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4-Pentynoyl-Val-Ala-PAB-Cl
Chemical name: 4-Penynoyl-valyl-alanyl-(4-aminobenzyl chloride) // Synonyms: N-((S)-1-(((S)-1-((4-(chloromethyl)phenyl)amino)-1-oxopropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)pent-4-ynamide, 4-Pentynoyl-VA-PAB-Cl
- Product code:ADC1690
- Formula:C20H26ClN3O3
- Molecular weight:391.90 g/mol
from $562.50
description
Linker for Antibody-Drug-Conjugation (ADC). In contrast to the hydroxybenzyl derivative ADC1310 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 alkyne moiety allows versatile conjugation e.g. via Click Chemistry.
references
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.
NKT cell-dependent glycolipid–peptide vaccines with potent anti-tumour activity; R. J. Anderson, B. J. Compton, C.-W. Tang, A. Authier-Hall, C. M. Hayman, G. W. Swinerd, R. Kowalczyk, P. Harris, M. A. Brimble, D. S. Larsen, O. Gasser, R. Weinkove, I. F. Hermans, G. F. Painter; Chem. Sci. 2015; 6: 5120-5127. https://doi.org/10.1039/C4SC03599B.
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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