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Biomolecules
Biomolecules
Carbohydrates or Saccharides:
Carbohydrates are optically active polyhydroxy aldehydes or polyhydroxy ketones
or the compounds which produce such units on hydrolysis.
Classification of carbohydrates:
(i) Monosaccharides:
o These are carbohydrates which cannot be hydrolysed to give simpler sugars.
Depending on the total number of carbon atoms these are called as trioses ( 3
carbon), tetroses ( 4 carbon), pentoses ( 5 carbon), hexoses ( 6 carbon) etc,
o Monosaccharides having aldehyde functional groups (-CHO) are called aldoses and
the ones having ketone functional groups (-CO-) are called ketoses.
E.g. Glucose is an aldohexose and fructose is a ketohexose.
(ii) Oligosaccharides:
o These are carbohydrates which produce 2-10 monosaccharide units on hydrolysis.
o Depending on the number of monosaccharide units they produce they are further
classified as disaccharides (which produce two monosaccharides on hydrolysis),
trisaccharides (which produce three monosaccharides on hydrolysis),
tetrasaccharides (which produce four monosaccharides on hydrolysis), etc. E.g.
Sucrose, maltose and lactose are disaccharides. Sucrose produces glucose and
fructose on hydrolysis.
(iii) Polysaccharides:
o These are carbohydrates which give large number of monosaccharides on
hydrolysis. E.g. starch, cellulose and glycogen are polysaccharides.
Q. What are sugars and non-sugars?
All monosaccharides and oligosaccharides are sweet in taste hence these are called
sugars. These are crystalline solids and soluble in water.
Polysaccharides are tasteless hence these are called non-sugars. These are amorphous
and insoluble in water.
Q. What are reducing and non-reducing sugars?
All those carbohydrates which reduce Tollen’s reagent and Fehling’s solution are
called reducing sugars. These reducing sugars produce silver mirror on heating with
Tollen’s reagent and give reddish brown precipitate on heating with Fehling’s solution..
E.g. All monosaccharides are reducing sugars.
In disaccharides, if the aldehyde or ketone functional groups are free then they are
reducing sugars. E.g. maltose and lactose are reducing sugars. If the aldehyde and ketone
functional groups are bonded then the disaccharides are non-reducing sugars. E.g. sucrose
is a non-reducing sugar.
Q. Fructose is a ketose sugar, yet it reduces Fehling’s and Tollen’s reagent. Why?
In alkaline medium, fructose undergoes isomerisation to form glucose hence it reduces
Fehling’s and Tollen’s reagent.
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Preparation of glucose:
(i) By acid hydrolysis of sucrose (cane sugar):
H+
C12H22O11 + H2O C6H12O6 + C6H12O6
Sucrose Glucose Fructose
H+
(C6H10O5)n + nH2O n C6H12O6
Starch Glucose
CHO
(CHOH)4 HI / Δ
CH3CH2CH2CH2CH2CH3
CH2OH n- hexane
3. Glucose reacts with hydroxylamine to form an oxime and reacts with HCN to
form cyanohydrin. These reactions confirm the presence of carbonyl group
(>C=O) in glucose.
CHO CH=N-OH
NH2OH
(CHOH)4 (CHOH)4 Glucoseoxime
CH2OH
CH2OH
CHO CH(OH)CN
(CHOH)4 HCN Glucosecyanohydrin
CHOH)4
CH2OH CH2OH
4. Glucose is oxidized to gluconic acid on reaction with a mild oxidising agent like
bromine water. This confirms the presence of one aldehyde functional group.
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CHO COOH
(CHOH)4 Br2 water
(CHOH)4 Gluconic acid
CH2OH
CH2OH
5. Glucose on acetylation with acetic anhydride gives a pentaacetate. This confirms
the presence of five hydroxyl groups (-OH).
CHO CHO
(CH3CO)2O
(CHOH)4 (CHOCOCH3)4
CH2OH CH2OCOCH3
6. On oxidation with nitric acid glucose gives saccharic acid, a dicarboxylic acid.
Even gluconic acid on oxidation also gives the same product, saccharic acid.
These reactions confirms the presence of a primary alcoholic group in glucose.
