nuCLEIC ACIDS
Nucleotides
Nitrogenous Bases
The monomer of a nucleic acid is called a nucleotide
Each nucleotide possesses one of five different nitrogenous bases
• Adenine, Guanine, Cytosine, Thymine or Uracil
Each nucleotide consists of three basic components:
• A pentose sugar
• A phosphate group
• A nitrogenous base
Bases may either be purines (A, G) or pyrimidines (C, T, U)
• T is present in DNA, whereas U is present in RNA
H2N
Base
O
5
4
Sugar
1
3
PURINES
CH2
H
O
N
H2N
N
N
Adenine
N
H
HN
2
N
H
N
O
H
Uracil
H3C
N
N
Cytosine
NH3
H
H
HN
NH
H
N
O
NH
H
Guanine
O
O
PYRIMIDINES
Phosphate
N
Thymine
O
Nucleotides are linked together into a single strand via condensation reactions
(between a 5’-phosphate and a 3’-hydroxyl group of adjacent nucleotides)
C
G
A
T
3’ ← 5’
This polynucleotide arrangement results in the formation of a sugar-phosphate
backbone that is covalently linked together by phosphodiester bonds
3’ ← 5’
Polynucleotide Formation
DNA Structure
Two complementary strands line up in opposite directions (anti-parallel) with the
bases facing inwards and connected by hydrogen bonds (G ≡ C and A = T)
The double stranded molecule then twists in order to adopt a more stable energy
configuration – a double helix
RNA Structure
The polynucleotide chain remains single stranded, but may fold upon itself to
form double stranded motifs (e.g. the cloverleaf shape of a tRNA molecule)
DNA Ladder
Double Helix
DNA versus RNA
Watson and Crick
DNA and RNA are both polymers of nucleotides,
however they differ in a few key structural aspects
The structure of DNA was elucidated by Watson and Crick in 1953
DNA
RNA
Sugar is deoxyribose
Sugar is ribose
Has thymine (T)
Has uracil (U)
(along with A, C and G)
(along with A, C and G)
Is double stranded
(forms a double helix)
Is single stranded
Using data from previous scientific experiments (plus trial and error),
Watson and Crick developed a DNA model that demonstrated:
• A double helix structure composed of antiparallel DNA strands
• Internally facing bases with complementary pairing (A=T, G≡C)
James
Watson
Francis
Crick
Model
Nucleic Acids
of 1
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