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The major scientific achievements of the 20th century
is the discovery that genetic information is coded
along the length of a polymeric molecule composed
of only four types of monomeric units.
This polymeric molecule is DNA, the chemical basis of
heredity
DNA is organized into genes, the fundamental units
of genetic information.
The basic information pathway. ie,
Knowledge of the structure and function of nucleic
acids is essential in understanding genetics and many
aspects of pathophysiology as well as the genetic basis
of disease.
DNA RNA Protein
A HISTORY OF DNA
Discovery of the DNA double helix
 Frederick Griffith –(1928) Discovers that a factor
in diseased bacteria can transform harmless
bacteria into deadly bacteria.
 Maurice Wilkines – worked on the structure of
DNA.
 Rosalind Franklin -(1952) - Worked out helical
structure of DNA by X-ray photo of DNA.
 Watson and Crick - (1953)
described the DNA molecule from Franklin’s X-ray.
DNA is very long, thread like macromolecule
Mead up of a polymer of deoxyribonucleotide
Composed monomeric deoxynucleotide……
 deoxyadenylate,
deoxycytidylate,
 These monomeric units of DNA are held in
polymeric form by 3′,5′-phosphodiester bridges
constituting a single strand.
The informational content of DNA resides in
the sequence in which these monomers are
ordered.
Primary Structure of Nucleic Acids
(DNA)
 thymidylate
 deoxyguanylate
Formation of phosphodiester bond
Bases in DNA carry genetic information.
Sugar and phosphate perform structural role
Nucleotides Linked by Phosphodiester Bond
OH
PO4
2-
Phosphodiester bond
O-P=O-
O
O
5’
3’
PO4
2-
OH3’
5’
P
R
P
R
P
R
P
R
P
R
P
R
1
2
3’
5’
1
2
3
4
5
6
Akindofphospho-polysaccharides
The Notation for Nucleic Acids
P
R
B
3’
2’
5’
1’
A T C G A T C G
P OH
5’ 3’
5’ pApTpCpGpApTpCpG-OH 3’
5’ p-ATCGATCG-OH 3’
ATCGATCG
Erwin Chargaff(1940) quantitatively analyzed
DNA. He found that,
DNA had equal no of A & T and equal no of G &
C. this is known as Chargaff’s rule of molar
equivalence between the purines & pyrimidines in
DNA. ie.
A=T and G=C
Single stranded DNA & RNAs do not obey rule
Double stranded DNA & RNA(in some viruses)
satisfies chargaff’s rule.
Chargaff’s rule
The secondary structure of
DNA is the double helix
Model they built of the structure of DNA
James
Watson
Francis
Crick
The Watson-Crick
DNA Double Helical Structure.
DNA consists two strands of nucleotides
that wind together in a double helix
(comparable to twisted ladder).
DNA is a right handed double helix.
These two DNA stands are antiparallel. The
two strands run in opposite directions.
The width of double helix is 20A°(2nm).
Each turn of the helix is 34A°(3.4nm) with
10 pairs of nucleotide, each pairs placed at
a distance of about 3.4 A°
The bases on the inside of the helix and
the sugar-phosphate backbones on the
outer side of the helix.
The two chains are held together by
hydrogen bonds between complementary
pairs of bases. ie.
 A pairs with T by two hydrogen bonds.
 G pairs with C by three hydrogen bonds.
DNA contains grooves of alternate size
called major grooves and minor grooves.
The sequence of the bases carries the
Genetic Information.
BASE-PAIRINGS
H-bonds
G
N
N
N
N
O
=
O
=
N N
N
H
H
H
H
N
H
C
A
N
N
N
N
O
=
N N
H
H
T
N
H
O
CH3 H-bonds
sugar-phosphate
chain
bases
THE DOUBLE HELIX
Width
20A°
Each turn
34A°
Each base pair
3.4A°
5’ 3’
3’5’
Major grooveMinor groove
TYPES OF DNA
(different structural form of DNA)
DNA can exist in three structural forms
A-DNA
B-DNA (Watson-Crick model)
Z-DNA
Under physiological condition, DNA is
present in B form.
