BIOMOLECULES
BIOMOLECULES
                Carbohydrate
                Amino acid &
                  Protein
                  Enzyme
Biomolecules
                  Vitamin
                Nucleic Acid
                 Hormone
CARBOHYDRATES
                               CARBOHYDRATES
  Carbohydrates:
 Chemically, the carbohydrates may be defined as optically active
 polyhydroxy aldehydes or ketones or the compounds which produce
 such units on hydrolysis.
Carbohydrates are also called saccharides.
Carbohydrates, which are sweet in taste, are also called sugars.
First classification
        Mannose
          Types of Carbohydrates:
Monosaccharides :    Simplest carbohydrate
Oligosaccharides :   Which consists two to ten monosaccharides
                          If two units then it is called as Disaccharides
                          If three units then it is called as Trisaccharides
Polysaccharides :    Which consists more than ten monosaccharides
Monosaccharides can not be
broken-down hence not hydrolysed
   Disaccharides can be
   broken-down hence hydrolysed
 Polysaccharides can be
 broken-down hence hydrolysed
  Second classification
     Give Fehlings & Tollens test         Not Give Fehlings & Tollens test
  Contain free aldehyde or keto group     Not Contain free aldehyde or keto group
  Or contain hemiacetal linkage           Or Not contain hemiacetal linkage
  Example:
                                          Example:
  1. All monosaccharides
     Ex: glucose, fructose etc            1. All Polysaccharides
  2. All disaccharide ( except sucrose)   2. Sucrose
     Ex Maltose and lactose etc
 All reducing sugar show mutarotation.
Monosaccharides
  NCERT   Glucose   Fructose
Monosaccharides :
A simplest carbohydrate that can not be further hydrolysed is called
monosaccharides.
If a monosaccharides contain:
(a) an aldehyde group- Aldose
(b) a keto group- Ketose
If a monosaccharides contain:
(i) Three carbons     - Aldotriose   Ketotriose
(ii) Four carbons    - Aldotetrose   Ketotetrose
(iii) Five carbons   - Aldopentose    Ketopentose
(iv) Six carbons     - Aldohexose    Ketohexose
Glucose         Other name: Dextrose          Grape sugar
                         D-(+)-Glucose
   (Relative configuration)         (dextrorotatory) means rotation of PPL light
           (Aldhexose)              (Aldhexose)                (Aldhexose)
            D-Mannose                D-Glucose                   D-Galactose
Epimers:      “Epimers are diastereomers that differ in configuration at
              only one chiral center.”
              Note :
              (1) D-Glucose & D-Mannose are C-2 Epimer
              (2) D-Glucose & D-Galactose are C-4 Epimer
                 “All epimers are diastereomers”
                                 ?
Q. D-Erythrose and D-Threose are ….…. Epimers.
             D-Erythrose         D-Threose
Ans. D-Erythrose and D-Threose are C-2   Epimers.
                                 (NEET-II 2016)
D-Threose            L-Threose
       Enantiomers
                    CHEMICAL REACTIONS OF GLUCOSE
Chemical reactions of glucose :-
Oxidation:
                                                    Fructose does
                                                    not react with
                                                    Br2 water.
             CHEMICAL REACTIONS OF GLUCOSE
Reduction:
                CHEMICAL REACTIONS OF GLUCOSE
Reaction with hydroxyl amine and hydrogen cyanide:
               CHEMICAL REACTIONS OF GLUCOSE
Acetylation:
                CHEMICAL REACTIONS OF GLUCOSE
Important point about Glucose:
                                   Reason: due to cyclic structure of glucose,
                                   these reagents can’t break ring.
 Pentaacetate of glucose does not react with hydroxylamine.
                              CYCLIC STRUCTURE OF GLUCOSE
           α-D-(+)-Glucose             D-(+)- Glucose           β-D-(+)-Glucose
           m.p. 419 K                                           m.p. 423 K
Anomer:   α-Glucose and β-Glucose are diastereomers that differ in configuration at
          functional group carbon.” Hence α-Glucose and β-Glucose both are Anomer to
          each other.
                  Haworth Structure of Glucose
                                                     Pyran
                                                     Pyranose ring
                                                   (Haworth structure)
α-D-(+)-Glucopyranose      β-D-(+)-Glucopyranose
Mutarotation:
The α-Glucose and β-Glucose have different specific rotations.
When either is dissolved in water, their specific rotation changes to
reach a certain fixed value (+52.5°). This is called Mutarotation.
 All reducing sugar show mutarotation.
Q. Which of the following does not exhibit the phenomenon of
mutarotation ?                                  (AIPMT 2010)
(1) (-) Fructose
(2) (+) Sucrose
(3) (+) Lactose
(4) (+) Maltose
 All reducing sugar show mutarotation.
