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NUCLEIC ACIDS
1
11-03-2018
Nishit Singh
16BBT0147
NUCLEIC ACIDS
Nucleic acids are small
biomolecules which codes
for all essential elements
for life.
Huge organic molecules
that contains C, H, O, N, &
P.
Nucleic acid is a polymer
of NUCLEOTIDE held by 3’
and 5’ phosphate
bridges.
These are of two types:
Deoxyribonucleic acid
(DNA)
Ribonucleic acid (RNA)
2
11-03-2018
Nishit Singh 16BBT0147
Functions of Nucleic Acids
 DNA is the chemical basis of heredity
 Reserve bank of genetic information
 Responsible for maintaining the identity of different species
of organisms over millions of years
 Cellular function is under the control of DNA
 The basic information pathway
 DNA directs the synthesis of RNA, which in turn directs
protein synthesis
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11-03-2018
Nishit Singh
16BBT0147
COMPOSITION OF
NUCLEIC ACIDS
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11-03-2018
Nishit Singh
16BBT0147
COMPOSITION OF NUCLEOSIDE
 Nucleosides are composed of nitrogenous base and sugar
 The pentose sugar is either ribose in ribonucleosides or 2-
deoxyribose in deoxyribonucleosides
 Glycosid bond:
 The linkage of base & sugar (N-glycosidic bond) for
nucleosides involves distinct nitrogen atoms in purine &
pyrimidine ring
5
11-03-2018
Nishit Singh
16BBT0147
COMPOSITION OF NUCLEOTIDES
 Phosphate esters of nucleosides.
 Nucleotides are composed of nitrogenous base, a pentose sugar
and phosphate
 Nucleotide= nucleoside + phosphate
 The esterification occurs at 5th or 3rd hydroxyl group of
 the pentose sugar
 Most of the nucleoside phosphates involved in biological
function are 5’ phosphates.
 5’ AMP is abbreviated as AMP, but 3’ variety is written as 3’-
AMP.
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Nishit Singh
16BBT0147
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Nishit Singh
16BBT0147
Nitrogen Bases
 Each nucleotide is composed of one of four nitrogen containing nucleobases
classified into Purines and Pyrimidines.
 Purines are heterocyclic aromatic organic compound that consists of pyrimidine
ring fused to an imidazole ring. Adenine and Guanine comes under purines .
 In purine nucleosides, nitrogen 9 of purine ring is linked to carbon 1 of pentose
sugar.
8
11-03-2018
Nishit Singh 16BBT0147
PURINES
 Purine bases are nine membered ring structures consisting of pyrimidine
ring fused to imidazole ring.
 The atoms of purine ring are numbered in the anticlockwise manner.
 Major bases in nucleic acids: Adenine & Guanine
 Adenine (6-amino purine):
 It contains amino group at 6th position
 Guanine (2-amino 6-oxypurine):
 It contains amino group at 2nd position & oxygen at 6th position.
9
11-03-2018
Nishit Singh 16BBT0147
Minor purines present nucleic acids
 Several minor & unusual bases are often found in DNA &
RNA
 These include 5-methylcytosine, N4-acetylcytosine, N6 methyl
adenine, N6 dimethyl adenine & N7 methylguanine
 Importance:
 The unusual bases in nucleic acids help in the recognition of
specific enzymes.
10
11-03-2018
Nishit Singh
16BBT0147
Purine analogs
 These have structural similarities to purines.
 They inhibit the enzymes involved in the metabolism of purine
 nucleotides.
 Allopurinol:
Inhibits xanthine oxidase & used in the treatment of hyperuricemia (gout).
 6-mercaptopurine:
It inhibits purine nucleotide synthesis & used as an anticancer drug.
 Metabolic intermediates:
These are formed during metabolism of nucleotides E.g. hypoxanthine, xanthine & uric
acid..
11
11-03-2018
Nishit Singh 16BBT0147
 Pyrimidines are is an aromatic heterocyclic organic compound. One of the three
diazines (six-membered heterocyclics with two nitrogen atoms in the ring), it has
the nitrogen atoms at positions 1 and 3 in the ring.The other diazines are pyrazine
(nitrogen atoms at the 1 and 4 positions) and pyridazine (nitrogen atoms at the 1
and 2 positions). In nucleic acids, three types of nucleobases are pyrimidine
derivatives: cytosine (C), thymine (T), and uracil (U).
