Fluorocarbon‐DNA Conjugates for Enhanced Cellular Delivery: Formation of a Densely Packed DNA Nano‐Assembly

Author:

Narita Minako1,Kohata Ai12ORCID,Kageyama Taiichi1,Watanabe Honoka1,Aikawa Kohsuke1ORCID,Kawaguchi Daisuke1ORCID,Morihiro Kunihiko3ORCID,Okamoto Akimitsu3ORCID,Okazoe Takashi14

Affiliation:

1. Department of Chemistry and Biotechnology Graduate School of Engineering The University of Tokyo 2-11-16 Yayoi Bunkyo-ku Tokyo 113-0032 Japan

2. Current address: School of Life Science and Technology Tokyo Institute of Technology 4259 Nagatsuta-cho Yokohama-shi Kanagawa 226-8501 Japan

3. Department of Chemistry and Biotechnology Graduate School of Engineering The University of Tokyo 7-3-1 Hongo Bunkyo-ku Tokyo 113-8656 Japan

4. Yokohama Technical Center AGC Inc. 1-1 Suehiro-cho, Tsurumi-ku Yokohama 230-0045 Japan

Abstract

AbstractForming nano‐assemblies is essential for delivering DNA conjugates into cells, with the DNA density in the nano‐assembly playing an important role in determining the uptake efficiency. In this study, we developed a strategy for the facile synthesis of DNA strands bearing perfluoroalkyl (RF) groups (RF‐DNA conjugates) and investigated how they affect cellular uptake. An RF‐DNA conjugate bearing a long RF group at the DNA terminus forms a nano‐assembly with a high DNA density, which results in greatly enhanced cellular uptake. The uptake mechanism is mediated by clathrin‐dependent endocytosis. The use of RF groups to densely assemble negatively charged DNA is a useful strategy for designing drug delivery carriers.

Funder

Ministry of Education, Culture, Sports, Science and Technology

Publisher

Wiley

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