the diethyl disulfide model system can be transferred to examples from the Protein Data Base. In conclusion, strained disulfide conformations with a high conformational energy have a large tendency to be reduced. Upon reduction, unfavorable interactions are released. This explains why reorganization effects and not a higher tendency to accept electrons account for the high reduction potential of high-energy disulfides. |
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