                        CYCLIC STRUCTURE OF FRUCTOSE
 Ketohexose: Fructose Laevulose (laevorotatory)
     α-D-(-)-Fructose                D-(-)- Fructose   β-D-(-)-Fructose
 Anomeric carbon means FG carbon
  Anomeric carbon in Glucose : C1
  Anomeric carbon in Fructose : C2
                  Haworth Structure of Fructose
                                                          Furan
                                                      Furanose ring
                                                   (Haworth structure)
α-D-(-)-Fructofuranose         β-D-(-)-Fructofuranose
In alkaline solution, fructose change into glucose & fructose and vice versa
                 This conversion is called as
    Lobry de Bruyn van Eikenstein rearrangement
         Lobry de Bruyn van Eikenstein rearrangement
    Alkaline solution of fructose contain glucose, fructose and mannose.
 Fructose reduces Tollen’s reagent due to :-       (AIPMT Main 2010)
Enolisation of fructose followed by conversion to aldehyde by base
Remember = Fructose don’t have aldehyde or hemiacetal group but still reducing sugar
due to change in glucose or mannose.
                                                       OSAZONE
                  (Phenyl
                  hydrazine)
(D-Glucose/D-Mannose)                                                                 (Osazone)
               Important = During osazone formation top two carbons participate hence those molecules
               having same configuration at C-3, C-4, C-5 will give same osazone.
Q. Which of the following carbohydrate give same osazone :
(1) D-Glucose      (2) D-Mannose        (3) D-Fructose (4) D-Galactose
     D-Glucose           D-Mannose            D-Fructose              D-Galactose
Explanation = During osazone formation top two carbons participate hence those molecules
having same configuration at C-3, C-4, C-5 will give same osazone.
 Hence D-Glucose , D-Mannose , D-Fructose give same osazone.
Disaccharides
     Sucrose
     Maltose
     Lactose
                         OLIGOSACCHARIDES
Oligosaccharides:
 Carbohydrates that yield two to ten monosaccharide units, on
  hydrolysis, are called oligosaccharides.
 Example disaccharides, trisaccharides, tetrasaccharides, etc.,
  depending upon the number of monosaccharides, they provide on
  hydrolysis.
Carbohydrates that yield two monosaccharide units, on hydrolysis.
Example : sucrose, maltose, lactose
        Sucrose                      Maltose                       Lactose
  Glucose      Fructose        Glucose      Glucose          Galactose    Glucose
α- Pyranose    β- Furanose   α - Pyranose   α - Pyranose   β - Pyranose   β - Pyranose
  1,2- glycosidic link         1,4- glycosidic link          1,4- glycosidic link
    (NEET-2020)
                            DISACCHARIDES
Invert Sugar
“Hydrolysis of sucrose brings about a change in the sign of rotation,
from dextro (+) to laevo ( ) and the product is named as invert sugar.”
                              Maltose
 Anomeric carbon means FG carbon
  Anomeric carbon in Glucose : C1
  Anomeric carbon in Fructose : C2
                                              α-D-Glucose                α-D-Glucose
      Reducing sugar
                                        C1 of α-D- Glucose + C4 of α-D- Glucose   (AIIMS 2011, 2014)
                 Lactose
                             β -D-Galactose               β -D-Glucose
Reducing sugar
                           C1 of β -D- Galactose + C4 of β -D- Glucose
                 Sucrose:
 Anomeric carbon means FG carbon
  Anomeric carbon in Glucose : C1
  Anomeric carbon in Fructose : C2               α-D-Glucose                 β -D-Fructose
        Non reducing sugar
                                                                Glycosidic
                                                                  linkage
                                     C1 of α-D- Glucose + C2 of β -D- Fructose     (NEET-2020)
Q Which of the following is non-reducing sugar :-
                               POLYSACCHARIDES
Polysaccharides :
Carbohydrates which yield a large number of monosaccharide units on
hydrolysis are called polysaccharides. Examples are starch, cellulose,
glycogen, gums, etc.
Polysaccharides are non-reducing and not sweet in taste (non-sugars).
