Details
| Original language | English |
|---|---|
| Pages (from-to) | 2281-2286 |
| Number of pages | 6 |
| Journal | Bioconjugate chemistry |
| Volume | 27 |
| Issue number | 10 |
| Early online date | 6 Oct 2016 |
| Publication status | Published - 19 Oct 2016 |
Abstract
Chemoselective functionalization of peptides and proteins to selectively introduce residues for detection, capture, or specific derivatization is of high interest to the synthetic community. Here we report a new method for the mild and effective mono-iodination of tyrosine residues in fully unprotected peptides. This method is highly chemoselective and compatible with a wide variety of functional groups. The introduced iodine can subsequently serve as a handle for further functionalization such as introduction of fluorescent dyes and thus be used for chemoselective labeling of isolated peptides.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biotechnology
- Chemical Engineering(all)
- Bioengineering
- Engineering(all)
- Biomedical Engineering
- Pharmacology, Toxicology and Pharmaceutics(all)
- Pharmacology
- Pharmacology, Toxicology and Pharmaceutics(all)
- Pharmaceutical Science
- Chemistry(all)
- Organic Chemistry
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In: Bioconjugate chemistry, Vol. 27, No. 10, 19.10.2016, p. 2281-2286.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Mild and Selective Mono-Iodination of Unprotected Peptides as Initial Step for the Synthesis of Bioimaging Probes
AU - Bertrand, Romain
AU - Wagner, Michael
AU - Derdau, Volker
AU - Plettenburg, Oliver
N1 - All authors acknowledge funding by Beta Train. The research leading to these results has received funding from the People Program (Marie Curie Actions) of the European Union’s Seventh Framework Program FP7/2007-2013/under REA grant agreement no. 289932. We are also grateful to Dr. Michael Kurz and Ute Messinger for the help in NMR characterization of peptides; to Jenny Schubert, Christian Ehrmann, and Ana Villar Garea for the HRMS; to Richarda Hennig, Thorsten Zeisberg, and Steffen Kohlitz for the help in purification of peptides; to Dr. Wolfgang Holla and Dr. Jens Atzrodt for the help and fruitful discussions; and to Dr. Seth Jones for critically reading the manuscript.
PY - 2016/10/19
Y1 - 2016/10/19
N2 - Chemoselective functionalization of peptides and proteins to selectively introduce residues for detection, capture, or specific derivatization is of high interest to the synthetic community. Here we report a new method for the mild and effective mono-iodination of tyrosine residues in fully unprotected peptides. This method is highly chemoselective and compatible with a wide variety of functional groups. The introduced iodine can subsequently serve as a handle for further functionalization such as introduction of fluorescent dyes and thus be used for chemoselective labeling of isolated peptides.
AB - Chemoselective functionalization of peptides and proteins to selectively introduce residues for detection, capture, or specific derivatization is of high interest to the synthetic community. Here we report a new method for the mild and effective mono-iodination of tyrosine residues in fully unprotected peptides. This method is highly chemoselective and compatible with a wide variety of functional groups. The introduced iodine can subsequently serve as a handle for further functionalization such as introduction of fluorescent dyes and thus be used for chemoselective labeling of isolated peptides.
UR - http://www.scopus.com/inward/record.url?scp=84992390474&partnerID=8YFLogxK
U2 - 10.1021/acs.bioconjchem.6b00461
DO - 10.1021/acs.bioconjchem.6b00461
M3 - Article
AN - SCOPUS:84992390474
VL - 27
SP - 2281
EP - 2286
JO - Bioconjugate chemistry
JF - Bioconjugate chemistry
SN - 1043-1802
IS - 10
ER -