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Reviving old protecting group chemistry for site-selective peptide-protein conjugation

(2018) CHEMICAL COMMUNICATIONS. 54(84). p.11929-11932
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Abstract
Methodologies to conjugate proteins to property-enhancing entities are highly sought after. We report a remarkably simple strategy for conjugating proteins bearing accessible cysteines to unprotected peptides containing a Cys(Scm) protecting group, which is introduced on-resin via a Cys(Acm) building block. The peptides employed for this proof of principle study are highly varied and structurally diverse, and undergo multiple on-resin decoration steps prior to conjugation. The methodology was applied to three different proteins, and proved to be efficient and site-selective. This twist on protecting group chemistry has led to a novel and generally applicable strategy for crossed-disulfide formation between proteins and peptides.
Keywords
STRATEGIES, BIOCONJUGATION, LIGATION, DELIVERY, CYSTEINE, CELLS

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Citation

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Chicago
Gunnoo, Smita B., Abhishek Iyer, Willem Vannecke, Klaas Decoene, Tim Hebbrecht, Jan Gettemans, Mathias Laga, Stefan Loverix, Ignace Lasters, and Annemieke Madder. 2018. “Reviving Old Protecting Group Chemistry for Site-selective Peptide-protein Conjugation.” Chemical Communications 54 (84): 11929–11932.
APA
Gunnoo, S. B., Iyer, A., Vannecke, W., Decoene, K., Hebbrecht, T., Gettemans, J., Laga, M., et al. (2018). Reviving old protecting group chemistry for site-selective peptide-protein conjugation. CHEMICAL COMMUNICATIONS, 54(84), 11929–11932.
Vancouver
1.
Gunnoo SB, Iyer A, Vannecke W, Decoene K, Hebbrecht T, Gettemans J, et al. Reviving old protecting group chemistry for site-selective peptide-protein conjugation. CHEMICAL COMMUNICATIONS. Cambridge: Royal Soc Chemistry; 2018;54(84):11929–32.
MLA
Gunnoo, Smita B., Abhishek Iyer, Willem Vannecke, et al. “Reviving Old Protecting Group Chemistry for Site-selective Peptide-protein Conjugation.” CHEMICAL COMMUNICATIONS 54.84 (2018): 11929–11932. Print.
@article{8598622,
  abstract     = {Methodologies to conjugate proteins to property-enhancing entities are highly sought after. We report a remarkably simple strategy for conjugating proteins bearing accessible cysteines to unprotected peptides containing a Cys(Scm) protecting group, which is introduced on-resin via a Cys(Acm) building block. The peptides employed for this proof of principle study are highly varied and structurally diverse, and undergo multiple on-resin decoration steps prior to conjugation. The methodology was applied to three different proteins, and proved to be efficient and site-selective. This twist on protecting group chemistry has led to a novel and generally applicable strategy for crossed-disulfide formation between proteins and peptides.},
  author       = {Gunnoo, Smita B. and Iyer, Abhishek and Vannecke, Willem and Decoene, Klaas and Hebbrecht, Tim and Gettemans, Jan and Laga, Mathias and Loverix, Stefan and Lasters, Ignace and Madder, Annemieke},
  issn         = {1359-7345},
  journal      = {CHEMICAL COMMUNICATIONS},
  language     = {eng},
  number       = {84},
  pages        = {11929--11932},
  publisher    = {Royal Soc Chemistry},
  title        = {Reviving old protecting group chemistry for site-selective peptide-protein conjugation},
  url          = {http://dx.doi.org/10.1039/c8cc06684a},
  volume       = {54},
  year         = {2018},
}

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