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MC-Val-Ala-PAB-Cl
Chemical name: 6-Maleimidohexanoyl-valyl-alanyl-(4-aminobenzyl chloride) // Synonyms: Mal-hexanoyl-Val-Ala-PAB-Cl, MC-VA-PAB-Cl,N-((S)-1-(((S)-1-((4-(chloromethyl)phenyl)amino)-1-oxopropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)-6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanamide,6-Ma ileimidohexanoyl-VA-(4-aminobenzyl chloride)
- Product code:ADC1700
- CAS No.:2983182-03-0
- Formula:C25H33ClN4O5
- Storage temperature:-20°C
- Molecular weight:521.01 g/mol
from $625.00
description
Linker for Antibody-Drug-Conjugation (ADC). In contrast to the hydroxybenzyl derivative ADC1270 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.
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.
Targeted drug delivery through the traceless release of tertiary and heteroaryl amines from antibody-drug conjugates; L. R. Staben, S. G. Koenig, S. M. hear, R. Vandlen, D. Zhang, J. Chuh, S.-F. Yu, C. Ng, J. Guo, Y. Liu, A. Fourie-O’Donohue, M. Go, X. Linghu, N. L Segraves, T. Wang, J. Chen. B. Wei, G. D. L. Phillips, K. Xu, K. R. Kozak, S. Mariathasan, J. A. Flygare, T. H. Pillow; Nat. Chem. 2016; 8: 1112-1119. https://doi.org/10.1038/NCHEM.26.
Stabilizing a Tubulysin Antibody-Drug Conjugate To Enable Activity Against Multidrug-Resistant Tumors; L. R. Staben, S.-F. Yu, J. Chen, G. Yan, Z. Xu, G. Del Rosario, J. T. Lau, L. Liu, J. Guo, B. Zheng, J. dela Cruz-Chuh, B.-C. Lee, R. Ohri, W. Cai, H. Zhou, K. R. Kozak, K. Xu, G. D. L. Phillips, J. Lu, J. Wai, A. G. Polson, T. H. Pillow; ACS Med. Chem. Lett. 2017; 8(10): 1037-1041. https://doi.org/10.1021/acsmedchemlett.7b00243.
Highly Efficient Synthesis of a Staphylococcus aureus Targeting Payload to Enable the First Antibody-Antibiotic Conjugate; X. Linghu, N. L. Segraves, I. Abramovich, N. wong, B. Müller, N. Neubauer, S. Fantasia, S. Rieth, S. Bachmann, M. Jansen, C. G. Sowell, D. Askin, S. G. Koenig, F. Gosselin; Chem. Eur. J. 2018; 24(12): 2837-2840. https://doi.org/10.1002/chem.201705392.
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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