 In pyrimidine nucleosides, nitrogen 1 of pyrimidine ring is linked to carbon 1 of
pentose sugar.
 Nucleosides with purine bases have the suffix - sine, while pyrimidine nucleosides
end with - dine.
12
11-03-2018
Nishit Singh 16BBT0147
Minor (unusual) pyrimidines found in
nucleic acids
 Methylcytosine present in DNA & dihydrouracil present in tRNA.
 Pyrimidine analogs:
 These have structural similarities to pyrimidines.
 They act either as inhibitors of enzymes in the metabolism of
 pyrimidines or interact with nucleic acids.
 5-fluorouracil:
 It inhibits the enzyme thymidylate synthase.
 It is used in the treatment of cancer.
13
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Nishit Singh 16BBT0147
14
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Nishit Singh 16BBT0147
DNA
DNA is genetic material of cell.
DNA is constructed with nucleosides (monomers) which
together forms nucleotides, making up polynucleotide DNA
molecule.
15
11-03-2018
Nishit Singh 16BBT0147
Double Helical Structure of DNA was discovered
by James Watson and Francis Crick
16
11-03-2018
Nishit Singh 16BBT0147
Double Helical
Structure of DNA
 The DNA is a right handed
double helix.
 It consists of two
polydeoxyribonucleotide
chains twisted around each
other on a common axis of
symmetry.
 The chains are paired in an
antiparallel manner, that is,
the 5'-end of one strand is
paired with the 3'-end of the
other strand
17 11-03-2018Nishit Singh 16BBT0147
Double Helical Structure of DNA
 The two strands are antiparallel, i.e., one strand runs in the
 5 ' to 3 ' direction while the other runs in 3' to 5 ' direction.
 The width (or diameter) of a double helix is 20A0 (2nm)
 Each turn of helix is 34 A0 (3.4nm) with 10 pairs of nucleotides, each pair placed at a distance of about 3.4 A0
 The DNA helix, the hydrophilic deoxyribose-phosphate backbone of each chain is on the outside of the
molecule, whereas the hydrophobic bases are stacked inside.
 The polynucleotide chains are not identical but complementary to each other due to base pairing.
18
11-03-2018
Nishit Singh 16BBT0147
Double Helical Structure of DNA
 The two strands are held together by hydrogen bonds. A = T, G = C
 The hydrogen bonds are formed between a purine & pyrimidine.
 The spatial relationship between the two strands in the helix creates a major (wide)
groove and a minor (narrow) groove.
 These grooves provide access for the binding of regulatory proteins to their specific
recognition sequences along the DNA chain.
 DNA helix proves Chargaff’s.
 The genetic information resides on one of the two strands known as template strand
or sense strand.
 The opposite strand is antisense strand
19
11-03-2018
Nishit Singh 16BBT0147
Chargaff’s rule
 DNA had equal numbers of adenine & thymine residues
(A=T) and equal number of guanine & cytosine
residues(G=C).
 This is called as Chargaff’s rule of molar equivalence of
between purines & pyramidines in DNA structure.
 RNAs which are usually single stranded, do not obey
Chargaff’s rule.
20
11-03-2018
Nishit Singh 16BBT0147
RNA
 RNA is a polyribonucleotide
 It is single stranded polynucleotide.
 Phosphodiester bond links the nucleotides
 Formed between 3-OH group of one pentose sugar & 5-OH group of another
pentose sugar of ribonucleotide.
 Nucleotides found in RNA are AMP, GMP, CMP, UMP.
 Thymine base absent in RNA
 Minor methylated thymine & dihydrouracil also present.
11-03-2018
Nishit Singh
16BBT0147
21
RNA
 Chargaff’s rule- due to single – stranded nature, there is no specific relation
between purines & pyramidine content.
 It will not obey the chargaff’s rule.
 Alkali hydrolysis: Alkali can hydrolyse RNA to 2’3’-cyclic diesters.
 This is due to presence of OH group at 2’position.
 Orcinol colour reaction: RNAs can be identified by orcinol colour reaction due to
presence of ribose.
