Chapter 21: Structure/Function of Nucleotides and Nucleosides Flashcards
Nucleotide definition
- A compound formed by nitrogenous base attached by a B-N-glycosydic linkage to a sugar and 1 or more phosphate groups
Nucleotides are
- Monomeric subunits of nucleic acids
Nucleotides exist as
- Polynucleotides in both DNA and RNA
If the phosphate group is lacking, it is considered
- A nucleoside
Nucleosides are
- Nitrogenous base plus sugar
- No phosphate groups
Since the stable phosphodiester bond links 3’ and 5’ carbons or adjacent monomers,
- Each end of a polymer (DNA polynucleotide segment) is distinct
Nucleic acids contain
- 5 major nitrogenous substituted bases
Purines
- Adenine
- Guanine
Pyrimidines
- Cytosine
- Thymine
- Uracil
All nucleic acids contain
- A, G, and C
DNA (but not RNA) also contains
- T
RNA (but not DNA) also contains
- U
Nitrogenous bases absorb
- UV light
Purine bases are numbered
- Counter clockwise direction
Purine bases include
- Adenine
- Guanine
- Hypoxanthine
- Xanthine
Pyrimidine bases are numbered
- Clockwise direction
Minor purine bases
- N2-Dimethylguanine
- N2-Dimethyladenine
- 1-Methylguanine
Purines or pyrimidines that exist in two or more forms
- Tatomerization
- Depends on pH
Ring substituents participate in
- Keto-enol tautomerism
- Amine-imine tautomerism
Most predominant forms of tautomerization
- Keto
- Amino
Physiologic conditions strongly favor
- The amino and keto forms
At near neutral pH present in the cell, these bases are
- Hydrophobic and thus insoluble in water
The ability of DNA to absorb UV light is increased following
- Denaturation (hyperchromic shift)
Methylated forms of purines from plants
- Caffeine
- Theophylline