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As its alternate name (5-methyluracil) suggests, thymine may be derived by methylation of uracil at the 5th carbon. In RNA, thymine is replaced with uracil in most cases. In DNA, thymine (T) binds to adenine (A) via two hydrogen bonds, thereby stabilizing the nucleic acid structures. Thymine combined with deoxyribose creates the nucleoside ...
The first reaction is the simplest of the syntheses, by adding water to cytosine to produce uracil and ammonia: [2] C 4 H 5 N 3 O + H 2 O → C 4 H 4 N 2 O 2 + NH 3. The most common way to synthesize uracil is by the condensation of malic acid with urea in fuming sulfuric acid: [5] C 4 H 4 O 4 + NH 2 CONH 2 → C 4 H 4 N 2 O 2 + 2 H 2 O + CO
Thymine and uracil are distinguished by merely the presence or absence of a methyl group on the fifth carbon (C5) of these heterocyclic six-membered rings. [2] [page needed] In addition, some viruses have aminoadenine (Z) instead of adenine. It differs in having an extra amine group, creating a more stable bond to thymine. [3]
These symbols are also valid for RNA, except with U (uracil) replacing T (thymine). [1] Apart from adenine (A), cytosine (C), guanine (G), thymine (T) and uracil (U), DNA and RNA also contain bases that have been modified after the nucleic acid chain has been formed. In DNA, the most common modified base is 5-methylcytidine (m5C).
Cyclobutane dimer (CPD) (left), 6,4-dimer (6-4PP) (right) Pyrimidine dimers encompass several types, each with distinct structures and implications for DNA integrity. [citation needed] Cyclobutane pyrimidine dimer (CPD) is a dimer which features a four-membered ring formed by the fusion of two double-bonded carbons from adjacent pyrimidines.
Deaminated bases: hypoxanthine formed from deamination of adenine. Xanthine formed from deamination of guanine. (Thymidine products following deamination of 5-methylcytosine are more difficult to recognize, but can be repaired by mismatch-specific glycosylases) Uracil inappropriately incorporated in DNA or formed by deamination of cytosine [2]
However, DNA and RNA differ in the second major pyrimidine. DNA contains thymine (T) while RNA contains uracil (U). There are some rare cases where thymine does occur in RNA and uracil in DNA. [1] Here are the 4 major ribonucleotides (ribonucleoside 5'-monophosphate) which are the structural units of RNAs.
Spontaneous deamination of 5-methylcytosine results in thymine and ammonia. This is the most common single nucleotide mutation. In DNA, this reaction, if detected prior to passage of the replication fork, can be corrected by the enzyme thymine-DNA glycosylase, which removes the thymine base in a G/T mismatch. This leaves an abasic site that is ...