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POLYSACCHARIDES
RAKSHITHA
199323
Polysaccharides :
Polysaccharides are the carbohydrates, which on
hydrolysis give large number of monosaccharide units.
Examples:
1. Insulin on hydrolysis gives a large number of fructose units.
2. Starch on hydrolysis gives a large number of alpha-glucose
units.
3. Cellulose on hydrolysis gives a large number of beta-
units.
Starch occurs as microscopic granules in roots, tubers etc.. Corn, potatoes,
wheat and rice are important commercial sources of starch.
Heating starch with water causes granules to swell and produce a colloidal
suspension from which two major components can be isolated. One fraction
iscalled amylose and the other amylopectin. Most starches yield 10-20%
amylose and 80-90% amylopectin.
STARCH
Properties of Starch
 Starch granules are insoluble in cold water , but if outer membrane is
broken(by grinding), the granules swell in cold water and form a gel.
 In boiling water, they swell and burst to form an colloidal solution ( starch
paste) that converts into gels on cooling.
 When heated with water under pressure or with dilute acids, it forms soluble
starch.
Further treatment with dilute acids hydrolyses this successively into dextrins
, maltose and ultimately glucose.
PARTIAL STRUCTURE OF AMYLOSE
HELICAL ARRANGEMENT OF AMYLOSE
Manufacture of Starch
 The chief commercial sources of starch are maize, rice, potatoes and sago.
 The grains are first of all made into a pulp by soaking in water followed by
crunching of the cell walls containing starch.
 The pulp thus prepared is then carried by a current of running water on to
wire sieves.
 Proteins and cellulose remain on the sieves and starch is washed as a milky
liquid.
 The milky liquid is allowed to settle and starch separated by decantation.
 The starch is finally air dried.
USES
1. Laboratory indicator for Iodometric titration.
2. Used in paper making.
3. In laundry works
4. Important constituent of many foods.
5. Used for the manufacturer of glucose, dextrins,
alcohol etc.
2. CELLULOSE (C6H10O5)N
It is chief structural material to which the plants
give their form and rigidity.
Wood and jute are important sources of cellulose.
PROPERTIES
 Cellulose is a colurless fibrous substance having an organised tubular
structure which varies with the source .
 It is insoluble in water but dissolves in a solution of cupric hydroxide in
ammonia from which it may be pipetted by addition of acids. This
property is utilised in the manufacture of artificial silk.
 Concentrated NaOH solution acts on cellulose to give a gelatinous
translucent mass.
 It is a non-reducing carbohydrate having a very high molecular weight.
 Also it forms ethers when treated with alkyl halides in presence of alkali.
Similar to esterification.
STRUCTURE OF CELLULOSE
PREPARATION
1. From wood
wood shavings are successively treated with dil alkali, dil acid,
water, alcohol and ether. All the other substances like lignin, resins
etc accompanying cellulose are removed by these treatments and
cellulose is obtained as an amorphous mass which may be bleached
with hypochlorites to give a white amorphous powder of cellulose.
2. From cotton
Extraction with organic solvents removes fats and waxes. Treatment
with hydrofluoric acid removes mineral matter. The crude cellulose
thus obtained is bleached to get pure cellulose.
INDUSTRIAL USES OF CELLULOSE
1. Cellulose nitrate :
the completely nitrated cellulose containing three -NO2 groups per glucose unit is
called cellulose nitrate or gun cotton. It is used in the manufacture of explosives like cordite
and blasting gelatine, when mixed with glyceryl trinitrate.
2. Pyroxylin :
Used in medicine for skin cuts. Also used in photography and in the manufacture of
cellulose paints and lacquers
3. Celluloid plastic :
Pyroxylin solution in alcohol, mixed with camphor is used for making toys, photographic
films etc..
4. Cellophane :
It is formed when a solution of cellulose xanthate is pressed under force through a
narrow slit, followed by softening with glycerol. It is used as a protective film and wrapping
material.
ANALYSIS OF CARBOHYDRATES
1) Molisch Test :
It consist in adding 2 to 3 drops of 1% alcoholic solution of alpha –
naphthol to a 5% aqueous solution of the organic compound, followed by a
careful addition of about 2ml of concentrated sulphuric acid. Formation of a
deep violet ring at the junction of the liquids indicates the presence of a
carbohydrate.
2) Action of heat :
When heated strongly in a dry test tube, carbohydrates generally char and
give out the smell of burnt sugar.
3) Action of concentrated sulphuric acid :
When warmed with concentrated sulphuric acid, carbohydrates show
immediate blackening. At higher temperature CO2, CO, & SO2 are evolved.
GLYCOGEN
Like plants, animals also store glucose in the form of starch like
substances called glycogens.
Structurally, glycogens resemble amylopectin.
Glycogen is found in the form of granules in cytoplasm in many cell types
and plays an important role in the glucose cycle.
CHITIN
A long chain polymer of N – acetylglucosamine, is a derivative
of glucose. It is a primary component of cell walls in fungi, the
exoskeletons of insects and scales of fish.
Chitin has proved useful for several medicinal and industrial
purposes.
