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 To learn,
1. Definition and classification of carbohydrates
2. Monosaccharides: examples with structure
3. Disaccharides: examples with structure
4. Polysaccharides: examples with structure
2
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
 Carbohydrates – polyhydroxyaldehydes or
polyhydroxy-ketones of formula (CH2O)n, or
compounds that can be hydrolyzed to them.
 They are classified as
 Monosaccharide (Monomers): carbohydrates that
cannot be hydrolyzed to simpler carbohydrates; eg.
Glucose or fructose.
 Disaccharides (Dimers): carbohydrates that can be
hydrolyzed into two monosaccharide units; eg.
Sucrose, maltose
3
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
 Oligosaccharides – carbohydrates that can be
hydrolyzed into a few monosaccharide units.alose
e.g. raffinose, stachyose
 Polysaccharides – carbohydrates that are are
polymeric sugars; eg Starch , cellulose.
 Homopolysaccharides: made up of number of
single monosaccharide units e.g. starch, cellulose
 Heteropolysaccharides: made up of more than one
type of monosaccharide units e.g. agar, pectin,
muccopolysaccharides
4
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
 Aldose – polyhydroxyaldehyde, eg glucose
 Ketose – polyhydroxyketone, eg fructose
 Reducing sugar – a carbohydrate that is oxidized by
Tollen’s, Fehling’s or Benedict’s solution.
 Tollen’s: Ag+  Ag (silver mirror)
 Fehling’s or Benedict’s: Cu3+ (blue)  Cu2+ (red ppt)
 These are reactions of aldehydes and alpha-
hydroxyketones.
 All monosaccharides (both aldoses and ketoses) and
most* disaccharides are reducing sugars.
 Sucrose, is not a reducing sugar.
5
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
 Glucose is the most important monosaccharide.
C
C OH
H
C H
HO
C OH
H
C OH
H
CH2OH
D-glucose
O
H
C H
HO
C OH
H
C OH
H
CH2OH
CH2OH
C O
D-fructose
6
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
 D & L designations are based on the configuration about the
single asymmetric C in glyceraldehyde.
 For sugars with more than one chiral center, D or L refers to
the asymmetric C farthest from the aldehyde or keto group.
CHO
C
CH2OH
HO H
CHO
C
CH2OH
H OH
CHO
C
CH2OH
HO H
CHO
C
CH2OH
H OH
L-glyceraldehyde
D-glyceraldehyde
L-glyceraldehyde
D-glyceraldehyde
O H O H
C C
H – C – OH HO – C – H
HO – C – H H – C – OH
H – C – OH HO – C – H
H – C – OH HO – C – H
CH2OH CH2OH
D-glucose L-glucose
7
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
 Disaccharides are carbohydrates which on hydrolysis
give two molecules of monosaccharides.
 Maltose-It is a cleavage product of starch, is a
disaccharide with α (1 4) glycosidic linkage
between C1 - C4 OH of 2 glucoses. It is a reducing
sugar.
H O
OH
H
OH
H
OH
CH2OH
H
O H
OH
H
OH
H
OH
CH2OH
H
O
H
H
1
2
3
5
4
6
1
2
3
4
5
6
maltose
8
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
 Sucrose- Is a common table sugar, has a glycosidic
bond linking the anomeric hydroxyls of glucose &
fructose with the linkage is α (12). The full name of
sucrose is a-D-glucopyranosyl-(12)-b-D-
fructopyranose. It is a non reducing sugar.
 Lactose- Is a milk sugar, is composed of galactose &
glucose, with β (14) linkage from the anomeric OH
of galactose. Its full name is b-D-galactopyranosyl-(1
4)-a-D-glucopyranose. It is a reducing sugar.
9
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
 Polysaccharides: Carbohydrates which on hydrolysis
give more than ten monosaccharide units are called as
polysaccharides.
 Polysaccharides are classified as;
 Homopolysaccharides: Polysaccharides which on
hydrolysis give number of units of same
monosaccharide. E.g. Starch, Glycogen, Cellulose etc.
