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CARBOHYDRATES
BY
Dr. Jitendra Patel
Associate Professor
AIPS, Hyderabad, India.
Introduction
• Carbohydrates, as the name suggest, were defined as a
group of compounds composed of carbon, hydrogen
and oxygen in which the latter two elements are in the
same proportion as in water and were expressed by a
formula (CH2O)n, that is, hydrates of carbon.
• Carbohydrates are among the first products to arise as
a result of photosynthesis. They constitute a large
proportion of the plant biomass and are responsible, as
cellulose, for the rigid cellular framework and, as
starch, for providing an important food reserve. Of
special pharmacognostical importance is the fact that
sugars unites with a wide variety of other compounds
to form glycosides and secondary metabolites.
CLASSIFICATION
1. Monosaccharides
The term ‘monosaccharides’ is employed for such sugars that on hydrolysis yield
no further, lower sugars. The general formula of monosaccharides is Cn H2n On.
The monosaccharides are subdivided as bioses, trioses, tetroses, pentoses,
hexoses, heptoses, depending upon the number of carbon atoms they possess.
 Bioses: They contain two carbon atoms. They do not occur free in nature
 Trioses: They contain three carbon atoms, but in the form of phosphoric esters,
for example, glyceraldehydes.
 Tetroses: They contain four carbon atoms, for example, erythrose, threose, etc.
 Pentoses: They are very common in plants and are the products of hydrolysis of
polysaccharides like hamicelluloses, mucilages and gums, for example, ribose,
arabinose and xylose.
 Hexoses
They are monosaccharides containing six carbon atoms and are
abundantly available carbohydrates of plant kingdom. They are further divided
into two types: aldoses and ketoses.They may be obtained by hydrolysis of
polysaccharides like starch, insulin, etc.
 Heptoses
They contain seven carbon atoms, vitally important in the photosynthesis of
plant and glucose metabolism of animalsand are rarely found accumulated in
plants, for example, glucoheptose and manoheptose.
2. Disaccharides
• Carbohydrates, which upon hydrolysis yield
two molecules of monosaccharides, are called
as disaccharides.
3. Trisaccharides
• As the name indicates, these liberate three molecules
of monosaccharides on hydrolysis.
Tetrasaccharides
• Stachyose, a tetrasaccharide, yields on hydrolysis,
four molecules of monosaccharide, found in manna.
4. Polysaccharides
• On hydrolysis they give an indefinite number
of monosaccharides.
• By condensation, with the elimination of
water, polysaccharides are produced from
monosaccharides.
• Depending upon the type of product of
hydrolysis these are further classified as
Pentosans and Hexosans.
• Xylan is pentosan, whereas starch, insulin and
cellulose are the examples of hexosans.
TESTS FOR CARBOHYDRATES
 The following are some of the more useful tests for
sugars and other carbohydrates.
1. Reduction of Fehling’s Solution
To the solution of carbohydrate, equal quantity of
Fehling’s solutions A and B is added. After heating,
brick red precipitate is obtained.
2. Molisch Test
• The test is positive with soluble as well as insoluble
carbohydrates. It consists of treating the compounds
with Îą-naphthol and concentrated sulphuric acid which
gives purple colour. With a soluble carbohydrate this
appears as a ring if the sulphuric acid is gently poured
in to form a layer below the aqueous solution. With an
insoluble, carbohydrate such as cotton wool (cellulose),
the colour will not appear until the acid layer is shaken
to bring it in contact with the material.
3. Osazone Formation
 Osazones are sugar derivatives formed by
heating a sugar solution with phenylhydrazine
hydrochloride, sodium acetate and acetic acid.
 If the yellow crystals which form are examined
under the microscope they are sufficiently
characteristic for certain sugars to be identified.
 It should be noted that glucose and fructose form
the same osazone (glucosazone, m.p. 205°C).
 Before melting points are taken, osazones should
be purified by recrystalization from alcohol.
 Sucrose does not form an osazone, but under the
conditions of the above test sufficient hydrolysis
takes place for the production of glucosazone.
4. Resorcinol Test for Ketones (Selivanoff’s Test)
A crystal of resorcinol is added to the solution and warmed on a
water bath with an equal volume of concentrated hydrochloric acid.
