Theme XVIII: Heterocycles
Structure of nucleic acids. Biological
significance. Mononucleotides. Deoxyribonucleic acid (DNA) and ribonucleic acid (RNA)
Nucleic acids are formed of units of mononucleotides, which participate in the molecular mechanisms through which it is stored, replicated and transcribed the
genetic information and protein synthesis.
Are structured by a nitrogenous base (purine or
pyrimidine), a pentose (C 5 sugar) and phosphoric acid.
Schematically, a mononucleotide can be like this:
These nitrogenous bases can be:
Pyrimidine:
Uracil - Thymine - Cytokine
Purine:
Adenine – guanine
The deoxyribonucleic acid (DNA) and the ribonucleic acid (RNA) are formed from successive units of mononucleotide.
DNA molecules of all types of cells contain mononucleotide units with different frequencies linked by phosphodiester bonds located between the 3'-hydroxyl position of the pentose
of one unit and the 5'-hydroxyl group of the pentose of the next unit.
Their constituent sugar is deoxyribose and the nitrogenous bases mentioned above in composition that may vary from one species to another. The function of the DNA is to carry the genetic
information.
The ribonucleic acids are three basic types:
• messenger RNA (mRNA)
• transfer RNA (tRNA)
• ribosomal RNA (rRNA)
Each has a specific molecular weight and a certain base composition. The three variants are in multiple molecular species.
Like the DNA, the three types of RNA are linear polymers of successive mononucleotides bonded by bridged 5'-3'-phosphodiester.
The sugar is ribose and the nitrogenous bases are adenine, guanine, cytosine and uracil.
The RNA has in its structure the uracil and an additional hydroxyl group and in the DNA is the thymine.
DNA structure
DNA
RNA
Structural difference between DNA and RNA
Heterocyclic compounds
Pentagonal heterocyclic compounds with one heteroatom
Pyrrole
Porphyrin. Porphyrin ring
Chlorophyll
Hexagonal heterocyclic compounds: The Pyran and Pyrimidine
Pyrimidine ring
Indole, tryptophan, indole-3-acetic acid
Purine, uric acid, adenine, guanine.
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