 Heteropolysaccharides: Polysaccharides which on
hydrolysis give number of units of more than one
monosaccharide. E.g. heparin, agar, gum etc.
10
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
H O
OH
H
OH
H
OH
CH2OH
H
O H
H
OH
H
OH
CH2OH
H
O
H
H H O
O
H
OH
H
OH
CH2OH
H
H H O
H
OH
H
OH
CH2OH
H
OH
H
H O
O
H
OH
H
OH
CH2OH
H
O
H
1
6
5
4
3
1
2
amylose
H O
OH
H
OH
H
OH
CH2OH
H
O H
H
OH
H
OH
CH2OH
H
O
H
H H O
O
H
OH
H
OH
CH2
H
H H O
H
OH
H
OH
CH2OH
H
OH
H
H O
O
H
OH
H
OH
CH2OH
H
O
H
O
1 4
6
H O
H
OH
H
OH
CH2OH
H
H H O
H
OH
H
OH
CH2OH
H
H
O
1
OH
3
4
5
2
amylopectin
Starch: It is made up of two units- Amylose and amylopectin.
Starch is storage of glucose in plants. Amylose is a glucose
polymer with α (14) linkages. Amylopectin is a glucose
polymer with mainly α (14) linkages, but it also has
branches formed by α (16) linkages.
11
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
cellulose
H O
OH
H
OH
H
OH
CH2OH
H
O
H
OH
H
OH
CH2OH
H
O
H H O
O H
OH
H
OH
CH2OH
H
H O
H
OH
H
OH
CH2OH
H
H
OH
H O
O H
OH
H
OH
CH2OH
H
O
H H H H
1
6
5
4
3
1
2
Glycogen- the glucose storage polymer in animals is similar in
structure to amylopectin.
But glycogen has more α(16) branches.
The highly branched structure permits rapid glucose release
from glycogen stores, e.g., in muscle during exercise.
Cellulose- a major constituent of plant cell walls, consists of
long linear chains of glucose with β(14) linkages
12
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
“In a day, when you don't come
across any problems - you can be
sure that you are travelling in a
wrong path”.
13
PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES

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carbohydrates.pptx

  • 1.
  • 2.  To learn, 1. Definition and classification of carbohydrates 2. Monosaccharides: examples with structure 3. Disaccharides: examples with structure 4. Polysaccharides: examples with structure 2 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
  • 3.  Carbohydrates – polyhydroxyaldehydes or polyhydroxy-ketones of formula (CH2O)n, or compounds that can be hydrolyzed to them.  They are classified as  Monosaccharide (Monomers): carbohydrates that cannot be hydrolyzed to simpler carbohydrates; eg. Glucose or fructose.  Disaccharides (Dimers): carbohydrates that can be hydrolyzed into two monosaccharide units; eg. Sucrose, maltose 3 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
  • 4.  Oligosaccharides – carbohydrates that can be hydrolyzed into a few monosaccharide units.alose e.g. raffinose, stachyose  Polysaccharides – carbohydrates that are are polymeric sugars; eg Starch , cellulose.  Homopolysaccharides: made up of number of single monosaccharide units e.g. starch, cellulose  Heteropolysaccharides: made up of more than one type of monosaccharide units e.g. agar, pectin, muccopolysaccharides 4 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
  • 5.  Aldose – polyhydroxyaldehyde, eg glucose  Ketose – polyhydroxyketone, eg fructose  Reducing sugar – a carbohydrate that is oxidized by Tollen’s, Fehling’s or Benedict’s solution.  Tollen’s: Ag+  Ag (silver mirror)  Fehling’s or Benedict’s: Cu3+ (blue)  Cu2+ (red ppt)  These are reactions of aldehydes and alpha- hydroxyketones.  All monosaccharides (both aldoses and ketoses) and most* disaccharides are reducing sugars.  Sucrose, is not a reducing sugar. 5 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
