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2-OPSS-Bzl-OpNC
Chemical name: O-(4-nitrophenyl) S-(2-(pyridin-2-yldisulfanyl)benzyl) carbonothioate // Synonyms: 2-Py-SS-Bzl-OpNC
- Product code:RL-4170
- CAS No.:1384425-52-8
- Formula:C19H24N2O4S3
- Molecular weight:430.51 g/mol
Starting at $375.00
description
Pyridyl disulfides undergo a disulfide exchange reaction with sulfhydryl groups to form disulfide bonds over a broad pH range also suitable for physiological pH. During the reaction, a disulfide exchange occurs between the biomolecule’s thiol group and the reagent’s 2-pyridyldithiol group. As a result, pyridine-2-thione is released, which can be followed spectrophotometrically (λmax = 343 nm) to monitor the progress of the reaction. The p-nitrophenylcarbonate activating group reacts preferably with amines or other nucleophiles and allows further derivatization, e.g. with the desired drug molecule.
references
Development of a drug-release strategy based on the reductive fragmentation of benzyl carbamate disulfides; P. D. Senter, W. E. Pearce, R. S. Greenfield; J. Org. Chem. 1990; 55(9): 2975-2978. https://doi.org/10.1021/jo00296a082
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