Palladacyclic Conjugate Group Promotes Hybridization of Short Oligonucleotides

International Journal of Molecular Sciences
Madhuri HandeTuomas Lönnberg

Abstract

Short oligonucleotides with cyclopalladated benzylamine moieties at their 5'-termini have been prepared to test the possibility of conferring palladacyclic anticancer agents sequence-selectivity by conjugation with a guiding oligonucleotide. Hybridization of these oligonucleotides with natural counterparts was studied by UV and CD (circular dichroism) melting experiments in the absence and presence of a competing ligand (2-mercaptoethanol). Cyclopalladated benzylamine proved to be strongly stabilizing relative to unmetalated benzylamine and modestly stabilizing relative to an extra A•T base pair. The stabilization was largely abolished in the presence of 2-mercaptoethanol, suggesting direct coordination of Pd(II) to a nucleobase of the complementary strand. In all cases, fidelity of Watson-Crick base pairing between the two strands was retained. Hybridization of the cyclopalladated oligonucleotides was characterized by relatively large negative enthalpy and entropy, consistent with stabilizing Pd(II) coordination partially offset by the entropic penalty of imposing conformational constraints on the flexible diethylene glycol linker between the oligonucleotide and the palladacyclic moiety.

References

Jan 1, 1989·Cancer Chemotherapy and Pharmacology·G Daugaard, U Abildgaard
Jun 5, 2003·Expert Opinion on Pharmacotherapy·Jörg Thomas Hartmann, Hans-Peter Lipp
Mar 18, 2004·Oligonucleotides·Jean-Louis Mergny, Laurent Lacroix
Sep 20, 2006·Chemistry : a European Journal·Guido H CleverThomas Carell
Nov 17, 2006·Angewandte Chemie·Berta AlgueróAnna Grandas
Dec 8, 2006·Nature·Jens Müller
Feb 23, 2007·Archiv der Pharmazie·Ingo Ott, Ronald Gust
May 31, 2007·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·Berta AlgueróAnna Grandas
Jul 13, 2007·Nature Reviews. Cancer·Lloyd Kelland
Jul 21, 2007·Angewandte Chemie·Guido H CleverThomas Carell
Sep 28, 2007·Anti-cancer Agents in Medicinal Chemistry·Antonio Carlos Favero Caires
Dec 25, 2007·Current Opinion in Chemical Biology·Pieter C A Bruijnincx, Peter J Sadler
Dec 22, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Carlos Sanchez-Cano, Michael J Hannon
Nov 1, 2009·Metallomics : Integrated Biometal Science·Aviva LevinaPeter A Lay
Jul 15, 2011·Metallomics : Integrated Biometal Science·Susan J Berners-Price, Aleksandra Filipovska
Mar 29, 2012·Accounts of Chemical Research·Yusuke Takezawa, Mitsuhiko Shionoya
Jul 25, 2014·European Journal of Pharmacology·Shaloam Dasari, Paul Bernard Tchounwou
Feb 11, 2015·Philosophical Transactions. Series A, Mathematical, Physical, and Engineering Sciences·Timothy C JohnstoneStephen J Lippard
Jul 30, 2016·Accounts of Chemical Research·Bernhard Lippert, Pablo J Sanz Miguel
Feb 20, 2017·Current Opinion in Chemical Biology·Soham Mandal, Jens Müller
Dec 12, 2017·Chemistry : a European Journal·Sajal Kumar Maity, Tuomas Lönnberg

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Citations

Oct 26, 2018·Angewandte Chemie·Dattatraya Uttam Ukale, Tuomas Lönnberg
Jan 23, 2019·Chemistry : a European Journal·Harri Räisälä, Tuomas Lönnberg
Mar 29, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Madhuri HandeTuomas Lönnberg
Apr 2, 2020·Chembiochem : a European Journal of Chemical Biology·Sajal MaityTuomas Lönnberg
Dec 6, 2018·International Journal of Molecular Sciences·Christina N Banti, Sotiris K Hadjikakou
Jun 13, 2021·Journal of Inorganic Biochemistry·Madhuri HandeTuomas Lönnberg
Dec 15, 2021·The Journal of Organic Chemistry·Asmo Aro-HeiniläPasi Virta

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Methods Mentioned

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