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Chemical name: Azido-tetraethyleneglycol-propanoyl-valyl-alanyl-(4-aminobenzyl chloride) // Synonyms: (S)-2-(3-(2-Azidoethoxy)propanamido)-N-((S)-1-((4-(chloromethyl)phenyl)amino)-1-oxopropan-2-yl)-3-methylbutanamide, Azido-PEG(4)-VA-PAB-Cl
|Molecular weight:||585,10 g/mol|
Linker for Antibody-Drug-Conjugation (ADC). In contrast to the hydroxybenzyl derivative ADC1330 the chloride is able to react with tertiary amines to form a linked quarternary amine. The Val-Ala will specifically be cleaved by Cathepsin B. As this enzyme is only present in the lysosome the ADC payload will be released only in the cell. The azide moiety allows versatile conjugation e.g. via Click Chemistry.
Laurent Ducry (ed.), Antibody-Drug Conjugates, Methods in Molecular Biology, vol. 1045, Springer Science+Business Media, LLC 2013; https://doi.org/10.1007/978-1-62703-541-5_5.
Development of Novel Quaternary Ammonium Linkers for Antibody-Drug Conjugates; P. J. Burke, J. Z. Hamilton, T. A. Pires, J. R. Setter. J. H. Hunter, J. H. Cochran, A. B. Waight, K. A. Gordon, B. E. Toki, K. K. Emmerton, W. Zeng, I. J. Stone, P. D. Senter, R. P. Lyon, S. C. Jeffrey; Mol. Cancer Ther. 2016; 15(5): 938-954. https://doi.org/10.1158/1535-7163.MCT-16-0038.
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