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Thymine (/ ˈ θ aɪ m ɪ n /) (symbol T or Thy) is one of the four nucleotide bases in the nucleic acid of DNA that are represented by the letters G–C–A–T. The others are adenine, guanine, and cytosine. Thymine is also known as 5-methyluracil, a pyrimidine nucleobase. In RNA, thymine is replaced by the nucleobase uracil.
Instead of thymidine, RNA contains uridine (uracil joined to ribose). Uracil is chemically very similar to thymine, which is also known as 5-methyluracil. Since thymine nucleotides are precursors of DNA (but not RNA), the prefix "deoxy" is often left out, i.e., deoxythymidine is often just called thymidine. Thymidine is listed as a chemical ...
Similarly, the simple-ring structure of cytosine, uracil, and thymine is derived of pyrimidine, so those three bases are called the pyrimidine bases. [ 6 ] Each of the base pairs in a typical double- helix DNA comprises a purine and a pyrimidine: either an A paired with a T or a C paired with a G.
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).
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
Methylation of cytosine to form 5-methylcytosine occurs at the same 5 position on the pyrimidine ring where the DNA base thymine's methyl group is located; the same position distinguishes thymine from the analogous RNA base uracil, which has no methyl group. Spontaneous deamination of 5-methylcytosine converts it to thymine. This results in a T ...
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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 ...