New

OPSS-Bzl-PAB

Chemical name: 4-(pyridin-2-yldisulfaneyl)benzyl (4-(hydroxymethyl)phenyl)carbamate // Synonyms: oPy-SS-Bzl-PAB

  • Product code:RL-3920
  • Formula:C20H18N2O3S2
  • Molecular weight:398,50 g/mol

Starting at Please inquire

Grouped product items
Qty Packing unit Price SKU
Please inquire Please inquire Please inquire RL-3920.0000
New
description

The linkage of a drug to its carrier via a disulfide-based self-immolative linker allows for the specific intracellular release of the active molecule upon glutathione reduction and linker cleavage. The overall red/ox potential in the human blood is oxidative, making disulfide linkages stable during circulation. In contrast, the intracellular milieu of mammalian cells is characterized by an overall reductive potential, thus allowing to revert the disulfide bond formation. 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

Reference:

Disulfide-Based Self-Immolative Linkers and Functional Bioconjugates for Biological Applications; Z. Deng, J. Hu and S. Liu; Macromol Rapid Commun 2020; 41: e1900531. https://doi.org/10.1002/marc.201900531


Bulk or large quantity order?

Do you need larger quantities for your development or production?

Do you need further information of this product?

get in contact

Quick contact

Please send me more information about

We found other products you might like!