Chemoenzymatic synthesis of (S)-hexafluoroleucine and (S)- tetrafluoroleucine
Journal
Organic Letters
Journal Volume
9
Journal Issue
26
Pages
5517-5520
Date Issued
2007
Author(s)
Chiu, H.-P.
Abstract
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.mol-1 more favorable compared to Hfl.
SDGs
Type
journal article