PMID: 30146887DOI: 10.1021/acs.lett.8b02233Aug 28, 2018Paper
Conception and Synthesis of Oxabicyclic Nucleoside Phosphonates as Internucleotidic Phosphate Surrogates in Antisense Oligonucleotide Constructs
Organic Letters
Juan C SalinasS Hanessian
Abstract
The stereocontrolled synthesis of a novel oxabicyclic nucleoside phosphonate comprising a perhydrofuropyran core unit was achieved. It was incorporated in an oligonucleotide sequence as a 5'-3' phosphonate-phosphate insert, and the stability properties of the resulting duplex were measured. The oxabicyclic nucleoside framework was designed so as to restrict rotation around angles γ, δ, and ε of a natural nucleoside.
References
Jun 1, 1970·Angewandte Chemie·U Niedballa, H Vorbrüggen
May 23, 2000·Angewandte Chemie·V K RajwanshiJ Wengel
May 24, 2000·Organic Letters·H LiM Goodman
Jan 17, 2003·Organic Letters·Ingrid Le ClézioAlain Vigroux
Oct 21, 2003·Nucleosides, Nucleotides & Nucleic Acids·Suetying ChowEmmanuel A Theodorakis
Nov 7, 2003·Organic Letters·Stephen HanessianGuobin Huang
Aug 13, 2005·The Journal of Organic Chemistry·Stephen HanessianOlivier Loiseleur
Apr 28, 2006·Angewandte Chemie·Christelle DupouyAlain Vigroux
Aug 10, 2006·Journal of the American Chemical Society·Stephen HanessianNiklas Blomberg
Feb 7, 2008·Chemical Communications : Chem Comm·Pradeep S PallanMartin Egli
Aug 19, 2011·The Journal of Organic Chemistry·Anthony M DiLauroScott T Phillips
Dec 8, 2011·Organic Letters·Vipul V BetkekarKrishna P Kaliappan
Mar 17, 2012·Chemistry & Biodiversity·Luca SimeoneDaniela Montesarchio
Aug 24, 2012·Angewandte Chemie·Stephen HanessianPunit P Seth
Aug 14, 2013·The Journal of Organic Chemistry·Stephen HanessianPunit P Seth
Aug 14, 2013·The Journal of Organic Chemistry·Stephen HanessianPunit P Seth
Mar 11, 2015·Nucleic Acids Research·Thazha P PrakashEric E Swayze
Apr 22, 2015·The Journal of Organic Chemistry·Helen BladeGareth P Howell
Apr 14, 2016·Chemistry : a European Journal·Mattia GhirardelloPedro Merino
Jul 20, 2016·Journal of Medicinal Chemistry·W Brad Wan, Punit P Seth
Mar 1, 2017·Nature Biotechnology·Stanley T CrookeXue-Hai Liang
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Aug 6, 2019·Nucleosides, Nucleotides & Nucleic Acids·Juan C SalinasStephen Hanessian
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