A rose colour is produced if a ketone is present (e.g. fructose, honey
or hydrolysed inulin).
5. Test for Pentoses
Heat a solution of the substance in a test tube with an equal
volume of hydrochloric acid containing a little phloroglucinol.
Formation of a red colour indicates pentoses.
6. Keller-Kiliani Test for Deoxysugars
A Deoxysugar (found in cardiac glycosides) is dissolved in acetic
acid containing a trace of ferric chloride and transferred to the
surface of concentrated sulphuric acid. At the junction of the liquids
a reddish-brown colour is produced which gradually becomes blue.
7. Furfural Test
A carbohydrate sample is heated in a test tube with a drop of
syrupy phosphoric acid to convert it into furfural. A disk of filter
paper moistened with a drop of 10% solution of aniline in 10%
acetic acid is placed over the mouth of the test tube. The bottom of
the test tube is heated for 30–60s. A pink or red stain appears on
the reagent paper.
BIOSYNTHESIS OF CARBOHYDRATES
Production of Monosaccharides by
Photosynthesis
• Carbohydrates are products of photosynthesis, a
biologic process that converts electromagnetic
energy into chemical energy. In the green plant,
photosynthesis consists of two classes of
reactions. One class comprises the so-called light
reactions that actually convert electromagnetic
energy into chemical potential. The other class
consists of the enzymatic reactions that utilize
the en ergy from the light reactions to fix carbon
dioxide into sugar. These are referred to as the
dark reactions.
Production of sucrose
• Sucrose is of considerable metabolic importance
in higher plants.
• Studies have shown that sucrose is not only the
first sugar formed in photosynthesis but also the
main transport material.
• Newly formed sucrose is, therefore, probably the
usual precursor for polysaccharide synthesis.
• Although an alternative pathway consisting of a
reaction between glucose 1-phosphate and
fructose is responsible for sucrose production in
certain microorganisms, the biosynthesis of this
important metabolite in higher plants apparently
occurs
Conclusion
• Carbohydrates are essential elements in plants
and very useful for human. These are the
important secondary metabolites which are
having various use in pharmaceutical industry
as well as in medicines. There are different
source of carbohydrates from different plants
which need to be study properly for their
Pharmacognostic details.
Thank You

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Carbohydrates- classification, identification and biosynthesis

  • 1. CARBOHYDRATES BY Dr. Jitendra Patel Associate Professor AIPS, Hyderabad, India.
  • 2. Introduction • Carbohydrates, as the name suggest, were defined as a group of compounds composed of carbon, hydrogen and oxygen in which the latter two elements are in the same proportion as in water and were expressed by a formula (CH2O)n, that is, hydrates of carbon. • Carbohydrates are among the first products to arise as a result of photosynthesis. They constitute a large proportion of the plant biomass and are responsible, as cellulose, for the rigid cellular framework and, as starch, for providing an important food reserve. Of special pharmacognostical importance is the fact that sugars unites with a wide variety of other compounds to form glycosides and secondary metabolites.
  • 4. 1. Monosaccharides The term ‘monosaccharides’ is employed for such sugars that on hydrolysis yield no further, lower sugars. The general formula of monosaccharides is Cn H2n On. The monosaccharides are subdivided as bioses, trioses, tetroses, pentoses, hexoses, heptoses, depending upon the number of carbon atoms they possess.  Bioses: They contain two carbon atoms. They do not occur free in nature  Trioses: They contain three carbon atoms, but in the form of phosphoric esters, for example, glyceraldehydes.  Tetroses: They contain four carbon atoms, for example, erythrose, threose, etc.  Pentoses: They are very common in plants and are the products of hydrolysis of polysaccharides like hamicelluloses, mucilages and gums, for example, ribose, arabinose and xylose.  Hexoses They are monosaccharides containing six carbon atoms and are abundantly available carbohydrates of plant kingdom. They are further divided into two types: aldoses and ketoses.They may be obtained by hydrolysis of polysaccharides like starch, insulin, etc.  Heptoses They contain seven carbon atoms, vitally important in the photosynthesis of plant and glucose metabolism of animalsand are rarely found accumulated in plants, for example, glucoheptose and manoheptose.
  • 5. 2. Disaccharides • Carbohydrates, which upon hydrolysis yield two molecules of monosaccharides, are called as disaccharides.
