Cserep, Gergely B. and Herner, Andras and Wolfbeis, Otto S. and Kele, Peter (2013) Tyrosine specific sequential labeling of proteins. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 23 (21). pp. 5776-5778. ISSN 0960-894X, 1464-3405
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We report (a) on the synthesis of a long-wavelength fluorescent coumarin containing an allyloxy acetate moiety, (b) the synthesis of two linkers containing an allyloxy acetate and an alkyne or azide function, respectively, and (c) the selective modification human serum albumin by a sequential method involving Pd(II) catalyzed modification of the phenolic side chain of tyrosine residues with an alkyne bearing linker and a subsequent azide-alkyne click reaction with an azide functionalized long-wavelength emitting coumarin dye. The method is likely to be applicable to various kinds of azido-modified fluorophores, and the Pd(II)-catalyzed modification of the tyrosines may also be used to introduce other kinds of tags. With these reagents, tyrosine specific modulation of proteins and peptides becomes possible either directly or in a sequential manner. (c) 2013 Elsevier Ltd. All rights reserved.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | MEGA-STOKES FLUOROPHORES; TERMINAL ALKYNES; CHEMISTRY; BIOCONJUGATION; LIGATION; SYSTEMS; AZIDES; PROBE; Tyrosine tagging; Chemical reporter; Sequential labeling; Click chemistry; Bioorthogonal chemistry |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Analytische Chemie, Chemo- und Biosensorik > Chemo- und Biosensorik (Prof. Antje J. Bäumner, formerly Prof. Wolfbeis) |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 01 Apr 2020 11:03 |
| Last Modified: | 01 Apr 2020 11:03 |
| URI: | https://pred.uni-regensburg.de/id/eprint/15792 |
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