Design, Synthesis, and Anticancer Activity of Triptycene-Peptide Hybrids that Induce Paraptotic Cell Death in Cancer Cells

Kohei Yamaguchi, Kenta Yokoi, Masakazu Umezawa, Koji Tsuchiya, Yasuyuki Yamada, Shin Aoki

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

We report on the design and synthesis of triptycene-peptide hybrids (TPHs), 5, syn-6, and anti-6, which are conjugates of a triptycene core unit with two or three cationic KKKGG peptides (K: lysine and G: glycine) through a C8 alkyl chain. It was discovered that syn-6 and anti-6 induce paraptosis, a type of programmed cell death (PCD), in Jurkat cells (leukemia T-lymphocytes). Mechanistic studies indicate that these TPHs induce the transfer of Ca2+ from the endoplasmic reticulum (ER) to mitochondria, a loss of mitochondrial membrane potential (Δψm), tethering of the ER and mitochondria, and cytoplasmic vacuolization in the paraptosis processes.

Original languageEnglish
Pages (from-to)691-717
Number of pages27
JournalBioconjugate chemistry
Volume33
Issue number4
DOIs
Publication statusPublished - 20 Apr 2022

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