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Zhong, J. Disulfide Bond. Encyclopedia. Available online: https://encyclopedia.pub/entry/61194 (accessed on 09 November 2026).
Zhong J. Disulfide Bond. Encyclopedia. Available at: https://encyclopedia.pub/entry/61194. Accessed November 09, 2026.
Zhong, Jack. "Disulfide Bond" Encyclopedia, https://encyclopedia.pub/entry/61194 (accessed November 09, 2026).
Zhong, J. (2026, October 21). Disulfide Bond. In Encyclopedia. https://encyclopedia.pub/entry/61194
Zhong, Jack. "Disulfide Bond." Encyclopedia. Web. 21 October, 2026.

Disulfide Bond

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A disulfide bond is a covalent link between two sulfur atoms, formed by the oxidation of two thiol groups. The bond is strong under normal conditions but is cleaved by a reducing agent, which makes it a reversible crosslink in a redox-responsive material [1]. The exchange with a free thiol is fast at a pH above the acidity constant of the thiol, so the rate can be tuned by the local environment [2]. In a polymer network the disulfide provides a mechanism for stress relaxation and for self-repair, because the bond can break and re-form under load [3]. The reduction potential of the couple sets the conditions under which the link survives, and the glutathione concentration inside a cell is enough to cleave it [4]. The dynamic character also means that a disulfide-crosslinked gel creeps under a sustained load [5].

thiol oxidation reversible crosslink redox responsive thiol-disulfide exchange glutathione self-repair stress relaxation
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References

  1. Liu, L.; Liu, P. Synthesis strategies for disulfide bond-containing polymer-based drug delivery system for reduction-responsive controlled release. Frontiers of Materials Science 2015, 9, 211-226. [CrossRef]
  2. Pei, Q.; Han, Q.; Tang, F.; Wu, J.; Xu, S.; Zhang, M.; Ding, A. Gallic‐Acid‐Modified Naphthalimide Containing Disulfide Bond as Reduction‐Responsive Supramolecular Organogelator. ChemistrySelect 2022, 7, e202201296. [CrossRef]
  3. Remtulla, R.; Das, S.K.; Levin, L.A. In Silico Modeling of Myelin Oligodendrocyte Glycoprotein Disulfide Bond Reduction by Phosphine-Borane Complexes. Pharmaceuticals 2024, 17, 1417. [CrossRef]
  4. Hayashida, O.; Imamura, S.; Miyazaki, T. A Fluorescence Study on Guest Release of Reduction-responsive Host-guest Conjugates Having a Disulfide Bond. Chemistry Letters 2022, 51, 859-861. [CrossRef]
  5. Wang, X.; Wang, H.; Zhang, M. A multi-stimuli-responsive nanochannel inspired by biological disulfide bond. Talanta 2023, 265, 124785. [CrossRef]
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Subjects: Chemistry, Organic
Contributor MDPI registered users' name will be linked to their SciProfiles pages. To register with us, please refer to https://encyclopedia.pub/register : Jack Zhong
View Times: 7
Entry Collection: Polymer Concepts
Revisions: 2 times (View History)
Update Date: 23 Oct 2026
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