Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 43, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2021.128103
Keywords
Curvature-inducing peptide; Octaarginine; Cell membrane translocation; Pyrenebutyric acid; Lipid packing loosening
Categories
Funding
- Graduate School of Pharmaceutical Sciences, Kyoto University
- Pharmaceutical Society of Japan
- Suntory Foundation for Life Sciences
- JSPS KAKENHI [JP18H04547, JP18H04017]
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EpN18 is a curvature-inducing peptide that helps arginine-rich cell-penetrating peptides like R8 penetrate the cell membrane by loosening lipid packing. Conjugating the N-terminal of EpN18 with a pyrenebutyryl moiety enhances membrane interactions, leading to improved lipid-packing loosening and cytosolic translocation of R8.
EpN18 is a curvature-inducing peptide, which loosens lipid packing upon interaction with the cell membrane, and facilitates cell-membrane penetration by arginine-rich cell-penetrating peptides, including octaarginine (R8). In the present study, we conjugated the N-terminal of EpN18 with a pyrenebutyryl (pBu) moiety, which acts as an anchoring unit that increases membrane interactions. Enhanced lipid-packing loosening and cytosolic translocation of R8 were observed by the pBu anchoring of EpN18.
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