BIOMOLECULES
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Carbohydrates (glycans) have the following
basic composition:
⬥ CLASSIFICATION
⬥ Monosaccharides - simple sugars with multiple OH groups.
  Can not be further hydrolysed. Based on number of
  carbons (3, 4, 5, 6), a monosaccharide is a triose, tetrose,
  pentose or hexose.
⬥ Disaccharides - 2 monosaccharides covalently linked.
⬥ Oligosaccharides - a few monosaccharides covalently
  linked.
⬥ Polysaccharides - polymers consisting of chains of
  monosaccharide or disaccharide units.
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  Monosaccharides
Aldoses (e.g., glucose) have  Ketoses (e.g., fructose) have
an aldehyde group at one end. a keto group, usually at C2.
                                                       5
 D vs L Designation
D & L designations
are based on the
configuration about
the single asymmetric
C in glyceraldehyde.
The lower
representations are
Fischer Projections.
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Sugar Nomenclature
For sugars with more
than one chiral center, D
or L refers to the
asymmetric C farthest
from the aldehyde or
keto group.
Most naturally occurring
sugars are D isomers.
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      Preparation of Glucose
⚫ From sucrose (Cane sugar):
⚫ If sucrose is boiled with dilute HCl or H2SO4 in
  alcoholic solution, glucose and fructose are
  obtained in equal amounts.
⚫ C12H22O11+H2O→C6H12O6+C6H12O6
⚫ From starch:
⚫ Commercially glucose is obtained by hydrolysis of
  starch by boiling it with dilute H2SO4 at 393 K
  under pressure.
⚫ (C6H10O5)n+n H2O → n C6H12O6
                                                      9
            Structure of Glucose
 ⚫ Glucose is an aldohexose
Glucose is
correctly named
as D(+) glucose.
‘D’ before the
name of glucose
represents the
configuration
whereas ‘(+)’
represents
dextrorotatory
nature of the
molecule.
                                   10
    Open Structure of Glucose
                                       Shows presence of
                                       Carbonyl group( >C=O)
Shows presence of 5-OH
groups attached to 5 different         Shows presence of Aldehyde
carbons                                             group(-CHO)
                  Shows presence of
                  straight 6-C chain    Shows presence of
                                        primary –OH groups
                                                        11
 Cyclic Structure of Glucose
                        ent
                     ag
                P re
                N              Glucose
             - D
         2,4            ent   (C6H12O6)
                      g
          Or ff ’s rea                    excess
                 i
           Sch                            CH3COOH
             or SO 3
               NaH                          Pentaacetate
Shows absence                               glucose
of aldehyde
group (-CHO)                                     NH2OH
                                                 Hydroxylamine
                                              Shows absence
                                              of free aldehyde
                                              group (-CHO)
                                                                 12
⚫ This behaviour could not be explained by the
  open chain structure for glucose. It was
  proposed that one of the —OH groups may add
  to the —CHO group and form a cyclic
  hemiacetal structure. It was found that glucose
  forms a six- membered ring in which —OH at
  C-5 is involved in ring formation. This explains
  the absence of —CHO group and also
  existence of glucose in two forms as shown
  below.
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Pyranose
Structure
Of glucose
             α-D(+)glucopyranose   β-D(+)glucopyranose
                                                         15
                  Fructose
⚫ Fructose is an important ketohexose. It is
  obtained along with glucose by the hydrolysis
  of disaccharide, sucrose.
                                                  16
        Structure of Fructose
                        ⚫ Open chain
⚫ Cyclic structure
                         structure
                                     17
  Disaccharides
Disaccharides are those
carbohydrates that on
hydrolysis with acids or
enzymes give two molecules
of monosaccharides which
can either be the same or
different.
The oxide linkage is formed
after the loss of the water
molecule and then the two
monosaccharides are formed
by that linkage. When two
monosaccharide units are
joined via the oxygen atom
then that linkage is called a
glycosidic linkage.             18
Maltose is also one of the disaccharides which have two α -D-glucose
units which are connected by the first carbon of the glucose and also
linked to the fourth carbon of another glucose unit. In the solution, a
free aldehyde can be produced at the first carbon of the second glucose
of the solution and it is a reducing sugar as it shows reducing
properties.