  • 6. 3. Trisaccharides • As the name indicates, these liberate three molecules of monosaccharides on hydrolysis. Tetrasaccharides • Stachyose, a tetrasaccharide, yields on hydrolysis, four molecules of monosaccharide, found in manna.
  • 7. 4. Polysaccharides • On hydrolysis they give an indefinite number of monosaccharides. • By condensation, with the elimination of water, polysaccharides are produced from monosaccharides. • Depending upon the type of product of hydrolysis these are further classified as Pentosans and Hexosans. • Xylan is pentosan, whereas starch, insulin and cellulose are the examples of hexosans.
  • 8. TESTS FOR CARBOHYDRATES  The following are some of the more useful tests for sugars and other carbohydrates. 1. Reduction of Fehling’s Solution To the solution of carbohydrate, equal quantity of Fehling’s solutions A and B is added. After heating, brick red precipitate is obtained. 2. Molisch Test • The test is positive with soluble as well as insoluble carbohydrates. It consists of treating the compounds with Îą-naphthol and concentrated sulphuric acid which gives purple colour. With a soluble carbohydrate this appears as a ring if the sulphuric acid is gently poured in to form a layer below the aqueous solution. With an insoluble, carbohydrate such as cotton wool (cellulose), the colour will not appear until the acid layer is shaken to bring it in contact with the material.
  • 9. 3. Osazone Formation  Osazones are sugar derivatives formed by heating a sugar solution with phenylhydrazine hydrochloride, sodium acetate and acetic acid.  If the yellow crystals which form are examined under the microscope they are sufficiently characteristic for certain sugars to be identified.  It should be noted that glucose and fructose form the same osazone (glucosazone, m.p. 205°C).  Before melting points are taken, osazones should be purified by recrystalization from alcohol.  Sucrose does not form an osazone, but under the conditions of the above test sufficient hydrolysis takes place for the production of glucosazone.
  • 10. 4. Resorcinol Test for Ketones (Selivanoff’s Test) A crystal of resorcinol is added to the solution and warmed on a water bath with an equal volume of concentrated hydrochloric acid. A rose colour is produced if a ketone is present (e.g. fructose, honey or hydrolysed inulin). 5. Test for Pentoses Heat a solution of the substance in a test tube with an equal volume of hydrochloric acid containing a little phloroglucinol. Formation of a red colour indicates pentoses. 6. Keller-Kiliani Test for Deoxysugars A Deoxysugar (found in cardiac glycosides) is dissolved in acetic acid containing a trace of ferric chloride and transferred to the surface of concentrated sulphuric acid. At the junction of the liquids a reddish-brown colour is produced which gradually becomes blue. 7. Furfural Test A carbohydrate sample is heated in a test tube with a drop of syrupy phosphoric acid to convert it into furfural. A disk of filter paper moistened with a drop of 10% solution of aniline in 10% acetic acid is placed over the mouth of the test tube. The bottom of the test tube is heated for 30–60s. A pink or red stain appears on the reagent paper.
  • 11. BIOSYNTHESIS OF CARBOHYDRATES Production of Monosaccharides by Photosynthesis • Carbohydrates are products of photosynthesis, a biologic process that converts electromagnetic energy into chemical energy. In the green plant, photosynthesis consists of two classes of reactions. One class comprises the so-called light reactions that actually convert electromagnetic energy into chemical potential. The other class consists of the enzymatic reactions that utilize the en ergy from the light reactions to fix carbon dioxide into sugar. These are referred to as the dark reactions.
  • 12.
  • 13. Production of sucrose • Sucrose is of considerable metabolic importance in higher plants. • Studies have shown that sucrose is not only the first sugar formed in photosynthesis but also the main transport material. • Newly formed sucrose is, therefore, probably the usual precursor for polysaccharide synthesis. • Although an alternative pathway consisting of a reaction between glucose 1-phosphate and fructose is responsible for sucrose production in certain microorganisms, the biosynthesis of this important metabolite in higher plants apparently occurs
  • 14.
  • 15. Conclusion • Carbohydrates are essential elements in plants and very useful for human. These are the important secondary metabolites which are having various use in pharmaceutical industry as well as in medicines. There are different source of carbohydrates from different plants which need to be study properly for their Pharmacognostic details.