Deracemization and the first CD spectrum of a 3(10)-helical peptide made of achiral α-amino-isobutyric acid residues in a chiral membrane mimetic environment.
نویسندگان
چکیده
Interaction of the racemic helical homo-octapeptide made by the achiral C(α)-methyl alanine (Aib) amino acid with a chiral enantiopure micellar aggregate made of N-dodecylproline led to the deracemization of the helical Aib sequence thus allowing us to obtain for the first time the CD signature in water of a 310 helix devoid of the contribution of any chiral amino acid.
منابع مشابه
Screw sense alone can govern enantioselective extension of a helical peptide by kinetic resolution of a racemic amino acid.
Helical peptides built principally from the achiral quaternary amino acid Aib but with an induced preferred screw-sense exhibit enantioselectivity in their chain-extension reactions when presented with a racemic tertiary amino acid. This is the first demonstration that secondary structure alone, in the absence of local chiral residues, can direct the enantioselectivity of peptide coupling.
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عنوان ژورنال:
- Chemical communications
دوره 49 86 شماره
صفحات -
تاریخ انتشار 2013