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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
5-Methylcytosine (5mC) is a methylated form of the DNA base cytosine (C) that regulates gene transcription and takes several other biological roles. [1] When cytosine is methylated, the DNA maintains the same sequence, but the expression of methylated genes can be altered (the study of this is part of the field of epigenetics). 5-Methylcytosine is incorporated in the nucleoside 5-methylcytidine.
The purine nitrogenous bases are characterized by their single amino group (−NH 2), at the C6 carbon in adenine and C2 in guanine. [5] Similarly, the simple-ring structure of cytosine, uracil, and thymine is derived of pyrimidine, so those three bases are called the pyrimidine bases. [6]
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 ...
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).
Activation-induced cytidine deaminase, also known as AICDA, AID and single-stranded DNA cytosine deaminase, is a 24 kDa enzyme which in humans is encoded by the AICDA gene. [5] It creates mutations in DNA [6] [7] by deamination of cytosine base, which turns it into uracil (which is recognized as a thymine). In other words, it changes a C:G base ...
The 6–4 photoproduct (6–4 pyrimidine–pyrimidone, or 6–4 pyrimidine–pyrimidinone) is an alternate dimer configuration consisting of a single covalent bond linking the carbon at the 6 (C6) position of one pyrimidine ring and carbon at the 4 (C4) position of the adjoining base's ring. [11]