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Singlet oxygen-induced furan oxidation for site-specific and chemoselective peptide ligation

(2016) CHEMISTRY-A EUROPEAN JOURNAL. 22(25). p.8457-8461
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Abstract
A novel chemoselective ligation methodology has been developed for the facile construction of peptide-based fluorescent probes. Furan-containing peptides were activated by singlet oxygen and covalently engaged by nitrogen nucleophiles to yield stable conjugates. Singlet oxygen was compatible with sensitive amino acid residues within the peptides and a range of fluorophores, bearing different functionalities, were successfully incorporated, illustrating the broad scope of the developed strategy.
Keywords
HIV-1 REV, CROSS-LINKING, CYCLOADDITIONS, PHOTOOXIDATION, HYDRAZONE, PROTEINS, COMPLEX, AZIDES, TERMINAL ALKYNES, CLICK CHEMISTRY, singlet oxygen, photooxidation, peptide labeling, hydrazide, furan oxidation

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Citation

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MLA
Antonatou, Eirini et al. “Singlet Oxygen-induced Furan Oxidation for Site-specific and Chemoselective Peptide Ligation.” CHEMISTRY-A EUROPEAN JOURNAL 22.25 (2016): 8457–8461. Print.
APA
Antonatou, E., Hoogewijs, K., Kalaitzakis, D., Baudot, A., Vassilikogiannakis, G., & Madder, A. (2016). Singlet oxygen-induced furan oxidation for site-specific and chemoselective peptide ligation. CHEMISTRY-A EUROPEAN JOURNAL, 22(25), 8457–8461.
Chicago author-date
Antonatou, Eirini, Kurt Hoogewijs, Dimitris Kalaitzakis, Andreas Baudot, Georgios Vassilikogiannakis, and Annemieke Madder. 2016. “Singlet Oxygen-induced Furan Oxidation for Site-specific and Chemoselective Peptide Ligation.” Chemistry-a European Journal 22 (25): 8457–8461.
Chicago author-date (all authors)
Antonatou, Eirini, Kurt Hoogewijs, Dimitris Kalaitzakis, Andreas Baudot, Georgios Vassilikogiannakis, and Annemieke Madder. 2016. “Singlet Oxygen-induced Furan Oxidation for Site-specific and Chemoselective Peptide Ligation.” Chemistry-a European Journal 22 (25): 8457–8461.
Vancouver
1.
Antonatou E, Hoogewijs K, Kalaitzakis D, Baudot A, Vassilikogiannakis G, Madder A. Singlet oxygen-induced furan oxidation for site-specific and chemoselective peptide ligation. CHEMISTRY-A EUROPEAN JOURNAL. 2016;22(25):8457–61.
IEEE
[1]
E. Antonatou, K. Hoogewijs, D. Kalaitzakis, A. Baudot, G. Vassilikogiannakis, and A. Madder, “Singlet oxygen-induced furan oxidation for site-specific and chemoselective peptide ligation,” CHEMISTRY-A EUROPEAN JOURNAL, vol. 22, no. 25, pp. 8457–8461, 2016.
@article{8200302,
  abstract     = {A novel chemoselective ligation methodology has been developed for the facile construction of peptide-based fluorescent probes. Furan-containing peptides were activated by singlet oxygen and covalently engaged by nitrogen nucleophiles to yield stable conjugates. Singlet oxygen was compatible with sensitive amino acid residues within the peptides and a range of fluorophores, bearing different functionalities, were successfully incorporated, illustrating the broad scope of the developed strategy.},
  author       = {Antonatou, Eirini and Hoogewijs, Kurt and Kalaitzakis, Dimitris and Baudot, Andreas and Vassilikogiannakis, Georgios and Madder, Annemieke},
  issn         = {0947-6539},
  journal      = {CHEMISTRY-A EUROPEAN JOURNAL},
  keywords     = {HIV-1 REV,CROSS-LINKING,CYCLOADDITIONS,PHOTOOXIDATION,HYDRAZONE,PROTEINS,COMPLEX,AZIDES,TERMINAL ALKYNES,CLICK CHEMISTRY,singlet oxygen,photooxidation,peptide labeling,hydrazide,furan oxidation},
  language     = {eng},
  number       = {25},
  pages        = {8457--8461},
  title        = {Singlet oxygen-induced furan oxidation for site-specific and chemoselective peptide ligation},
  url          = {http://dx.doi.org/10.1002/chem.201601113},
  volume       = {22},
  year         = {2016},
}

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