Commonly it is called milk sugar as this disaccharide is found in milk.
It is made up of Beta-D-galactose and β-D-glucose. The bond is
between the first carbon of galactose and the fourth carbon of glucose.
This is also a reducing sugar.
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Polysaccharides
         Water soluble water insoluble   20
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                  Proteins
⚫ Proteins are the most abundant biomolecules of
  the living system. Chief sources of proteins are
  milk, cheese, pulses, peanuts, fish, meat, etc.
  They form the fundamental basis of structure
  and functions of life. They are also required for
  growth and maintenance of body. All proteins
  are polymers of α-amino acids.
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             Amino acids
⚫ Amino acids contain amino (–NH2) and
  carboxyl (–COOH) functional groups.
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Classification of Amino Acids
⚫ The amino acids, which can be synthesised in
  the body, are known as non-essential amino
  acids.
⚫ Amino acids which cannot be synthesised in
  the body and must be obtained through diet, are
  known as essential amino acids
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            *
*   *   *   *
*       *
        *   *   *
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         Physical properties
⚫ Amino acids are usually colourless, crystalline
  solids. These are water-soluble, high melting
  solids and behave like salts. They form zwitter
  ion
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       Structure of Proteins
⚫ Proteins are the polymers of α-amino acids and
  they are connected to each other by peptide
  bond or peptide linkage. Chemically, peptide
  linkage is an amide formed between –COOH
  group and –NH2 group.
⚫ If two amino acids combine, it is called
  dipeptide. Tripeptide, tetrapeptide,
  pentapeptide etc are used for 3,4,5 respectively.
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Classification of protein
⚫ Based on molecular structure, they are
  classified as
⚫ Fibrous proteins and
⚫ Globular proteins
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           Fibrous proteins
⚫ When the polypeptide chains run parallel and
  are held together by hydrogen and disulphide
  bonds, then fibre– like structure is formed.
  Such proteins are generally insoluble in water.
  Some common examples are keratin (present in
  hair, wool, silk) and myosin (present in
  muscles), etc.
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          Globular proteins
⚫ This structure results when the chains of
  polypeptides coil around to give a spherical
  shape. These are usually soluble in water.
  Insulin and albumins are the common examples
  of globular proteins.
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Structure and
shape of
proteins
Their structure consists
of four different levels.
⚫ Primary
⚫ secondary
⚫ tertiary and
⚫ quaternary
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Primary structure of proteins
⚫ Proteins may have one or more polypeptide
  chains. This sequence of amino acids is said to
  be the primary structure of that protein.
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   Secondary structure of proteins
⚫ The secondary structure of protein refers to the
  shape in which a long polypeptide chain can exist.
  They are found to exist in two different types of
  structures viz. α-helix and β-pleated sheet structure.
⚫ In α-Helix polypeptide chain forms all possible
  hydrogen bonds by twisting into a right handed
  screw (helix)
⚫ In β-structure all peptide chains are stretched out to
  nearly maximum extension and then laid side by
  side which are held together by intermolecular
  hydrogen bonds in a sheet like structure.          33
α- helix structure   β-pleated structure
                                           34
     Tertiary structure of proteins
⚫ The tertiary structure of proteins represents overall
  folding of the polypeptide chains i.e., further folding
  of the secondary structure. It gives rise to two major
  molecular shapes viz. fibrous and globular.
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Quaternary structure of proteins
⚫ Some of the proteins are composed of two or
  more polypeptide chains referred to as
  sub-units. The spatial arrangement of these
  subunits with respect to each other is known as
  quaternary structure.
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 Denaturation of Proteins
⚫ When protein is subjected to physical change like
  change in temperature or chemical change like
  change in pH, the hydrogen bonds are disturbed.
  Due to this, globules unfold and helix get uncoiled
  and protein loses its biological activity. This is
  called denaturation of protein. During
  denaturation 2° and 3° structures are destroyed but
  1º structure remains intact.
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              Nucleic Acids
⚫ The particles in nucleus of the cell, responsible
  for heredity, are called chromosomes which are
  made up of proteins and another type of
  biomolecules called nucleic acids.
