Dramatic selectivity differences in the association of DNA and RNA models with new ethylene- and propylene diamine derivatives and their copper complexes

Organic & Biomolecular Chemistry
Nino LomadzeBegoña Verdejo

Abstract

The affinities of polyamines consisting of ethylenediamine units equipped with either one or two terminal naphthyl-, anthryl-, or acridyl units towards PolyA.PolyU as an RNA model, and Poly(dA).Poly(dT) as a DNA model are screened by measuring the melting point changes (DeltaT(m)) of the double strands, and also partially by a fluorimetric binding assay using ethidium bromide. The larger aromatic moieties with long spacers between them allow bisintercalation; this leads to an increased preference for DNA in comparison to RNA, where ion pairing of the ammonium centers with the major RNA groove phosphates dominates. Allosteric affinity control by metalation is achieved e.g. with Cu(2+) ions, which induce conformational distortions within the chains. With anthryl- in contrast to naphthyl derivatives intercalation can be so strong that distortion of the ethylenediamine chain by metalation is not powerful enough. A particularly high concentration of positive charges is accessible with tripodal derivatives built up from ethylenediamine and propylenediamine units; in the absence of aryl parts, which interfere with the RNA groove preference, one observes the highest affinity difference known until today, reflected in a melting point ra...Continue Reading

References

Jul 1, 1986·Medicinal Research Reviews·L P Wakelin
Sep 25, 1981·Nucleic Acids Research·R Lavery, B Pullman
Jun 1, 1997·Bioorganic & Medicinal Chemistry·K LiW D Wilson
May 8, 1998·Methods : a Companion to Methods in Enzymology·F Gago
Dec 2, 1999·Pharmacology & Therapeutics·B S ReddyJ W Lown
Dec 22, 1999·Current Opinion in Chemical Biology·F WalterE Westhof
Jan 19, 2000·Current Medicinal Chemistry·W D Wilson, K Li
Aug 10, 2000·Journal of Molecular Recognition : JMR·I Haq, J Ladbury
Dec 29, 2000·Chemistry : a European Journal·D K ChandB Valtancoli
Apr 3, 2001·Current Medicinal Chemistry·B S ReddyJ W Lown
May 10, 2001·Drug Discovery Today·A Westwell
Aug 10, 2001·Methods in Enzymology·T M Davis, W D Wilson
Apr 23, 2002·Current Medicinal Chemistry·Ye Xin-Shan, Li-He Zhang
Oct 3, 2003·Chembiochem : a European Journal of Chemical Biology·Quentin Vicens, Eric Westhof
Jan 21, 2004·Accounts of Chemical Research·Winston C Tse, Dale L Boger
Jan 30, 2004·Biophysical Journal·Binh NguyenW David Wilson

❮ Previous
Next ❯

Citations

Oct 28, 2015·Chemistry : a European Journal·Martin Gasiorek, Hans-Jörg Schneider
Sep 26, 2008·Angewandte Chemie·Prakash P Neelakandan, Danaboyina Ramaiah
May 23, 2009·Organic & Biomolecular Chemistry·Yu HuangXiao-Qi Yu
May 21, 2010·Organic & Biomolecular Chemistry·Alejandra Sornosa-TenIvo Piantanida
Sep 19, 2006·Dalton Transactions : an International Journal of Inorganic Chemistry·M Teresa AlbeldaBegoña Verdejo
Feb 9, 2013·Organic & Biomolecular Chemistry·Jorge González-GarcíaIvo Piantanida
Aug 28, 2009·Inorganic Chemistry·Alejandra Sornosa TenEnrique García-España
Dec 17, 2009·Journal of Medicinal Chemistry·Isabelle BaussanneJean-Luc Décout
May 19, 2012·Journal of the American Chemical Society·Mario InclánEnrique García-España
Dec 25, 2012·Journal of the American Chemical Society·Bahareh ShirinfarKwang S Kim
Feb 13, 2007·The Journal of Organic Chemistry·Carmen PeñaVicente Gotor
Feb 5, 2011·Biochimica Et Biophysica Acta·Myriam OuberaiMarie-Paule Mingeot-Leclercq

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.