CHO COOH
HNO3
(CHOH)4 (CHOH)4 Saccharic acid
CH2OH COOH
Open chain structure of glucose:
Fischer projection formula:
H OH
HO H
H OH
O H OH
HO H
HO H O
H OH
H OH
H
CH2OH H
CH2OH
α-D-(+)-glucopyranose β-D-(+)-glucopyranose
Haworth projection:
CH2OH CH2OH
H O H H O OH
H H
OH H OH H
OH OH H
OH
OH H OH
H
H OH H OH H OH
H OH
H H
CH2OH CH2OH CH2OH
D-(-) Fructose α-D-(-)-fructofuranose β-D-(-)- fructofuranose
Haworth projection formula
H OH H OH
H OH H CH2OH
OH H OH H
α-D-(-)-fructofuranose β-D-(-)- fructofuranose
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Starch or Amylum:
o Starch is a polysaccharide, which occurs in wheat, maize, rice, potato, barley etc.
o It is white amorphous powder, insoluble in cold water.
o Starch gives blue colour with iodine solution, which disappears on heating and
reappears on cooling.
o It is non-reducing as all carbonyl carbons are involved in glycosidic linkage.
Explain the structure of starch (or) amylum.
o Starch or amylum is polymer of α-D-glucose units.
o It has two components: Amylose and amylopectin.
o Amylose is water soluble and constitutes 15-20% of starch. It consists of α-D-
glucose units held between C1 and C4 by glycosidic linkages. It is linear and gives
blue colour with iodine solution.
o Amylopectin is insoluble in water and constitutes 80-85% of starch. It consists of
α-D-glucose units held between C1 and C4 and branching occurs between C1 and
C6. It is branched and does not give blue colour with iodine solution.
Cellulose
o It occurs in plant and it is the most abundant organic substance in plants.
o It is a straight chain polysaccharide consists of β-D-glucose units which are joined
by β-glycosidic linkage between C1 and C4.
Glycogen
o It is a polysaccharide of α-glucose which is stored in animal body.
o When the body needs energy, enzymes break the glycogen down to glucose and
produce energy
o It is known as animal starch because its structure is similar to amylopectin.
o It is present in liver, muscles and brain.
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•• O •• O ••
•• ••
Q. What is the difference between glycylalanine and alanylglycine.
Glycylalanine is a dipeptide formed when carboxyl group of glycine combines with
amino group of alanine. Whereas alanylglycine is a dipeptide formed when carboxyl
group of alanine combines with amino group of glycine.
Structure of proteins:
(i) Primary structure:
This structure refers to the sequence, number and type of various amino acids present
in protein.
(ii) Secondary structure:
This structure refers to the different shapes or conformations of polypeptide chains.
The polypeptide chains can exist in two forms: -helical structure and -pleated sheet
Structure.
-helix: The polypeptide chains are coiled into a right handed screw resulting in
spiral ring structure. It is stabilized by intramolecular hydrogen bonding.
-pleated sheet: The polypeptide chains are stretched out and held side by side
in - pleated sheet structure. It is stabilized by intermolecular hydrogen bonding.
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HOH2C O OH HOH2C O OH
H H H H
H H H H
OH OH OH H
β –D-ribose β –D-2-deoxyribose
Structure of DNA:
(i) Primary structure:
DNA is a polynucleotide in which nucleotides are connected through phosphodiester
linkages. The sequence of four nitrogenous bases is called the primary structure.
(ii) Secondary structure:
DNA consists of two right handed polynucleotide chains giving a double helical
structure to DNA. The phosphodiester linkages in the two strands run in opposite
direction. The two strands in DNA are not identical but are complementary since the base
sequence of one strand fixes the base sequence of another strand due to base pairing rule.
Adenine pairs with thymine and guanine pairs with cytosine.
Q. Define phosphodiester linkage.
It is a linkage that connects two nucleotides in polynucleotide or DNA. The
phosphodiester linkage is between 5’and 3’ carbon atoms of the pentose sugars.
Q. Write the structural and functional differences between DNA and RNA.
Structural differences:
DNA RNA
It has double stranded -helical structure. It has single stranded -helical structure.
It has deoxy ribose sugar. It has ribose sugar.
It has adenine, guanine, cytosine and It has adenine, guanine, cytosine and uracil
thymine bases. bases.
DNA is a much longer polymer than RNA RNA polymers are much shorter than DNA
polymers.
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Functional differences:
DNA RNA
It undergoes replication. It does not undergo replication.
It stores the genetic information and It controls the synthesis of proteins.
controls the transmission of hereditary
characters.
Location
It is located in the nucleus of a cell and in It is found in the cytoplasm, nucleus and in
the mitochondria. the ribosome.
Q. Name the purine and pyrimidine bases present in nucleic acids.
Adenine and guanine are purines whereas cytosine, thymine and uracil are pyrimidines
Q. What is heredity?
The transmission of inherent characters from generation to generation is called
heredity.
