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• W2068507652 abstract "Modification of peptides to produce peptidomimetics is of great interest, with the aim of designing potent, selective, and metabolically stable analogs having certain conformational properties. Organoboranes have been reported in the literature with a wide range of therapeutic applications. One of the therapeutically important class of molecules is amine-carboxyboranes derived from amino acids by replacement of the Cα atom of an amino acid/peptide by boron. The conformational preferences of these peptides, with respect to backbone ω, ϕ, and ψ torsion angles, have been investigated by theoretical calculations. The amide bond in these molecules has the same geometry in the ground and transition states as the natural peptides. However, the boron isosteres of glycine and alanine peptides are less structured than their natural derivatives, but are distinguished by structures with a positive value for the ϕ angle, which is normally disfavored for natural peptides. This property could be used to build peptides with a geometry not usually seen in natural peptides. Copyright © 2007 John Wiley & Sons, Ltd." @default.
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• W2068507652 date "2007-01-01" @default.
• W2068507652 modified "2023-10-18" @default.
• W2068507652 title "Isosteres of peptides: boron analogs as dipolar forms of α-amino acids – a theoretical study" @default.
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• W2068507652 doi "https://doi.org/10.1002/poc.1139" @default.
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