11-03-2018
Nishit Singh 16BBT0147
22
11-03-2018
Nishit Singh 16BBT0147
23
THANK YOU
11-03-2018
Nishit Singh
16BBT0147
24

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DNA and RNA Structure

  • 2. NUCLEIC ACIDS Nucleic acids are small biomolecules which codes for all essential elements for life. Huge organic molecules that contains C, H, O, N, & P. Nucleic acid is a polymer of NUCLEOTIDE held by 3’ and 5’ phosphate bridges. These are of two types: Deoxyribonucleic acid (DNA) Ribonucleic acid (RNA) 2 11-03-2018 Nishit Singh 16BBT0147
  • 3. Functions of Nucleic Acids  DNA is the chemical basis of heredity  Reserve bank of genetic information  Responsible for maintaining the identity of different species of organisms over millions of years  Cellular function is under the control of DNA  The basic information pathway  DNA directs the synthesis of RNA, which in turn directs protein synthesis 3 11-03-2018 Nishit Singh 16BBT0147
  • 5. COMPOSITION OF NUCLEOSIDE  Nucleosides are composed of nitrogenous base and sugar  The pentose sugar is either ribose in ribonucleosides or 2- deoxyribose in deoxyribonucleosides  Glycosid bond:  The linkage of base & sugar (N-glycosidic bond) for nucleosides involves distinct nitrogen atoms in purine & pyrimidine ring 5 11-03-2018 Nishit Singh 16BBT0147
  • 6. COMPOSITION OF NUCLEOTIDES  Phosphate esters of nucleosides.  Nucleotides are composed of nitrogenous base, a pentose sugar and phosphate  Nucleotide= nucleoside + phosphate  The esterification occurs at 5th or 3rd hydroxyl group of  the pentose sugar  Most of the nucleoside phosphates involved in biological function are 5’ phosphates.  5’ AMP is abbreviated as AMP, but 3’ variety is written as 3’- AMP. 6 11-03-2018 Nishit Singh 16BBT0147
  • 8. Nitrogen Bases  Each nucleotide is composed of one of four nitrogen containing nucleobases classified into Purines and Pyrimidines.  Purines are heterocyclic aromatic organic compound that consists of pyrimidine ring fused to an imidazole ring. Adenine and Guanine comes under purines .  In purine nucleosides, nitrogen 9 of purine ring is linked to carbon 1 of pentose sugar. 8 11-03-2018 Nishit Singh 16BBT0147
  • 9. PURINES  Purine bases are nine membered ring structures consisting of pyrimidine ring fused to imidazole ring.  The atoms of purine ring are numbered in the anticlockwise manner.  Major bases in nucleic acids: Adenine & Guanine  Adenine (6-amino purine):  It contains amino group at 6th position  Guanine (2-amino 6-oxypurine):  It contains amino group at 2nd position & oxygen at 6th position. 9 11-03-2018 Nishit Singh 16BBT0147
  • 10. Minor purines present nucleic acids  Several minor & unusual bases are often found in DNA & RNA  These include 5-methylcytosine, N4-acetylcytosine, N6 methyl adenine, N6 dimethyl adenine & N7 methylguanine  Importance:  The unusual bases in nucleic acids help in the recognition of specific enzymes. 10 11-03-2018 Nishit Singh 16BBT0147
  • 11. Purine analogs  These have structural similarities to purines.  They inhibit the enzymes involved in the metabolism of purine  nucleotides.  Allopurinol: Inhibits xanthine oxidase & used in the treatment of hyperuricemia (gout).  6-mercaptopurine: It inhibits purine nucleotide synthesis & used as an anticancer drug.  Metabolic intermediates: These are formed during metabolism of nucleotides E.g. hypoxanthine, xanthine & uric acid.. 11 11-03-2018 Nishit Singh 16BBT0147
  • 12.  Pyrimidines are is an aromatic heterocyclic organic compound. One of the three diazines (six-membered heterocyclics with two nitrogen atoms in the ring), it has the nitrogen atoms at positions 1 and 3 in the ring.The other diazines are pyrazine (nitrogen atoms at the 1 and 4 positions) and pyridazine (nitrogen atoms at the 1 and 2 positions). In nucleic acids, three types of nucleobases are pyrimidine derivatives: cytosine (C), thymine (T), and uracil (U).  In pyrimidine nucleosides, nitrogen 1 of pyrimidine ring is linked to carbon 1 of pentose sugar.  Nucleosides with purine bases have the suffix - sine, while pyrimidine nucleosides end with - dine. 12 11-03-2018 Nishit Singh 16BBT0147