             Starch (Polymer of α-D-glucose)
              Amylose                              Amylopectin
• α-D-(+)-glucose                      • α-D-(+)-glucose
•   Water soluble                      •   Water insoluble
•   15-20 % of starch                  •   80-85 % of starch
•   Long unbranched chain              •   Branched chain polymer
•   C1-C4 glycosidic linkage           •   C1-C4 glycosidic linkage
                                           C1-C6 glycosidic linkage
              POLYSACCHARIDES
Amylose
Amylopectin
Q. The difference between amylose and amylopectin is :-
                                                   NEET (UG) 2018
(1) Amylopectin have 1→ 4 α-linkage and 1→ 6 β-linkage
(2) Amylose have 1→ 4 β-linkage and 1→ 6 β -linkage
(3) Amylopectin have 1→ 4 α-linkage and 1→ 6 α-linkage
(4) Amylose is made up of glucose and galactose
                             POLYSACCHARIDES
            Cellulose                         Glycogen (Animal Starch)
• Polymer of β-D-glucose                 • Polymer of β-D-glucose
                                                      alpha-D-glucose
• C1-C4 glycosidic linkage               • Similar to amylopectin but more
                                           branched
• Most abundant organic substance        • Present in liver, muscle and brain,
  in plant kingdom                         also found in yeast and fungi
                           (Cellulose)
                   AMINO ACIDS AND PROTEINS
Amino Acids:
Amino acids contain amino (–NH2) and carboxyl (–COOH) functional
group.
There are 20 amino acids (α- amino acids) which are obtained on
hydrolysis of proteins.
Most of them have 1o amino group (-NH2), however proline has 2o
amino group.
  α- Amino acid
                           (Proline)
                       AMINO ACIDS AND PROTEINS
Amino acids are usually colourless, crystalline solids. These are water-soluble,
high melting solids and behave like salts (Zwitter ion) rather than simple
amines or carboxylic acids.
                                         Isoelectric point (pI) = The pH
                                         at which the amino acid exists
                      (Zwitter ion)      only as a dipolar ion with net
                    Neutral dipolar ion  charge zero (does not migrate
                  (Amphoteric behaviour) to either electrode).
Most naturally occurring amino acids have L-configuration.
                                        (Enantiomers)
  D-Alanine               L-Alanine
                    AMINO ACIDS AND PROTEINS
Classification of Amino acids:
(1) On the basis of requirement:-
(a) Essential Amino acids :-
Amino acids which can not be synthesised in human body so must
be taken through diet, are known as essential amino acids.
(b) Non-essential Amino acids :-
Amino acids which can be synthesised in body, are known as non-
essential amino acids.
(c) Semi-essential Amino acids :-
Amino acids which can be synthesised in body but required in diet
during growing stages, are known as semi-essential amino acids.
                      AMINO ACIDS AND PROTEINS
      Essential Amino Acid                Non-essential Amino Acid
1. Threonine (Thr)                     1. Alanine (Ala)
2. Tryptophan (Trp)                    2. Aspartic acid (Asp)
3. Histidine (His)    Semi-essential   3. Asparagine (Asn)
                      Amino Acid
4. Arginine (Arg)                      4. Glycine (Gly)
5. Lysine (Lys)                        5. Glutamic acid (Glu)
6. Leucine (Leu)                       6. Glutamine (Gln)
7. Methionine (Met)                    7. Cysteine (Cys)
8. Valine (Val)                        8. Tyrosine (Tyr)
9. Isoleucine (Ile)                    9. Serine (Ser)
10. Phenylalanine (Phe)                10. Proline (Pro)
                      AMINO ACIDS AND PROTEINS
Classification of Amino acids:
(2) On the basis of chemical nature:-
(a) Neutral Amino acids:                            α- Amino acid
    No. of –COOH groups = No. of –NH2 groups
     (Glycine)
                                        (Alanine)
    (Phenylalanine)                     (Valine)
                   AMINO ACIDS AND PROTEINS
(b) Acidic Amino acids:
    No. of –COOH groups > No. of –NH2 or basic groups
 (Aspartic acid)                         (Glutamic acid)
(c) Basic Amino acids:
    No. of –COOH groups < No. of –NH2 or basic groups
      (Lysine)              (Arginine)           (Histidine)
Q. Which of the following is most basic amino acid ?    (AIIMS 2016)
(1) Lysine (Lys)              (2) Histidine (His)
(3) Arginine (Arg)            (4) Aspartic acid (Asp)
Basic Strength order :- Arginine > Lysine > Histidine > Aspartic acid
                         AMINO ACIDS AND PROTEINS
Proteins:
Proteins are the polymers of α-amino acids and they are connected to each
other by peptide bond or peptide linkage (Amide linkage).
                        Glycine                       Alanine
                         (Gly)                         (Ala)
      Peptide linkage
                            Glycylalanine (Gly-Ala)
                                 (Dipeptide)
                      AMINO ACIDS AND PROTEINS
Q. The number of peptide bonds in a tripeptide is :
(1) Three    (2) Four    (3) Two (4) One
 A tripeptide contains three amino acids linked by two peptide linkages.
                           Gly-Ala-Phe
                        AMINO ACIDS AND PROTEINS
 Some Important Points about Proteins :-                             NCERT
(1) Proteins may have one or more polypeptide chains. Each polypeptide chain
in a protein has amino acids linked with each other in a specific sequence, this
sequence of amino acid called primary structure of that protein..
