OPSS-OpNC

Chemischer Name: 2-(2-Pyridithio)ethyl-p-nitrophenylcarbonate // Synonyme: oPy-SS-OPNP, 4-nitrophenyl 2-(2-pyridithio)ethyl carbonate, 4-nitrophenyl (2-(pyridin-2-yldisulfaneyl)ethyl) carbonate

Art-Nr.:RL-3500
CAS Nr.:874302-76-8
Formel:C₁₄H₁₂N₂O₅S₂
Lagertemperatur:-20°C
Molare Masse:352,38 g/mol

Ab 175,00 €

Gruppiert Produkte - Artikel
Anzahl	Verpackungsgröße	Preis	SKU	Warenverfügbarkeit
	100 mg	175,00 €	RL-3500.0100	11-20 Arbeitstage
	250 mg	350,00 €	RL-3500.0250	11-20 Arbeitstage
Sicherheitsdatenblätter

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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 (ëmax = 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

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