Synthesis of Tetrafluorinated Aromatic Amino Acids with Distinct Signatures in 19F NMR

被引：23

作者：

Qin, Luoheng ^{[1
]}

Sheridan, Christopher ^{[1
]}

Gao, Jianmin ^{[1
]}

机构：

[1] Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 02期

基金：

美国国家科学基金会;

关键词：

PROTEIN-STRUCTURE; COILED-COIL; PEPTIDE; DESIGN; REAGENT; BINDING;

D O I：

10.1021/ol203140n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Fluorinated amino acids serve as powerful tools in protein chemistry. We synthesized a series of pare-substituted tetrafluorophenylalanines via the regioselective S-NAr chemistry of the commercially available pentafluorophenylalanine Boc-Z. These novel unnatural amino acids display distinct F-19 NMR signatures, making them powerful tools for analyzing protein-membrane interactions with NMR spectroscopy.

引用

页码：528 / 531

页数：4

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