Reference:
Modern Organic Chemistry
by M.K. JAIN and S.C. SHARMA
Polysaccharides - Rakshitha Salyan

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Polysaccharides - Rakshitha Salyan

  • 2. Polysaccharides : Polysaccharides are the carbohydrates, which on hydrolysis give large number of monosaccharide units. Examples: 1. Insulin on hydrolysis gives a large number of fructose units. 2. Starch on hydrolysis gives a large number of alpha-glucose units. 3. Cellulose on hydrolysis gives a large number of beta- units.
  • 3. Starch occurs as microscopic granules in roots, tubers etc.. Corn, potatoes, wheat and rice are important commercial sources of starch. Heating starch with water causes granules to swell and produce a colloidal suspension from which two major components can be isolated. One fraction iscalled amylose and the other amylopectin. Most starches yield 10-20% amylose and 80-90% amylopectin. STARCH
  • 4. Properties of Starch  Starch granules are insoluble in cold water , but if outer membrane is broken(by grinding), the granules swell in cold water and form a gel.  In boiling water, they swell and burst to form an colloidal solution ( starch paste) that converts into gels on cooling.  When heated with water under pressure or with dilute acids, it forms soluble starch. Further treatment with dilute acids hydrolyses this successively into dextrins , maltose and ultimately glucose.
  • 7. Manufacture of Starch  The chief commercial sources of starch are maize, rice, potatoes and sago.  The grains are first of all made into a pulp by soaking in water followed by crunching of the cell walls containing starch.  The pulp thus prepared is then carried by a current of running water on to wire sieves.  Proteins and cellulose remain on the sieves and starch is washed as a milky liquid.  The milky liquid is allowed to settle and starch separated by decantation.  The starch is finally air dried.
  • 8. USES 1. Laboratory indicator for Iodometric titration. 2. Used in paper making. 3. In laundry works 4. Important constituent of many foods. 5. Used for the manufacturer of glucose, dextrins, alcohol etc.
  • 9. 2. CELLULOSE (C6H10O5)N It is chief structural material to which the plants give their form and rigidity. Wood and jute are important sources of cellulose.
  • 10. PROPERTIES  Cellulose is a colurless fibrous substance having an organised tubular structure which varies with the source .  It is insoluble in water but dissolves in a solution of cupric hydroxide in ammonia from which it may be pipetted by addition of acids. This property is utilised in the manufacture of artificial silk.  Concentrated NaOH solution acts on cellulose to give a gelatinous translucent mass.  It is a non-reducing carbohydrate having a very high molecular weight.  Also it forms ethers when treated with alkyl halides in presence of alkali. Similar to esterification.
  • 12. PREPARATION 1. From wood wood shavings are successively treated with dil alkali, dil acid, water, alcohol and ether. All the other substances like lignin, resins etc accompanying cellulose are removed by these treatments and cellulose is obtained as an amorphous mass which may be bleached with hypochlorites to give a white amorphous powder of cellulose. 2. From cotton Extraction with organic solvents removes fats and waxes. Treatment with hydrofluoric acid removes mineral matter. The crude cellulose thus obtained is bleached to get pure cellulose.
  • 13. INDUSTRIAL USES OF CELLULOSE 1. Cellulose nitrate : the completely nitrated cellulose containing three -NO2 groups per glucose unit is called cellulose nitrate or gun cotton. It is used in the manufacture of explosives like cordite and blasting gelatine, when mixed with glyceryl trinitrate. 2. Pyroxylin : Used in medicine for skin cuts. Also used in photography and in the manufacture of cellulose paints and lacquers 3. Celluloid plastic : Pyroxylin solution in alcohol, mixed with camphor is used for making toys, photographic films etc.. 4. Cellophane : It is formed when a solution of cellulose xanthate is pressed under force through a narrow slit, followed by softening with glycerol. It is used as a protective film and wrapping material.
  • 14. ANALYSIS OF CARBOHYDRATES 1) Molisch Test : It consist in adding 2 to 3 drops of 1% alcoholic solution of alpha – naphthol to a 5% aqueous solution of the organic compound, followed by a careful addition of about 2ml of concentrated sulphuric acid. Formation of a deep violet ring at the junction of the liquids indicates the presence of a carbohydrate. 2) Action of heat : When heated strongly in a dry test tube, carbohydrates generally char and give out the smell of burnt sugar. 3) Action of concentrated sulphuric acid : When warmed with concentrated sulphuric acid, carbohydrates show immediate blackening. At higher temperature CO2, CO, & SO2 are evolved.
  • 15. GLYCOGEN Like plants, animals also store glucose in the form of starch like substances called glycogens. Structurally, glycogens resemble amylopectin. Glycogen is found in the form of granules in cytoplasm in many cell types and plays an important role in the glucose cycle.
  • 16. CHITIN A long chain polymer of N – acetylglucosamine, is a derivative of glucose. It is a primary component of cell walls in fungi, the exoskeletons of insects and scales of fish. Chitin has proved useful for several medicinal and industrial purposes.
  • 17.
  • 18. Reference: Modern Organic Chemistry by M.K. JAIN and S.C. SHARMA