Q. Two strands in DNA are not identical but are complementary. Explain.
The base sequence of one strand fixes the base sequence of another strand in DNA due
to base pairing rule. Adenine pairs with thymine and guanine pairs with cytosine.
Q. What is melting temperature (Tm) of DNA?
The temperature at which the two strands separate completely is known as melting
temperature (Tm) of DNA.
Q. Two samples of DNA have melting points 340 K and 350 K respectively. What do
you conclude from this?
The sample B with higher melting point must have more GC content as compared to
sample AT. Since GC base pair has three hydrogen bonds, more GC content results in
stronger binding and hence higher melting point.
Q. What are the different types of RNA found in the cell?
RNA molecules are of three types. They are messenger RNA (m-RNA), ribosomal
RNA (r-RNA) and transfer RNA (t-RNA).
Q. What products would be formed when a nucleotide from DNA containing thymine is
hydrolysed?
Hydrolysis of a nucleotide containing thymine yields the following products:
Pentose sugar – deoxy ribose, thymine and phosphoric acid.
Q. What products would be formed when DNA is hydrolysed completely?
Hydrolysis of DNA yields the following products:
(i) Pentose sugar – deoxy ribose (ii) Bases: Adenine, guanine, cytosine and thymine and
(iii) Phosphoric acid.
Q. What products would be formed when RNA is hydrolysed completely?
Hydrolysis of RNA yields the following products:
(i) Pentose sugar – Ribose (ii) Bases: Adenine, guanine, cytosine and uracil and (iii)
Phosphoric acid.
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Vitamin B2 Milk, egg white, liver and kidney Cheilosis (fissuring at corners
(Riboflavin) of mouth and lips), digestive
disorders and burning
sensation of the skin.
Vitamin B6 Yeast, milk, egg yolk, cereals and Convulsions.
(Pyridoxine) grams.
Vitamin B12 Meat, fish, egg and curd. Pernicious anaemia (RBC
(Cyanocobalamine) deficiency in haemoglobin)
Vitamin C Citrus fruits, amla and green leafy Scurvy (bleeding gums)
(Ascorbic acid) vegetables
Vitamin D Exposure to sun light, fish and egg Rickets (bone deformities) in
(Calciferol) yolk. children and osteomalacia
(soft bones and joint pain) in
adults.
Vitamin E Vegetable oils. Increased fragility of RBCs
(Tocopherol) and muscular weakness.
Vitamin K Green leafy vegetables Increased blood clotting time.
(Phylloquinone)
Vitamin H (or) B7 Yeast, liver, milk Dermatitis and paralysis
(Biotin)
Hormones
Hormones are molecules that act as messengers between cells. These are produced by
endocrine glands and are transported by circulatory system.
Types of hormones based on structure:
(i) Steroid hormones: Estrogen and androgen.
(ii) Polypeptide hormones: Insulin and endorphin
(iii) Amino acid drivatives: Epinephrine and norepinephrine.
Functions of hormones:
(i) Glucagon increases the glucose level in blood by converting glycogen into glucose.
Insulin keeps the glucose level in blood within the limits. The two hormones together
regulate the glucose level in blood.
(ii) Epinephrine and norepinephrine mediate responses to external stimuli.
(iii) Thyroxine produced from thyroid gland is an iodinated derivative of amino acid
tyrosine. Very low level of thyroxine leads to hypothyroidism which is characterised by
lethargyness and obesity. Low level of iodine also leads to hypothyroidism and
enlargement of thyroid gland, Goitre. This condition is controlled by using iodised salts.
Very high level of thyroxine leads to hyperthyroidism and enlargement of the thyroid
glands.
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7 Write the products formed when D-glucose reacts with the following. What
conclusion is drawn regarding the structure of glucose from these reactions?
(i) HI (ii) HCN (iii) NH2OH (iv) Br2 water (v) HNO3 (vi) Acetic anhydride
(vii) Tollen’s reagent
8 What are the limitations of open chain structure of glucose? Or
Enumerate the reactions of D-glucose which cannot be explained by its open chain
structure.
9 What is the effect of denaturation on the structure of proteins?
10 What are the common types of secondary structure of proteins?
11 What are the hydrolysis products of the following?
(i) Sucrose (ii) Lactose (iii) Maltose (iii) Glycogen (iv) Amylose
(v) Cellulose (vi) DNA (vii) RNA
12 Name the vitamins whose deficiency causes the following diseases.
(i) Scurvy (ii) Beri beri (iii) Rickets (iv) Pernicious anaemia