Issue 66, 2012
From the journal:

Chemical Communications

Structure and nuclease resistance of 2′,4′-constrained 2′-O-methoxyethyl (cMOE) and 2′-O-ethyl (cEt) modified DNAs†

Pradeep S. Pallan,a   Charles R. Allerson,b   Andres Berdeja,b   Punit P. Seth,b   Eric E. Swayze,b   Thazha P. Prakashb  and  Martin Egli*a  

* Corresponding authors

a Department of Biochemistry, Vanderbilt University School of Medicine, Nashville, USA
E-mail: martin.egli@vanderbilt.edu
Fax: 1-615-322-7122
Tel: 1-615-343-8070

b Department of Medicinal Chemistry, Isis Pharmaceuticals Inc., 2855 Gazelle Court, Carlsbad, USA

Abstract

Combining the structural elements of the second generation 2′-O-methoxyethyl (MOE) and locked nucleic acid (LNA) antisense oligonucleotide (AON) modifications yielded the highly nuclease resistant 2′,4′-constrained MOE and ethyl bicyclic nucleic acids (cMOE and cEt BNA, respectively). Crystal structures of DNAs with cMOE or cEt BNA residues reveal their conformational preferences. Comparisons with MOE and LNA structures allow insights into their favourable properties for AON applications.

Graphical abstract: Structure and nuclease resistance of 2′,4′-constrained 2′-O-methoxyethyl (cMOE) and 2′-O-ethyl (cEt) modified DNAs

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Article information

DOI
https://doi.org/10.1039/C2CC32286B
Article type
Communication
Submitted
30 Mar 2012
Accepted
27 Apr 2012
First published
27 Apr 2012

Chem. Commun., 2012,48, 8195-8197

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Structure and nuclease resistance of 2′,4′-constrained 2′-O-methoxyethyl (cMOE) and 2′-O-ethyl (cEt) modified DNAs

P. S. Pallan, C. R. Allerson, A. Berdeja, P. P. Seth, E. E. Swayze, T. P. Prakash and M. Egli, Chem. Commun., 2012, 48, 8195 DOI: 10.1039/C2CC32286B

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