  • 13. Minor (unusual) pyrimidines found in nucleic acids  Methylcytosine present in DNA & dihydrouracil present in tRNA.  Pyrimidine analogs:  These have structural similarities to pyrimidines.  They act either as inhibitors of enzymes in the metabolism of  pyrimidines or interact with nucleic acids.  5-fluorouracil:  It inhibits the enzyme thymidylate synthase.  It is used in the treatment of cancer. 13 11-03-2018 Nishit Singh 16BBT0147
  • 15. DNA DNA is genetic material of cell. DNA is constructed with nucleosides (monomers) which together forms nucleotides, making up polynucleotide DNA molecule. 15 11-03-2018 Nishit Singh 16BBT0147
  • 16. Double Helical Structure of DNA was discovered by James Watson and Francis Crick 16 11-03-2018 Nishit Singh 16BBT0147
  • 17. Double Helical Structure of DNA  The DNA is a right handed double helix.  It consists of two polydeoxyribonucleotide chains twisted around each other on a common axis of symmetry.  The chains are paired in an antiparallel manner, that is, the 5'-end of one strand is paired with the 3'-end of the other strand 17 11-03-2018Nishit Singh 16BBT0147
  • 18. Double Helical Structure of DNA  The two strands are antiparallel, i.e., one strand runs in the  5 ' to 3 ' direction while the other runs in 3' to 5 ' direction.  The width (or diameter) of a double helix is 20A0 (2nm)  Each turn of helix is 34 A0 (3.4nm) with 10 pairs of nucleotides, each pair placed at a distance of about 3.4 A0  The DNA helix, the hydrophilic deoxyribose-phosphate backbone of each chain is on the outside of the molecule, whereas the hydrophobic bases are stacked inside.  The polynucleotide chains are not identical but complementary to each other due to base pairing. 18 11-03-2018 Nishit Singh 16BBT0147
  • 19. Double Helical Structure of DNA  The two strands are held together by hydrogen bonds. A = T, G = C  The hydrogen bonds are formed between a purine & pyrimidine.  The spatial relationship between the two strands in the helix creates a major (wide) groove and a minor (narrow) groove.  These grooves provide access for the binding of regulatory proteins to their specific recognition sequences along the DNA chain.  DNA helix proves Chargaff’s.  The genetic information resides on one of the two strands known as template strand or sense strand.  The opposite strand is antisense strand 19 11-03-2018 Nishit Singh 16BBT0147
  • 20. Chargaff’s rule  DNA had equal numbers of adenine & thymine residues (A=T) and equal number of guanine & cytosine residues(G=C).  This is called as Chargaff’s rule of molar equivalence of between purines & pyramidines in DNA structure.  RNAs which are usually single stranded, do not obey Chargaff’s rule. 20 11-03-2018 Nishit Singh 16BBT0147
  • 21. RNA  RNA is a polyribonucleotide  It is single stranded polynucleotide.  Phosphodiester bond links the nucleotides  Formed between 3-OH group of one pentose sugar & 5-OH group of another pentose sugar of ribonucleotide.  Nucleotides found in RNA are AMP, GMP, CMP, UMP.  Thymine base absent in RNA  Minor methylated thymine & dihydrouracil also present. 11-03-2018 Nishit Singh 16BBT0147 21
  • 22. RNA  Chargaff’s rule- due to single – stranded nature, there is no specific relation between purines & pyramidine content.  It will not obey the chargaff’s rule.  Alkali hydrolysis: Alkali can hydrolyse RNA to 2’3’-cyclic diesters.  This is due to presence of OH group at 2’position.  Orcinol colour reaction: RNAs can be identified by orcinol colour reaction due to presence of ribose. 11-03-2018 Nishit Singh 16BBT0147 22