  • 6.  Glucose is the most important monosaccharide. C C OH H C H HO C OH H C OH H CH2OH D-glucose O H C H HO C OH H C OH H CH2OH CH2OH C O D-fructose 6 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
  • 7.  D & L designations are based on the configuration about the single asymmetric C in glyceraldehyde.  For sugars with more than one chiral center, D or L refers to the asymmetric C farthest from the aldehyde or keto group. CHO C CH2OH HO H CHO C CH2OH H OH CHO C CH2OH HO H CHO C CH2OH H OH L-glyceraldehyde D-glyceraldehyde L-glyceraldehyde D-glyceraldehyde O H O H C C H – C – OH HO – C – H HO – C – H H – C – OH H – C – OH HO – C – H H – C – OH HO – C – H CH2OH CH2OH D-glucose L-glucose 7 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
  • 8.  Disaccharides are carbohydrates which on hydrolysis give two molecules of monosaccharides.  Maltose-It is a cleavage product of starch, is a disaccharide with α (1 4) glycosidic linkage between C1 - C4 OH of 2 glucoses. It is a reducing sugar. H O OH H OH H OH CH2OH H O H OH H OH H OH CH2OH H O H H 1 2 3 5 4 6 1 2 3 4 5 6 maltose 8 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
  • 9.  Sucrose- Is a common table sugar, has a glycosidic bond linking the anomeric hydroxyls of glucose & fructose with the linkage is α (12). The full name of sucrose is a-D-glucopyranosyl-(12)-b-D- fructopyranose. It is a non reducing sugar.  Lactose- Is a milk sugar, is composed of galactose & glucose, with β (14) linkage from the anomeric OH of galactose. Its full name is b-D-galactopyranosyl-(1 4)-a-D-glucopyranose. It is a reducing sugar. 9 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
  • 10.  Polysaccharides: Carbohydrates which on hydrolysis give more than ten monosaccharide units are called as polysaccharides.  Polysaccharides are classified as;  Homopolysaccharides: Polysaccharides which on hydrolysis give number of units of same monosaccharide. E.g. Starch, Glycogen, Cellulose etc.  Heteropolysaccharides: Polysaccharides which on hydrolysis give number of units of more than one monosaccharide. E.g. heparin, agar, gum etc. 10 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
  • 11. H O OH H OH H OH CH2OH H O H H OH H OH CH2OH H O H H H O O H OH H OH CH2OH H H H O H OH H OH CH2OH H OH H H O O H OH H OH CH2OH H O H 1 6 5 4 3 1 2 amylose H O OH H OH H OH CH2OH H O H H OH H OH CH2OH H O H H H O O H OH H OH CH2 H H H O H OH H OH CH2OH H OH H H O O H OH H OH CH2OH H O H O 1 4 6 H O H OH H OH CH2OH H H H O H OH H OH CH2OH H H O 1 OH 3 4 5 2 amylopectin Starch: It is made up of two units- Amylose and amylopectin. Starch is storage of glucose in plants. Amylose is a glucose polymer with α (14) linkages. Amylopectin is a glucose polymer with mainly α (14) linkages, but it also has branches formed by α (16) linkages. 11 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
  • 12. cellulose H O OH H OH H OH CH2OH H O H OH H OH CH2OH H O H H O O H OH H OH CH2OH H H O H OH H OH CH2OH H H OH H O O H OH H OH CH2OH H O H H H H 1 6 5 4 3 1 2 Glycogen- the glucose storage polymer in animals is similar in structure to amylopectin. But glycogen has more α(16) branches. The highly branched structure permits rapid glucose release from glycogen stores, e.g., in muscle during exercise. Cellulose- a major constituent of plant cell walls, consists of long linear chains of glucose with β(14) linkages 12 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES
  • 13. “In a day, when you don't come across any problems - you can be sure that you are travelling in a wrong path”. 13 PHARM. BIOCHEMISTRY/ S Y B PHARM/ VSV/ CARBOHYDRATES