Peptidomimetic

Figure 1. D-peptides assume the mirror image conformation of their L-peptide analogues.
Many D-proteins and other D-peptides
when placed in a nonchiral solvent like water, assume the mirror image conformation of their L-peptide
counterpart. Pictured is an L-peptide (1) fragment with the sequence Asp-Val-Ser and the D-peptide
Asp-Val-Ser (2) shown from C-terminus to N-terminus.

Figure 2. An L-peptide and its analogues. An L-peptide (1) sequence has three analogues: the D-enantiomer (3) with the same sequence,
the retro L-peptide (4) with the inverted sequence, and the retro-inverso D-peptide(4), with all D-amino acids and the inverted sequence.
In this image (1) and (3) are shown from C-terminus on the left to N-terminus on the right,
while (2) and (4) are shown from N-terminus to C-terminus. Note that (1) and (2) have similar side chain positions; one is the retro-inverso
sequence of the other. The same applies to (3) and (4).

Figure 3. Mirror image phage display.
(A) A target L-amino acid protein (L-protein) for which an L-peptide inhibitor might be available is selected. The D-enantiomer protein (D-protein) is chemically synthesized from the same sequence using D-amino acids. If the target L-protein does not require a chaperone or co-factor to fold, the D-protein will mirror the conformation and properties of the L-protein, but the L-peptide inhibitor will most likely have little binding affinity towards it. (B) The synthesized D-proteins are fixed to a surface and exposed to phage displaying many different L-peptides. (C) L-peptides that do not bind well to the surface are washed away. The remaining L-peptides are sequenced. (D) The D-enantiomer peptides (D-peptides) of the binding L-peptides are synthesized using the same sequence and tested against the L-proteins. The D-peptide will bind the L-protein but most likely not bind the D-protein mirror.

A peptidomimetic is a small protein-like chain designed to mimic a peptide. They typically arise either from modification of an existing peptide, or by designing similar systems that mimic peptides, such as peptoids and β-peptides. Irrespective of the approach, the altered chemical structure is designed to advantageously adjust the molecular properties such as, stability or biological activity. This can have a role in the development of drug-like compounds from existing peptides. These modifications involve changes to the peptide that will not occur naturally (such as altered backbones and the incorporation of nonnatural amino acids).

单词	Peptidomimetic
释义	Peptidomimetic 英语百科 Peptidomimetic A peptidomimetic is a small protein-like chain designed to mimic a peptide. They typically arise either from modification of an existing peptide, or by designing similar systems that mimic peptides, such as peptoids and β-peptides. Irrespective of the approach, the altered chemical structure is designed to advantageously adjust the molecular properties such as, stability or biological activity. This can have a role in the development of drug-like compounds from existing peptides. These modifications involve changes to the peptide that will not occur naturally (such as altered backbones and the incorporation of nonnatural amino acids).
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