Hypervalent Iodine Reagents: Thiol Derivatization with a Tetrafluoroethoxy Coumarin Residue for UV Absorbance Recognition

被引:12
作者
Commare, Bruno [1 ]
Togni, Antonio [1 ]
机构
[1] ETH, Dept Chem & Appl Biosci, Swiss Fed Inst Technol, Vladimir Prelog Weg 2, CH-8093 Zurich, Switzerland
关键词
Hypervalent iodine; Fluoroalkyl; Thiols; UV absorbance; Coumarins; ANGIOTENSIN-CONVERTING ENZYME; GLUTATHIONE; DESIGN; INHIBITORS; TRIFLUOROMETHYLATION; PENICILLAMINE; PROTEINS;
D O I
10.1002/hlca.201700059
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new hypervalent iodine reagent (5) based on 1,2-dihydro-3,3-dimethyl-1,2-benziodoxole containing a 4-methyl7-tetrafluoroethoxycoumarin unit as a specific UV absorber was prepared and fully characterized, including X-ray crystal structural analysis. The high reactivity of this compound towards thiols has been exploited for the selective tagging of several targets with the UV chromophore coumarin, including e.g. glutathione.
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页数:7
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