⚫ These are mainly of two types,
⚫ Deoxyribonucleic acid (DNA) and
⚫ Ribonucleic acid (RNA).
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      Chemical Composition of
          Nucleic Acids
⚫ Complete hydrolysis of DNA (or RNA) yields a
  pentose sugar, phosphoric acid and nitrogen
  containing heterocyclic compounds (called bases).
⚫ In DNA molecules, the sugar is β-D-2-deoxyribose
  whereas in RNA molecule, it is β-D-ribose.
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Pentose sugars
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               Nitrogen Bases
⚫ DNA contains four bases viz. adenine (A), guanine
  (G), cytosine (C) and thymine (T). RNA also
  contains four bases, the first three bases are same
  as in DNA but the fourth one is uracil (U).
  Purines
Pyrimidines
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     Structure of Nucleic Acids
⚫ A unit formed by the attachment of a base to 1′
  position of sugar is known as nucleoside.
⚫ When nucleoside is linked to phosphoric acid at
  5′-position of sugar moiety, we get a nucleotide.
                            nucleotide
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           Structure of DNA
⚫ The sequence of nucleotides in the chain of a
  nucleic acid is called its primary structure.
⚫ Nucleic acids have a secondary structure also.
  James Watson and Francis Crick gave a double
  strand helix structure for DNA. Two nucleic
  acid chains are wound about each other and
  held together by hydrogen bonds between pairs
  of bases.
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           Double Helix of DNA
• Nucleotides are joined together by
  phosphodiester linkage between 5′ and 3′
  carbon atoms of the pentose sugar. The
  formation of a typical dinucleotide.
• The two strands are complementary to
  each other because the hydrogen bonds
  are formed between specific pairs of
  bases.
• Adenine forms hydrogen bonds with
  thymine whereas
• cytosine forms hydrogen bonds with
  guanine.                                   48
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⚫ Base pairing by unique hydrogen bonds
        ⚫ C - G and A - T pairs
                                          50
  Secondary Structure of RNA
⚫ In secondary structure of RNA,
  helices are present which are
  only single stranded. Sometimes
  they fold back on themselves to
  form a double helix structure.
  RNA molecules are of three
  types and they perform different
  functions. They are named as
messenger RNA (m-RNA),
ribosomal RNA (r-RNA) and
transfer RNA (t-RNA).
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Biological Functions of Nucleic Acids
⚫ DNA is the chemical basis of heredity. DNA is
  exclusively responsible for maintaining the
  identity of different species of organisms over
  millions of years. A DNA molecule is capable
  of self duplication during cell division and
  identical DNA strands are transferred to
  daughter cells.
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HORMONES-
  - Molecules that act as intercellular messengers.
  - Produced by endocrine glands and released into the bloodstream.
  - Transported to target sites in the body.
- Chemical Nature:
  - Steroids- Derived from cholesterol. (e.g., estrogens, androgens).
  - Polypeptides- Composed of amino acids. (e.g., insulin, endorphins).
  - Amino acid derivatives- Derived from amino acids. (e.g., epinephrine,
norepinephrine).
- Functions:
  - Maintain balance of biological activities.
 - Their release is controlled by the hypothalamus and pituitary gland.
  - Example: Insulin regulates blood glucose levels, while glucagon
increases glucose levels.
  - Epinephrine and norepinephrine mediate responses to external stimuli.
  - Growth hormones and sex hormones play roles in growth and
development.                                                          53
- Example- thyroxine (T4) and triiodothyronine (T3)
  - Produced by the thyroid gland.
  - Regulates metabolism.
  - Abnormal levels lead to hypothyroidism (low) or hyperthyroidism
(high).
  - Iodized salt helps prevent iodine deficiency.
- Steroid Hormones:
  - Produced by adrenal cortex and gonads.
  - Glucocorticoids control carbohydrate metabolism, inflammation,
and stress responses.
  - Mineralocorticoids regulate water and salt excretion.
  - Adrenal cortex dysfunction may lead to Addison's disease, treatable
with glucocorticoids and mineralocorticoids.
- Sex Hormones:
  - Testosterone (male) and estradiol (female) develop secondary sex
characteristics.
  - Progesterone prepares the uterus for fertilized egg implantation.
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