| Identification | Back Directory | [Name]
4-succinimidyloxycarbonyl-alpha-methyl-alpha(2-pyridyldithio)toluene | [CAS]
112241-19-7 | [Synonyms]
4-Succinimidyloxycarbonyl-α-Methyl-α-(2-Pyridyldithio)toluene
2,5-Dioxopyrrolidin-1-yl 4-[1-(pyridin-2-yldisulfanyl)ethyl]benzoate
4-succinimidyloxycarbonyl-alpha-methyl-alpha(2-pyridyldithio)toluene
2,5-dioxopyrrolidin-1-yl 4-(1-(pyridin-2-yldisulfaneyl)ethyl)benzoate
Benzoic acid, 4-[1-(2-pyridinyldithio)ethyl]-, 2,5-dioxo-1-pyrrolidinyl ester | [Molecular Formula]
C18H16N2O4S2 | [MDL Number]
MFCD00083161 | [MOL File]
112241-19-7.mol | [Molecular Weight]
388.46 |
| Hazard Information | Back Directory | [Uses]
SMPT is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1]. | [General Description]
SMPT is a heterobifunctional sulfhydryl- and amine-reactive cross-linker. SMPT is used often for conjugating a toxin molecule to a monoclonal antibody directed against a cell-surface antigen. These immunotoxins produced with SMPT are highly potent as the cleavable disulfide imparts increased cytotoxicity compared to conjugates without a cleavable bond, such as those produced with SPDP. Also, next to the pyridine-2-thione in the spacer arm are a benzene ring and a methyl group adjacent to a carbon that hinders the disulfide bond, allowing exceptional conjugate stability in vivo. SMPT has the added benefit of being more stable to hydrolysis in aqueous solutions than other NHS cross-linkers. | [reaction suitability]
reagent type: cross-linking reagent | [IC 50]
Disulfide Cleavable Linker; Non-cleavable Linker | [References]
[1] Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017 May;16(5):315-337. DOI:10.1038/nrd.2016.268 |
|
|