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Nucleosides vs. Nucleotides

Nucleosides
  • Comprise a sugar and a base
Nucleotides
  • Phosphorylated nucleosides (at least one phosphorus group)
  • Link in chains to form polymers called nucleic acids (i.e. DNA and RNA)
N-beta-glycosidic bond
  • Links nitrogenous base to sugar in nucleotides and nucleosides
  • Purines: C1 of sugar bonds with N9 of base
  • Pyrimidines: C1 of sugar bonds with N1 of base
PHOSPHOESTER BOND
  • Links C3 or C5 hydroxyl group of sugar to phosphate
  • Adenine
  • Guanine
  • Cytosine
  • Thymine (DNA)
  • Uracil (RNA)
  • =sugar + base
  • Adenosine
  • Guanosine
  • Cytidine
  • Thymidine
  • Uridine
Nucleotide monophosphates – add suffix 'sylate'
  • = nucleoside + 1 phosphate group
  • Adenylate
  • Guanylate
  • Cytidylate
  • Thymidylate
  • Uridylate
Add prefix 'deoxy' when the ribose is a deoxyribose: lacks a hydroxyl group at C2.
  • Thymine only exists in DNA (deoxy prefix unnecessary for this reason)
  • Uracil only exists in RNA
  • Phosphodiester bonds: a phosphate group attached to C5 of one sugar bonds with
    • OH group on C3 of next sugar
  • Nucleotide monomers of nucleic acids exist as triphosphates
  • Nucleotide polymers (i.e. nucleic acids) are monophosphates
  • 5' end is free phosphate group attached to C5
  • 3' end is free -OH group attached to C3