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Cytosine (/ ˈ s aɪ t ə ˌ s iː n,-ˌ z iː n,-ˌ s ɪ n / [2] [3]) (symbol C or Cyt) is one of the four nucleotide bases found in DNA and RNA, along with adenine, guanine, and thymine (uracil in RNA). It is a pyrimidine derivative, with a heterocyclic aromatic ring and two substituents attached (an amine group at position 4 and a keto group ...
Base pairing: Two base pairs are produced by four nucleotide monomers, nucleobases are in blue. Guanine (G) is paired with cytosine (C) via three hydrogen bonds, in red. Adenine (A) is paired with uracil (U) via two hydrogen bonds, in red. Purine nucleobases are fused-ring molecules. Pyrimidine nucleobases are simple ring molecules.
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).
This underrepresentation is a consequence of the high mutation rate of methylated CpG sites: the spontaneously occurring deamination of a methylated cytosine results in a thymine, and the resulting G:T mismatched bases are often improperly resolved to A:T; whereas the deamination of unmethylated cytosine results in a uracil, which as a foreign ...
C 4 H 4 N 2 O 2 → H 3 NCH 2 CH 2 COO − + NH + 4 + CO 2. Oxidative degradation of uracil produces urea and maleic acid in the presence of H 2 O 2 and Fe 2+ or in the presence of diatomic oxygen and Fe 2+. Uracil is a weak acid. The first site of ionization of uracil is not known. [12]
Figure 2: Outline of the chemical reaction that underlies the bisulfite-catalyzed conversion of cytosine to uracil. Bisulfite [1] sequencing (also known as bisulphite sequencing) is the use of bisulfite treatment of DNA before routine sequencing to determine the pattern of methylation.
The complementary cytosine rich sequences, on the other strand, may adopt another similar four stranded structure, the i-motif, stabilized by cytosine:cytosine non-canonical base pairs. Structure of a representative G-Quadruplex consisting of Hoogsteen base pairs between every neighboring guanine residues ( PDB : 1KF1 ).
This property has allowed researchers to sequence methylated DNA to distinguish non-methylated cytosine (shown up as uracil) and methylated cytosine (unaltered). In DNA, this spontaneous deamination is corrected for by the removal of uracil (product of cytosine deamination and not part of DNA) by uracil-DNA glycosylase, generating an abasic (AP ...