Fluorogenic Diversification of Unprotected Bromotryptophan by Aqueous Mizoroki–Heck Cross‐Coupling
Fluorescent styryl‐tryptophans have been synthesized by a Mizoroki–Heck cross‐coupling from unprotected bromotryptophan in aqueous medium showing promising spectrophotometric properties for possible application in fluorescence labelling of biomolecules. Moreover, this strategy permits a modular comb...
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| Veröffentlicht in: | Chemistry : a European journal 2019-04, Vol.25 (23), p.5880-5883 |
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| container_issue | 23 |
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| container_title | Chemistry : a European journal |
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| creator | Gruß, Hendrik Belu, Clara Bernhard, Laura M. Merschel, Arne Sewald, Norbert |
| description | Fluorescent styryl‐tryptophans have been synthesized by a Mizoroki–Heck cross‐coupling from unprotected bromotryptophan in aqueous medium showing promising spectrophotometric properties for possible application in fluorescence labelling of biomolecules. Moreover, this strategy permits a modular combination of biocatalytic halogenation by using immobilized FAD‐dependent tryptophan halogenases and Pd‐mediated chemocatalysis in a multistep one‐pot process.
Light up! Fluorogenic Mizoroki–Heck cross‐coupling between bromotryptophan and styrene derivatives in aqueous medium provides fluorescently labelled tryptophan derivatives (see scheme). |
| doi_str_mv | 10.1002/chem.201900437 |
| format | Article |
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| subjects | aqueous medium Aqueous solutions Biomolecules Chemistry chemoenzymatic process Coupling Fluorescence Halogenation halotryptophan Labeling Mizoroki–Heck cross-coupling Spectrophotometry Tryptophan |
| title | Fluorogenic Diversification of Unprotected Bromotryptophan by Aqueous Mizoroki–Heck Cross‐Coupling |
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