1. A Diaminodiacid (DADA) Strategy for the Development of Disulfide Surrogate Peptides.
- Author
-
Qi YK, Qu Q, Bierer D, and Liu L
- Subjects
- Antimicrobial Cationic Peptides chemical synthesis, Antimicrobial Cationic Peptides chemistry, Cyclization, DNA-Binding Proteins chemical synthesis, DNA-Binding Proteins chemistry, Hydrocarbons chemistry, Peptides chemical synthesis, Peptides, Cyclic chemical synthesis, Peptides, Cyclic chemistry, Protein Conformation, alpha-Helical, Protein Conformation, beta-Strand, Solid-Phase Synthesis Techniques, Disulfides chemistry, Peptides chemistry
- Abstract
Disulfide bond-containing peptides are useful molecular scaffolds with diagnostic and therapeutic applications due to their good biological activity and good target selectivity, but their utility is sometimes limited by the lability of the disulfide moiety under reducing conditions and in the presence of disulfide bond isomerase. The development of disulfide surrogates with improved redox stability has been an area of ongoing research; and one possible strategy is based on a diaminodiacid (DADA) moiety, which can be used to synthesize the disulfide bond replacement peptides with precise structures and enhanced stability through automated solid-phase peptide synthesis (SPPS). This review summarizes recent developments in the DADA-based SPPS of peptide disulfide surrogates. Some representative applications and structural studies on the DADA-based disulfide surrogates are described., (© 2020 Wiley-VCH GmbH.)
- Published
- 2020
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