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Issue 6, 2019
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Vitamin B12 transports modified RNA into E. coli and S. Typhimurium cells

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Abstract

Specifically designed, antisense oligonucleotides are promising candidates for antibacterial drugs. They suppress the correct expression of bacterial genes by complementary binding to essential sequences of bacterial DNA or RNA. The main obstacle in fully utilizing their potential as therapeutic agents comes from the fact that bacteria do not uptake oligonucleotides from their environment. Herein, we report that vitamin B12 can transport oligonucleotides into Escherichia coli and Salmonella typhimurium cells. 5′-Aminocobalamin with an alkyne linker and azide-modified oligonucleotides enabled the synthesis of vitamin B12–2′OMeRNA conjugates using an efficient “click” methodology. Inhibition of protein expression in E. coli and S. Typhimurium cells indicates an unprecedented transport of 2′OMeRNA oligomers into bacterial cells via the vitamin B12 delivery pathway.

Graphical abstract: Vitamin B12 transports modified RNA into E. coli and S. Typhimurium cells

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Article information


Submitted
25 Jun 2018
Accepted
19 Nov 2018
First published
19 Nov 2018

Chem. Commun., 2019,55, 763-766
Article type
Communication

Vitamin B12 transports modified RNA into E. coli and S. Typhimurium cells

M. Giedyk, A. Jackowska, M. Równicki, M. Kolanowska, J. Trylska and D. Gryko, Chem. Commun., 2019, 55, 763
DOI: 10.1039/C8CC05064C

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