The characteristics of A,B and Z-DNA
are……..
CHARACTERISTICS OF A,B AND Z-DNA
Characteristics
property
A-DNA B-DNA Z-DNA
Shape Broadest Intermediate narrowest
Type of helix Right handed Right handed Left handed
Base pairs/turn 11 10 12
Rise / base pair 2.3 A° 3.4 A° 3.8 A°
Helix diameter 25.5 A° 23.7 A° 18.4 A°
Pitch/turn of
helix
25.3 A° 34 A° 45.6 A°
Major groove Narrow Wide Flat
Minor groove Very broad Narrow Very Narrow
Organization of DNA
Prokaryotic DNA
P.cell generally contains single chromosome.
Composed of double stranded circular DNA
Which contains over 4x106 base pairs.
The circular DNA is supercoiled and
attached to an RNA-protein core.eg E.coli.
Eukaryotic DNA
Eukaryotes contain over 1000 times the amount
of DNA found in prokaryotes.
Human haploid DNA contains 2.8x109 base
pairs.
This is distributed between 23 chromosomes.
A typical human cell contains 46 chromosomes
Whose total DNA is approx. 2 meter in length
The packing of DNA in a chromosome
represents 10,000 fold shortening of its length
Condensed loops
Chromosome
Non-condensed loops
30-nm chromatin fiber
(nucleosomes)
10-nm chromatin fiber
DNA double helix
Thank you

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Chemistry of DNA

  • 1.
  • 2. The major scientific achievements of the 20th century is the discovery that genetic information is coded along the length of a polymeric molecule composed of only four types of monomeric units. This polymeric molecule is DNA, the chemical basis of heredity DNA is organized into genes, the fundamental units of genetic information. The basic information pathway. ie, Knowledge of the structure and function of nucleic acids is essential in understanding genetics and many aspects of pathophysiology as well as the genetic basis of disease. DNA RNA Protein
  • 3. A HISTORY OF DNA Discovery of the DNA double helix  Frederick Griffith –(1928) Discovers that a factor in diseased bacteria can transform harmless bacteria into deadly bacteria.  Maurice Wilkines – worked on the structure of DNA.  Rosalind Franklin -(1952) - Worked out helical structure of DNA by X-ray photo of DNA.  Watson and Crick - (1953) described the DNA molecule from Franklin’s X-ray.
  • 4. DNA is very long, thread like macromolecule Mead up of a polymer of deoxyribonucleotide Composed monomeric deoxynucleotide……  deoxyadenylate, deoxycytidylate,  These monomeric units of DNA are held in polymeric form by 3′,5′-phosphodiester bridges constituting a single strand. The informational content of DNA resides in the sequence in which these monomers are ordered. Primary Structure of Nucleic Acids (DNA)  thymidylate  deoxyguanylate
  • 5. Formation of phosphodiester bond Bases in DNA carry genetic information. Sugar and phosphate perform structural role
  • 6. Nucleotides Linked by Phosphodiester Bond OH PO4 2- Phosphodiester bond O-P=O- O O 5’ 3’ PO4 2- OH3’ 5’ P R P R P R P R P R P R 1 2 3’ 5’ 1 2 3 4 5 6 Akindofphospho-polysaccharides
  • 7. The Notation for Nucleic Acids P R B 3’ 2’ 5’ 1’ A T C G A T C G P OH 5’ 3’ 5’ pApTpCpGpApTpCpG-OH 3’ 5’ p-ATCGATCG-OH 3’ ATCGATCG
  • 8. Erwin Chargaff(1940) quantitatively analyzed DNA. He found that, DNA had equal no of A & T and equal no of G & C. this is known as Chargaff’s rule of molar equivalence between the purines & pyrimidines in DNA. ie. A=T and G=C Single stranded DNA & RNAs do not obey rule Double stranded DNA & RNA(in some viruses) satisfies chargaff’s rule. Chargaff’s rule
  • 9. The secondary structure of DNA is the double helix
  • 10. Model they built of the structure of DNA James Watson Francis Crick
  • 11. The Watson-Crick DNA Double Helical Structure. DNA consists two strands of nucleotides that wind together in a double helix (comparable to twisted ladder). DNA is a right handed double helix. These two DNA stands are antiparallel. The two strands run in opposite directions. The width of double helix is 20A°(2nm). Each turn of the helix is 34A°(3.4nm) with 10 pairs of nucleotide, each pairs placed at a distance of about 3.4 A°
  • 12. The bases on the inside of the helix and the sugar-phosphate backbones on the outer side of the helix. The two chains are held together by hydrogen bonds between complementary pairs of bases. ie.  A pairs with T by two hydrogen bonds.  G pairs with C by three hydrogen bonds. DNA contains grooves of alternate size called major grooves and minor grooves. The sequence of the bases carries the Genetic Information.
