IFSC, Panjab University, Chandigarh, India.
Chem Biol Drug Des. 2019 May;93(5):724-736. doi: 10.1111/cbdd.13472. Epub 2019 Jan 29.
Retroinverso analog of a natural polypeptide can sometimes mimic the structure and function of the natural peptide. The additional advantage of using retroinverso analog is that it is resistant to proteolysis. The retroinverso analogs have peptide sequence in reverse direction with respect to natural peptide and also have chirality of amino acid inverted from L to D. The D amino acids cannot be recognized by common proteases of the body; therefore, these peptides will not be degraded easily and have a longer-lasting effect as vaccine and inhibitor drugs. There have been many contested propositions about the geometric relationship between a peptide and its retro, inverso, or retroinverso analog. A retroinverso analog sometimes fails to adopt the structure that can mimic the function of the natural peptide. In such cases, partial retroinverso analog and other modifications can help in achieving the desired structure and function. Here, we review the theory, major experimental attempts, prediction methods, and alternative strategies related to retroinverso peptidomimetics.
反转肽类似物有时可以模拟天然多肽的结构和功能。使用反转肽类似物的额外优点是它能够抵抗蛋白水解。反转肽类似物具有相对于天然肽的反向肽序列，并且其氨基酸的手性也从 L 到 D 反转。D 型氨基酸不能被身体的常见蛋白酶识别；因此，这些肽不易被降解，作为疫苗和抑制剂药物的效果更持久。关于肽与其反转肽、反肽或反转肽类似物之间的几何关系，已经有很多有争议的观点。反转肽类似物有时无法采用可以模拟天然肽功能的结构。在这种情况下，部分反转肽类似物和其他修饰可以帮助实现所需的结构和功能。在这里，我们回顾了与反转肽拟肽相关的理论、主要实验尝试、预测方法和替代策略。
