Laser-Initiated Radical Trifluoromethylation of Peptides and Proteins: Application to Mass-Spectrometry-Based Protein Footprinting

被引:80
作者
Cheng, Ming [1 ]
Zhang, Bojie [1 ]
Cui, Weidong [1 ]
Gross, Michael L. [1 ]
机构
[1] Washington Univ, Dept Chem, One Brookings Dr, St Louis, MO 63130 USA
基金
美国国家卫生研究院;
关键词
amino acids; mass spectrometry; membrane proteins; radical reactions; reaction mechanisms; DE-NOVO SYNTHESIS; CAPSULAR POLYSACCHARIDE VACCINE; PNEUMONIAE SEROTYPE 4; KLEBSIELLA-PNEUMONIAE; CONJUGATE VACCINES; REPEATING UNIT; SYNTHETIC OLIGOSACCHARIDES; CHEMICAL-SYNTHESIS; URONIC-ACIDS; SIALIC-ACID;
D O I
10.1002/anie.201706697
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Described is a novel, laser-initiated radical trifluoromethylation for protein footprinting and its broad residue coverage. center dot CF3 reacts with 18 of the 20 common amino acids, including Gly, Ala, Ser, Thr, Asp, and Glu, which are relatively silent with regard to COH. This new approach to footprinting is a bridge between trifluoromethylation in materials and medicinal chemistry and structural biology and biotechnology. Its application toamembrane protein and to myoglobin show that the approach is sensitive to protein conformational change and solvent accessibility.
引用
收藏
页码:14007 / 14010
页数:4
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