Work

Recent advances in the synthesis of C-terminally modified peptides

Year: 2020

Type: review

Abstract: C-Terminally modified peptides are important for the development and delivery of peptide-based pharmaceuticals because they impact peptide activity, stability, hydrophobicity, and membrane permeability. Additionally, the vulnerability of C-terminal esters to cleavage by endogenous esterases makes them excellent pro-drugs. Methods for post-SPPS C-terminal functionalization potentially enable access to libraries of modified peptides, facilitating tailoring of their solubility, potency, toxicity, and uptake pathway. Apparently minor structural changes can significantly impact the binding, folding, and pharmacokinetics of the peptide. This review summarizes developments in chemical methods for C-terminal modification of peptides published since the last review on this topic in 2003.

Source: Organic & Biomolecular Chemistry

DOI: 10.1039/d0ob01417f

Authors: Christine A. Arbour, Lawrence G. Mendoza, Jennifer L. Stockdill

Institution: Wayne State University

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: green

Funders: Wayne State University, National Institute of General Medical Sciences

Awards: G3373407882, Initiative for Maximizing Student Development Program at Wayne State University, Strategies for N to C solid-phase peptide synthesis