Department of Chemistry and Biochemistry, Brigham Young University, Provo, Utah 84602, United States.
Org Lett. 2022 Jul 29;24(29):5329-5333. doi: 10.1021/acs.orglett.2c01962. Epub 2022 Jul 15.
Three new bulky cycloalkyl α,β-dehydroamino acids (ΔAAs) have been designed and synthesized. Each residue enhances the rigidity of model peptides and their stability to proteolysis, with larger ring sizes exhibiting greater effects. Peptides containing bulky cycloalkyl ΔAAs are inert to conjugate addition by a nucleophilic thiol. The results suggest that these residues will be effective tools for improving the proteolytic stability of bioactive peptides.
三种新型大体积环状α,β-脱氢氨基酸（ΔAAs）被设计和合成。每个残基都增强了模型肽的刚性和对蛋白水解的稳定性，大环尺寸的影响更大。含有大体积环状ΔAA 的肽对亲核硫醇的共轭加成是惰性的。结果表明，这些残基将是提高生物活性肽的蛋白水解稳定性的有效工具。