(2) Secondary structure of proteins are found to exist in two different types of
structures namely α-helix and β -pleated sheet structure (due to hydrogen
bonding between >C=O and NH—groups of the peptide bond).
(3) Fibrous proteins are generally insoluble in water. Some common examples
are myosin (present in muscles) and keratin (present in hair, wool, silk), etc.
(4) Globular protein are usually soluble in water. Some common examples
are Insulin and albumins.
                       AMINO ACIDS AND PROTEINS
 Some Important Points about Proteins :-                           NCERT
(4) Insulin has well defined conformation of a protein which contains
51 amino acids.
(5) Denaturation of protein causes loss of secondary and tertiary structures
of protein but primary structure remains intact.
                                   ENZYMES
 Some Important Points about Enzymes:-                               NCERT
(1) Enzymes (biocatalysts) helps in coordination of various chemical
reactions in living organisms like digestion of food, absorption of appropriate
molecules and ultimately production of energy.
(2) Almost all the enzymes are globular proteins.
(3) They are generally named after the compound or class of compounds
upon which they work.
                                 VITAMINS
 Some Important Points about Vitamins:-                             NCERT
(1) Vitamins are organic compounds required in the diet in small amounts to
perform specific biological functions for normal maintenance of optimum
growth and health of the organism.
(2) Fat soluble vitamins: Vitamins which are soluble in fat and oils but
insoluble in water. Examples A, D, E and K. They are stored in liver and
adipose (fat storing) tissues.
(3) Water soluble vitamins: B group vitamins and vitamin C are soluble in
water. They are readily excreted in urine and cannot be stored (except
vitamin B12) in our body.
                               NUCLEIC ACIDS
 Nucleic Acids :-
Nucleic acids are long chain polymers of nucleotides, so they are also called
polynucleotides.
These are mainly of two types, the deoxyribonucleic acid (DNA) & ribonucleic
acid (RNA).
Nucleotide        Base + Sugar + Phosphate
Nucleoside       Base + Sugar
                                    NUCLEIC ACIDS
Nitrogenous Bases:
(a) Purine Nitrogenous Bases:
                                         Adenine (A)        Guanine (G)
(b) Pyrimidine Nitrogenous Bases:
                       Cytosine (C)            Uracil (U)     Thymine (T)
                              NUCLEIC ACIDS
Q. Which of the following bases is not present in DNA? NCERT Exemplar
(1) Adenine                (2) Thymine
                                                     DNA- A,G,C,T
(3) Cytosine               (4) Uracil                RNA- A,G,C,U
Sugar:
                      D-Ribose                       D-2-Deoxyribose
                         (RNA)                             (DNA)
 RNA and DNA are chiral molecules, their chirality is due to D-sugar
  component. (AIPMT 2007)
                               HORMONES
 Some Important Points about Hormones:-                           NCERT
(1) Peptide Hormone: Ex. Insulin, endorphins, glucagon, etc.
(2) Steroidal Hormone: Ex. Estrogens, androgens, etc.
(3) Amino acid derivative Hormone: Ex. Epinephrine, norepinephrine, etc.
Q. Which of the following hormone contains iodine ?            (AIPMT 2009)
(1) Insulin                      (2) Testosterone
(3) Adrenaline                   (4) Thyroxine
 Thyroxine hormone produced in the thyroid gland is an iodinated
  derivative of amino acid tyrosine.
 Thyroxine is an amine hormone. (AIPMT 2008)
                              BIOMOLECULES
Test of Carbohydrates:
Molisch test:
This test is used for detection of all types of carbohydrates, i.e.,
monosaccharides, disaccharides and polysaccharides.
Molisch reagent (1% alcoholic solution of - naphthol) is added to the
aqueous solution of a carbohydrate followed by conc. H2SO4 along the sides of
the test tube. A violet ring is formed at the junction of the two layers.
                               BIOMOLECULES
Test of Proteins:
Biuret test:
An alkaline solution of a protein when treated with a few drops of 1% CuSO4
solution, produces a violet colouration. The colour is due to the formation of
a coordination complex of Cu+2 with the peptide linkages. This test is used
for detecting the presence of peptide bonds.
                                BIOMOLECULES
Q. Which of the following is a test of proteins ?
(1) Molisch’s test
(2) Biuret test
(3) Seliwanoff’s test
(4) Barfoed’s test
Molisch’s test : All carbohydrate give this test
Biuret test : This test is given by protein (used for detecting the presence of
peptide bonds).
Seliwanoff’s test : Ketohexose (fructose) and sucrose give this test.
Barfoed’s test : Only monosaccharides give this test.