Related Experiment Video
Updated: Nov 2, 2025

Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
Steric and stereoscopic disulfide construction for cross-linkage via N-dithiophthalimides
Wen-Chao Gao1,2, Jun Tian2, Yu-Zhu Shang2
1Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University Shanghai 200062 P. R. China xfjiang@chem.ecnu.edu.cn.
Abstract:
Disulfide bonds are a significant motif in life and drug-delivery systems. In particular, steric hindrance and stereoscopic disulfide linkers are closely associated with the stability of antibody-drug conjugates, which affects the potency, selectivity, and pharmacokinetics of drugs. However, limited availability and diversity of tertiary thiols impede the construction of steric and stereoscopic disulfides for cross-linkage in biochemistry and pharmaceuticals. Through modulating the mask effect of disulfurating reagents, we develop a facile and robust strategy for construction of diverse steric and stereoscopic disulfides via N-dithiophthalimides. The practical cross-linkage of biomolecules including amino acids, saccharides, and nucleosides with different drugs and fluorescent molecules is successfully established through hindered disulfide linkers.
More Related Videos
Related Concept Videos
Preparation and Reactions of Sulfides
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Stereoisomerism of Cyclic Compounds
Preparation and Reactions of Thiols

