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- W2949667776 abstract "Replacement of α-hydrogen atom of α-amino acids with alkyl substituents affords α, α-disubstituted α-amino acids, which are non-proteinogenic amino acids. This kind of modification changes the conformational freedom of peptides containing such residues. 2-Aminoisobutyric acid (dimethylglycine, Aib) is a natural product, isolated as a component of peptaibol antibiotics, and is widely used among peptide chemists for the construction of helical secondary structure. Contrary to 310-helical structure of Aib homopeptides, the conformation of homopeptides prepared from diethylglycine or dipropylglycine is a fully planar C5-conformation. Besides achiral α, α-disubstituted α-amino acids, the conformation of homopeptides prepared from chiral α-methylated or α-ethylated α, α-disubstituted α-amino acids was recently reported. The conformation of homopeptides prepared from chiral α-methylated α, α-disubstituted amino acids is the 310-helical structure and the screw sense of helicity (P) or (M) depends on the chirality of quaternary carbon center of amino acids, while that of α-ethylated α, α-disubstituted amino acids is the fully planar C5-conformation. The application of α, α-disubstituted α-amino acids for the design of biologically active peptides and catalytic peptides is also described." @default.
- W2949667776 created "2019-06-27" @default.
- W2949667776 creator A5073189423 @default.
- W2949667776 date "2010-05-21" @default.
- W2949667776 modified "2023-09-23" @default.
- W2949667776 title "ChemInform Abstract: Design and Conformation of Peptides Containing α,α-Disubstituted α-Amino Acids" @default.
- W2949667776 cites W2104999016 @default.
- W2949667776 doi "https://doi.org/10.1002/chin.200226280" @default.
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