[HTML][HTML] Selective and stable DNA base pairing without hydrogen bonds

TJ Matray, ET Kool - Journal of the American Chemical Society, 1998 - ncbi.nlm.nih.gov
Noncovalent interactions between aromatic nucleobases are the major stabilizing forces
which contribute to the structural integrity of duplex DNA and RNA. 1–3 However, base …

Experimental measurement of aromatic stacking affinities in the context of duplex DNA

KM Guckian, BA Schweitzer, RXF Ren… - Journal of the …, 1996 - ACS Publications
Noncovalent interactions between aromatic molecules are widely believed to be important
contributing factors in the stabilization of organized structure in biological macromolecules …

A stable DNA duplex containing a non-hydrogen-bonding and non-shape-complementary base couple: interstrand stacking as the stability determining factor.

C Brotschi, A Häberli, CJ Leumann - … Chemie (International ed. in …, 2001 - europepmc.org
The stabilizing effect of a dG: dC base-pair can also be imparted to a DNA duplex by a non-
hydrogen-bonding, non-shape-complementary nucleoside analogue when interstrand …

Nonstandard hydrogen bonding in duplex oligonucleotides. The base pair between an acceptor-donor-donor pyrimidine analog and a donor-acceptor-acceptor purine …

JJ Voegel, SA Benner - Journal of the American Chemical Society, 1994 - ACS Publications
In itsmost general form, the Watson-Crick base pair joins a six-membered heterocyclic ring
(in natural oligonucleotides, a pyrimidine) with a five-six fused ring system (in natural …

Hydrophobic, non-hydrogen-bonding bases and base pairs in DNA

BA Schweitzer, ET Kool - Journal of the american chemical …, 1995 - ACS Publications
We report the properties of hydrophobic isosteres of pyrimidines and purines in synthetic
DNA duplexes. Phenyl nucleosides 1 and 2 are nonpolar isosteres of the natural thymidine …

Solution structure of a DNA duplex containing a biphenyl pair

Z Johar, A Zahn, CJ Leumann… - Chemistry–A European …, 2008 - Wiley Online Library
Hydrogen-bonding and stacking interactions between nucleobases are considered to be the
major noncovalent interactions that stabilize the DNA and RNA double helices. In recent …

Tricyclo-DNA: a phosphodiester-backbone based DNA analog exhibiting strong complementary base-pairing properties

R Steffens, CJ Leumann - Journal of the American Chemical …, 1997 - ACS Publications
Due to their selective complementary base-association phenomena and their enhanced
resistance against enzymatic degradation, DNA analogs attract considerable attention as …

A highly effective nonpolar isostere of deoxyguanosine: synthesis, structure, stacking, and base pairing

BM O'Neill, JE Ratto, KL Good… - The Journal of …, 2002 - ACS Publications
We describe the preparation and structure of the deoxyribonucleoside of 4-fluoro-6-
methylbenzimidazole, abbreviated dH (8), which acts as a close shape mimic of the …

A series of nonpolar thymidine analogues of increasing size: DNA base pairing and stacking properties

TW Kim, ET Kool - The Journal of Organic Chemistry, 2005 - ACS Publications
We describe the properties in DNA of a set of five nonpolar nucleoside mimics in which
shape is similar but size is increased gradually. The compounds vary in the size of their …

A nucleobase analogue that pairs strongly with adenine.

M Minuth, C Richert - Angewandte Chemie, 2013 - search.ebscohost.com
Base pairing is a pivotal process in nature. Genetic information is passed on by the
formation of pairs between complementary nucleobases.[1, 2] The detection of DNA or RNA …