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The canonical Watson-Crick base pairs, G:C and A:T/U as well as most of the non-canonical ones are stabilized by two or more (e.g. 3 in the case of G:C cWW) hydrogen bonds. Justifiably, a significant amount of research on non-canonical base pairs has been carried out towards bench-marking their strengths (interaction energies) and (geometric ...
Non-covalent hydrogen bonds between the bases are shown as dashed lines. The wiggly lines stand for the connection to the pentose sugar and point in the direction of the minor groove. Hydrogen bonding is the chemical interaction that underlies the base-pairing rules described above.
This definition specifies: The hydrogen bond is an attractive interaction between a hydrogen atom from a molecule or a molecular fragment X−H in which X is more electronegative than H, and an atom or a group of atoms in the same or another molecule, in which there is evidence of bond formation. [16]
An additional type of bond is a "non-bond", indicated with ., to indicate that two parts are not bonded together. For example, aqueous sodium chloride may be written as [Na+].[Cl-] to show the dissociation. An aromatic "one and a half" bond may be indicated with :; see § Aromaticity below.
Hoogsteen pointed out that if the alternative hydrogen-bonding patterns were present in DNA, then the double helix would have to assume a quite different shape. Hoogsteen base pairs are observed in alternative structures such as the four-stranded G-quadruplex structures that form in DNA and RNA.
Wobble base pairs for inosine and guanine. A wobble base pair is a pairing between two nucleotides in RNA molecules that does not follow Watson-Crick base pair rules. [1] The four main wobble base pairs are guanine-uracil (G-U), hypoxanthine-uracil (I-U), hypoxanthine-adenine (I-A), and hypoxanthine-cytosine (I-C).
Canonical bases may have either a carbonyl or an amine group on the carbons surrounding the nitrogen atom furthest away from the glycosidic bond, which allows them to base pair (Watson-Crick base pairing) via hydrogen bonds (amine with ketone, purine with pyrimidine). Adenine and 2-aminoadenine have one/two amine group(s), whereas thymine has ...
The A–T pairing is based on two hydrogen bonds, while the C–G pairing is based on three. In both cases, the hydrogen bonds are between the amine and carbonyl groups on the complementary bases. Nucleobases such as adenine, guanine, xanthine , hypoxanthine , purine, 2,6-diaminopurine , and 6,8-diaminopurine may have formed in outer space as ...