Chemoenzymatic Synthesis of (S)-Hexafluoroleucine and (S)-Tetrafluoroleucine

被引:21
作者
Chiu, Hsien-Po [1 ]
Cheng, Richard P. [1 ]
机构
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
关键词
D O I
10.1021/ol702470j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed a short chemoenzymatic synthesis for both (S)-5,5,5,5',5',5'-hexafluoroleucine (Hfl) and (S)-5,5,5',5'-tetrafluoroleucine (Qfl) on gram scale. Qfl was incorporated into a peptide using standard solid-phase peptide synthesis protocols to measure its helix propensity. The helix propensity for Qfl is 0.68 kcal center dot mol(-1) more favorable compared to Hfl.
引用
收藏
页码:5517 / 5520
页数:4
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