BIOCHEMISTRY
BIOCHEMISTRY
Carbohydrates
- The most abundant class of
bioorganic molecules. Classification of Carbohydrates
- Though their abundance in the
human body is relatively low, 1. Monosaccharides
carbohydrates constitute about - Monosaccharides are
75% by mass of dry plant simple sugars.
materials. - They cannot be hydrolyzed
- Green (chlorophyll-containing) into a simpler form. Both
plants produce carbohydrates via glucose and fructose are
photosynthesis. In this process, monosaccharides.
carbon dioxide from the air and - Colorless, crystalline solids
water from the soil are the that are soluble in water
reactants, and sunlight absorbed and insoluble in a non-polar
solvent.
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- These are compound that covalently bonded to each
possesses a free aldehyde other.
or ketone group. - Like monosaccharides,
- They are classified disaccharides are
according to the number of crystalline, water-soluble
carbon atoms they contain substances.
and also on the basis of the - Sucrose (table sugar) and
functional group present. lactose (milk sugar) are
● Glucose disaccharides. Hydrolysis
- Glucose can be seen of a disaccharide produces
generally in the fruit juices two monosaccharide units.
and formed in the body by
hydrolysis of cane sugar, ● Sucrose
starch, lactose, and - Cane sugar or sucrose is a
maltose. Glucose is said to disaccharide of fructose
be the sugar of the body. and glucose. Sucrose is
Glucose structure can be tremendously abundant in
depicted in the form of a plants and is commonly
ring or chain. It is found in known as table sugar.
blood, fruits, honey and ● Lactose
under abnormal conditions, - Lactose can be found in
in urine. milk. A sugar composed of
● Fructose galactose and glucose
- Fructose can be seen subunits.
naturally in honey, - The compound is a white,
tomatoes, and apples. water-soluble,
Hydrolysis of cane sugar in non-hygroscopic solid with
the body can also give up a mildly sweet taste. It is
fructose. Generally, used in the food industry.
fructose is the sweetest
monosaccharide and is 3. Oligosaccharides
prepared by sucrose - A carbohydrate that
hydrolysis. contains three to ten
● Galactose monosaccharides units
- Galactose is more covalently bonded to each
commonly found in the other.
disaccharide, lactose or - “Free” oligosaccharides are
milk sugar. It is found in seldom encountered in
nature combines with other biochemical systems.
sugars. - They are usually found
associated with proteins
2. Disaccharides and lipids in complex
- Is a carbohydrate that molecules that have both
contains two structural and regulatory
monosaccharides units functions.
4. Polysaccharides
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- A polymeric carbohydrate - Cellulose is made up of
that contains many glucose monomers that are
monosaccharides units linked by bonds between
covalently bonded to each particular carbon atoms in
other. the glucose molecule.
- Polysaccharides contain ● Glycogen
more than 10 - is the storage form of
monosaccharide units and glucose in humans and
can be hundreds of sugar other vertebrates, and is
units in length made up of monomers of
- They are primarily glucose.
concerned with two - Glycogen is the animal
important functions ie. equivalent of starch and is
Structural functions and the a highly branched molecule
storage of energy. usually stored in liver and
- Both cellulose and starch muscle cells.
are naturally occurring - Whenever glucose levels
polysaccharides. decrease, glycogen is
● Starch broken down to release
- the stored form of sugars in glucose.
plants and is made up of
amylose and amylopectin .
(both polymers of glucose).
- Plants are able to
synthesize glucose, and the
excess glucose is stored as
starch in different plant
parts, including roots and
seeds.
- The starch that is
consumed by animals is
broken down into smaller
molecules, such as
glucose. ➔ CHIRALITY: Handedness
- The cells can then absorb in Molecules
the glucose.
● Cellulose
- is one of the most abundant - An important property of many
natural biopolymers. The molecules, including most
cell walls of plants are carbohydrates, is the property of
mostly made of cellulose, “handedness”, which is a from of
which provides structural isomerism.
support to the cell. - Molecules that possess
- Wood and paper are mostly “handedness” exist in two forms: a
cellulosic in nature. “left-handed” form and a
“right-handed” form.
- These two forms are related to
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pair of hands are related to each
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other.
- The relationship is that of mirror
images. A left hand and a right
hand are mirror images of each
other.
- An object or a system is chiral if it
is distinguishable from its mirror
image.
Mirror Images
- The concept of mirror images is
the key to understanding molecular
handedness.
❖ Chirality
- All objects, including all molecules, - Any molecule that contains
have mirror images. a carbon atom with four
- Objects can be divided into two different groups bonded to
classes on the basis of their mirror it in a tetrahedral
images: objects with orientation possess
superimposable mirror images handedness.
and objects with - The handedness
nonsuperimposable images. generating carbon atom is
called chiral center.
- A chiral center is an atom
● Superimposable
in a molecule that has four
- images that coincide at all
different groups bonded to
points when the images are
it in a tetrahedral
laid upon each other.
orientation
● Nonsuperimposable - A molecule that contains
- images where not all points a chiral center is said to
coincide when the images be chiral.
are aid upon each other. - A chiral molecule is a
molecule whose images
are not superimposable.
- Chiral molecules have
handedness.
- An achiral molecule is a
molecule whose mirror
images are
superimposable.
- Achiral molecules do not
possess handedness.
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Indicate whether it is a chiral or
achiral:
➔ Stereoisomerism:
Enantiomers and
★ Guidelines in Identifying Diastereomers
Chiral centers
- Stereoisomers are isomers that
● A carbon atom involved in a have the same molecular and
multiple bond (double or triple structural formulas but differ in
band) cannot be a chiral center the orientation of atoms in
since it has fewer than four groups space.
bonded to it. To have four groups - These could be broadly classified
present, all bonds about the chiral as enantiomers and
center must be single bonds. diastereomers.
● A carbon atom that has two like
groups bonded to it cannot be a
chiral center since it does not meet
the requirements of four different
groups.
● Carbon atoms in a ring system, if
not involved in multiple bonding,
can be chiral centers.
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Enantiomers
● When the structure of Molecule A
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- Enantiomers are pairs of and Molecule B overlap, the Me
compounds with exactly the and H group of each structure do
same connectivity but different not match up.
spatial orientation.
- Enantiomers are not the same as
each other; one enantiomer cannot
be superimposed on the other.
- Enantiomers are mirror images of
each other.
- They differ in their arrangement at
positions called chiral centers,
made of one central atom
connected to four unique atoms, or
groups of atoms.
- Molecules that are enantiomers
must have at least one chiral
center.
Diastereomers
- Diastereomers are defined as
compounds which have the
same molecular formula and
sequence of bonded elements
but which are
- Molecule A, along with its nonsuperimposable, non-mirror
complementary molecule, images.
Molecule B, are enantiomers. The - Non-mirror image, non-identical
central carbon in both cases acts stereoisomers.
as a chiral center.
➢ Let us consider the formula of
2,3-dichloropentane which
➢ How do we Identify contains two chiral centres. Now
compare the two forms of
Enantiomers? 2,3-dichloropentane given below:
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- By convention, in a Fischer
projection formula for a
monosaccharides, the carbon
chain is always positioned
vertically with the carbonyl
group (aldehyde or ketone) at or
near the top.
- An aldehyde group is denoted
using the notation CHO.
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