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Nucleobase - Wikipedia, the free encyclopedia

Nucleobase

From Wikipedia, the free encyclopedia

Chemical structure of base pair bonding. Thymine (T) bonds with adenine (A), and cytosine (C) bonds with guanine (G).
Chemical structure of base pair bonding. Thymine (T) bonds with adenine (A), and cytosine (C) bonds with guanine (G).

Nucleobases are the parts of RNA and DNA that may be involved in pairing (see also base pairs). These include cytosine, guanine, adenine, thymine (DNA), uracil (RNA) and xanthine and hypoxanthine (mutated forms of guanine and adenine, respectively). These are abbreviated as C, G, A, T, U, X and HX respectively. They are usually simply called bases in genetics. Because A, G, C and T appear in the DNA, these molecules are called DNA-bases; A, G, C and U are called RNA-bases, respectively.

Hypoxanthine and xanthine are created through mutagen presence, through deamination (replacement of the amine-group with a hydroxyl-group). Hypoxanthine is produced from adenine, xanthine from guanine and uracil from cytosine.

Uracil replaces thymine in RNA. These two bases are identical except that uracil lacks the 5' methyl group. Adenine and guanine belong to the double-ringed class of molecules called purines (abbreviated as R). Cytosine, thymine, and uracil are all pyrimidines (abbreviated as Y).

A base covalently bound to the 1' carbon of a ribose or deoxyribose is called a nucleoside, and a nucleoside with one or more phosphate groups attached at the 5' carbon is called a nucleotide.

Contents

[edit] Structure

  • The "skeleton" of adenine, guanin, hypoxanthine and xanthine is purine, hence the name purine-bases.
  • The "skeleton" of cytosine, uracil and thymine is pyrimidine, hence pyrimidine-bases.

[edit] Purines

Nucleobase Nucleoside
Chemical structure of adenine
Adenine
Chemical structure of adenosine
Adenosine
A
Chemical structure of guanine
Guanine
Chemical structure of guanosine
Guanosine
G
Chemical structure of hypoxanthine
Hypoxanthine
Chemical structure of hypoxanthinosine
Hypoxanthinosine
HX
Chemical structure of xanthine
Xanthine
Chemical structure of xanthinosine
Xanthinosine
X

[edit] Pyrimidines

Nucleobase Nucleoside
Chemical structure of thymine
Thymine
Chemical structure of thymidine
Thymidine
T
Chemical structure of cytosine
Cytosine
Chemical structure of cytidine
Cytidine
C
Chemical structure of uracil
Uracil
Chemical structure of uridine
Uridine
U

[edit] See also

[edit] External links


v  d  e
Major Families of Biochemicals
Peptides | Amino acids | Nucleic acids | Carbohydrates | Lipids | Terpenes | Carotenoids | Tetrapyrroles | Enzyme cofactors | Steroids | Flavonoids | Alkaloids | Polyketides | Glycosides
Analogues of nucleic acids: Types of Nucleic Acids Analogues of nucleic acids:
Nucleobases: Adenine | Thymine | Uracil | Guanine | Cytosine | Purine | Pyrimidine
Nucleosides: Adenosine | Uridine | Guanosine | Cytidine | Deoxyadenosine | Thymidine | Deoxyguanosine | Deoxycytidine
Nucleotides: AMP | UMP | GMP | CMP | ADP | UDP | GDP | CDP | ATP | UTP | GTP | CTP | cAMP | cADPR | cGMP
Deoxynucleotides: dAMP | TMP | dGMP | dCMP | dADP | TDP | dGDP | dCDP | dATP | TTP | dGTP | dCTP
Ribonucleic acids: RNA | mRNA | piRNA | tRNA | rRNA | ncRNA | sgRNA | shRNA | siRNA | snRNA | miRNA | snoRNA | LNA
Deoxyribonucleic acids: DNA | mtDNA | cDNA | plasmid | Cosmid | BAC | YAC | HAC
Analogues of nucleic acids: GNA | PNA | TNA | morpholino

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