Boc-NH-SS-Bzl-OpNC

Chemical name: 4-((2-(t-Butyloxycarbonylamino)ethyl)disulfaneyl)benzyl p-nitrophenylcarbonate // Synonyms: tert-butyl (2-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)disulfaneyl)ethyl)carbamate

  • Product code:RL-3570
  • Formula:C21H24N2O7S2
  • Molecular weight:480,55 g/mol

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description

Boc-protected self-immolative linker for traceless bioconjugation. The p-nitrophenylcarbonate activating group reacts preferably with amine and other nucleophlies.


references

Disulfide-Based Self-Immolative Linkers and Functional Bioconjugates for Biological Applications; Z. Deng, J. Hu and S. Liu; Macromol Rapid Commun 2020; 41: e1900531. https://doi.org/10.1002/marc.201900531

Reduction-Triggered Transformation of Disulfide-Containing Micelles at Chemically Tunable Rates; Z. Deng, S. Yuan, R. X. Xu, H. Liang and S. Liu; Angew Chem Int Ed Engl 2018; 57: 8896-8900. https://doi.org/10.1002/anie.201802909

Intracellular Delivery of Native Proteins Facilitated by Cell-Penetrating Poly(disulfide)s; L. Qian, J. Fu, P. Yuan, S. Du, W. Huang, L. Li and S. Q. Yao; Angew Chem Int Ed Engl 2018; 57: 1532-1536. https://doi.org/10.1002/anie.201711651

Thiolytically cleavable dithiobenzyl urethane-linked polymer-protein conjugates as macromolecular prodrugs: reversible PEGylation of proteins; S. Zalipsky, N. Mullah, C. Engbers, M. U. Hutchins and R. Kiwan; Bioconjug Chem 2007; 18: 1869-78. https://doi.org/10.1021/bc7001902

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