Identification by Structure - Biochemistry

The structure represents guanine because of the characteristic carbonyl group at carbon 6 and amine group and carbon 2.

The structure represent thymine because of the characteristic carbonyl groups at both carbons 2 and 4 and the methyl group at carbon 5.

The structure represents uracil because of the carbonyl groups attached to both carbons 2 and 4 and the lack of any other substituents.

The structure represents cytosine because of the characteristic amine group on carbon 4, instead of the carbonyl group that is present on carbon 4 of both thymine and uracil.

Pyrimidines are nitrogenous bases with 1 ring structure, whereas purines are nitrogenous bases with 2 ring structures. Cytosine and thymine are pyrimidines since they both have one ring structure, whereas adenine and guanine are purines with two connected ring structures. (Note: in RNA, uracil would be considered a pyrimidine in the place of thymine.) One way to help you remember which bases belong to which chemical groups, remember that pyrimidines, like pyramids are sharp, and sharp things CUT - Cytosine, Uracil, and Thymine.

The six-membered ring is a pyrimidine. The purine ring system has two rings: a six-membered and a five-membered ring. These aromatic rings are hydrophobic, making them relatively insoluble. The pyrimidine bases in nucleotides are cytosine, uracil, and thymine; the purine bases in nucleotides are adenine and guanine.

A nucleoside is the nitrogenous base bound to a sugar via glycosidic bond. A nucleotide is a nitrogenous base bonded to a sugar bonded to the phosphate. This nitrogenous base is cytosine. If it were bound to ribose, it would be called cytidine. Although cytosine is a pyrimidine like uracil and thymine, pyrimidine is a class of ring structure, not the specific name of a base.

While adenine is the name of this nitrogenous base of the purine family, when bonded to ribose, a nucleoside is formed. This nucleoside is called adenosine. A nucleoside consists of a nitrogenous base and a pentose sugar (either ribose or deoxyribose). A nucleotide consists of a nitrogenous base, a pentose sugar, and at least one phosphate group.

When the guanine base is bound to a sugar, it becomes a nucleoside and takes the name guanosine. The 5' indicates that the phosphate is bound to the fifth carbon from the glycosidic bond, linking the base and sugar. Monophosphate indicates that only one phosphate group is bound. Up to three phosphate groups are be bound biologically.

This is an image of the nitrogenous base uracil. Although very similar to the structure of thymine, they differ by a methyl group at the fifth carbon. (Start counting at the nitrogen at the bottom of the structure and count clockwise). If the uracil were bound to a sugar, it would be uridine.

This nitrogenous base is adenine. Although it has a purine ring system, purine is not its specific name. If the adenine were bound to a sugar, it would be called adenosine.

This nitrogenous base is guanine. Although it has a purine ring system, purine is not its specific name. If the guanine were bound to a sugar, it would be called guanosine.

This nitrogenous base is thymine. Although it has a pyrimidine ring system, pyrimidine is not its specific name. If the thymine were bound to a sugar, it would be called thymidine.

This nucleoside is cytidine. If the base were not bound to the sugar, this would be cytosine. If the 2' hydroxyl group were missing, this structure would be deoxycytidine. (The 2' hydroxyl is the closest to the glycosidic bond between the base and the sugar).

This nucleotide is adenosine-5-triphosphate, also known as ATP. When the nitrogenous base adenine is bound to a sugar, it becomes a nucleoside called adenosine. The carbon in the ribose at the site of the glycosidic bond is referred to as the 1' carbon. If we count clockwise, we will see that the phosphates are bound at the 5' carbon. Because there are three phosphate groups bound, the nomenclature must be 5-triphosphate.

Thymine is the nitrogenous base that is only found in DNA. All of the other bases can be found in both DNA and RNA.

The 3',5' phosphodiester bond describes the way the bond occurs. The oxygen in the 3' hydroxyl group in the nucleotide on the top bonds to the phosphorus of the 5' phosphate group of the nucleotide on the bottom. The bond consists of a

carbon-oxygen-phosphorus-oxygen-carbon direct linkage. Carbon-oxygen-phosphorous and posphorous-oxygen-carbon are two separate esters, hence the "diester" part of the name.

Nucleotides are formed by a pentose sugar (either ribose or deoxyribose), a nitrogenous base (adenine, cytosine, guanine, thymine, or uracil), and one or more phosphate groups. Polymers of nucleotides are known as nucleic acids (DNA and RNA).

The pyrimidines, which contain a single six-membered ring, are uracil, cytosine, and thymine. The purines, which contain a six-membered ring and a five-membered ring, are adenine and guanine. A mnemonic to help you remember these two groups is that pyrimidines, like pyramids are sharp - and sharp things CUT (cytosine, uracil, thymine).