  • 14. sugar-phosphate chain bases THE DOUBLE HELIX Width 20A° Each turn 34A° Each base pair 3.4A° 5’ 3’ 3’5’ Major grooveMinor groove
  • 15. TYPES OF DNA (different structural form of DNA) DNA can exist in three structural forms A-DNA B-DNA (Watson-Crick model) Z-DNA Under physiological condition, DNA is present in B form. The characteristics of A,B and Z-DNA are……..
  • 16. CHARACTERISTICS OF A,B AND Z-DNA Characteristics property A-DNA B-DNA Z-DNA Shape Broadest Intermediate narrowest Type of helix Right handed Right handed Left handed Base pairs/turn 11 10 12 Rise / base pair 2.3 A° 3.4 A° 3.8 A° Helix diameter 25.5 A° 23.7 A° 18.4 A° Pitch/turn of helix 25.3 A° 34 A° 45.6 A° Major groove Narrow Wide Flat Minor groove Very broad Narrow Very Narrow
  • 17.
  • 19. Prokaryotic DNA P.cell generally contains single chromosome. Composed of double stranded circular DNA Which contains over 4x106 base pairs. The circular DNA is supercoiled and attached to an RNA-protein core.eg E.coli.
  • 20. Eukaryotic DNA Eukaryotes contain over 1000 times the amount of DNA found in prokaryotes. Human haploid DNA contains 2.8x109 base pairs. This is distributed between 23 chromosomes. A typical human cell contains 46 chromosomes Whose total DNA is approx. 2 meter in length The packing of DNA in a chromosome represents 10,000 fold shortening of its length
  • 21. Condensed loops Chromosome Non-condensed loops 30-nm chromatin fiber (nucleosomes) 10-nm chromatin fiber DNA double helix
  • 22.
  • 23.

Editor's Notes

  1. 3’-OH group of the sugar in one nucleotide forms an ester bond to phosphate group on 5’-carbon of the sugar of next nucleotide. Resulting in a free 5’-phosphate group at one end & a free 3’-OH group at other end. Is read from the free 5’end to 3’end using the letters of the bases. This example reads 5’—A—C—G—T—3’.
  2. 雙螺旋 是一條雙股重複扭曲的螺旋鏈,其重複出現的扭曲單位如上圖所示;以常見的 B 型 DNA 而言,每 10.5 bp 形成一個扭曲單位,長度有 3.6 nm; 注意每一個扭曲單位中,DNA 的一股會交過另一股一次。 因為分子的扭曲並非對稱,因此分子表面會形成大小凹谷,這些凹谷對核酸與蛋白質的相互作用關係,有很大的貢獻。 同時因為磷酸脊骨露在外面,因此核酸的外側有相當大的負電聚集;若把 DNA 溶在純水裡,則兩股磷酸脊骨會互相排斥,造成 DNA 的兩股分開而變性沈澱,故 DNA 都要溶在含有離子的溶液中 (TE buffer)。