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Carbohydrates
MAN BAHADUR RANA
BPH
ACAS,NEPAL
Carbohydrates
• Most abundant class of biomolecules
• Composition: carbon, hydrogen and
oxygen and hydrogen and oxygen ratio of
2:1. C6 H12O6. or Cx(H20)y.
• Originally produced through CO2 fixation
during photosynthesis
Defination
polyhydroxyaldehydes or ketones or compounds
which produce them on hydrolysis.
saccharides
hydrate of Carbon (CH2O)n
Function
1. Energy:
2. Storage of energy:
3. Structure:
4. Defense:
5. To confer cells specificity:
6. Lubrication:
Classificationn of
Carbohydrates
• monosaccharides,oligosaccharides and
polysaccharides
• Monosaccharides (simplest sugars)
cannot be broken down into simpler
sugars under mild conditions. Eg
trioses, pentoses,
Monosaccharides
• Polyhydroxy ketones (ketoses) and
Polyhydroxyaldehydes (aldoses)
• Generally Ketose named for “equivalent aldose” +
“ul” inserted
• Triose, tetrose, etc. denotes number of carbons
•
• Empirical formula = (CH2O)n
Monosaccharides
• Open chains free aldoses or ketoses
• As the two reacting groups aldehyde or ketone and alcoholic
group belong to the same molecule
• Condensation of the aldehyde group on carbon 1(carbon 2
in ketone group) with the alcoholic OH group on carbon 5
takes place  closed chain
"a few" - usually 2 to 10  on hydrolysis.
monosaccharides joined together by covalent
bonds known as glycosidic bond.
Disaccharides[maltose(GG),
Lactose(GGa),Sucrose(GF)
trisaccharides[Raffinose(GaGF, Melezitose(GFG)]
etc
Oligosaccharides
Oligosaccharides
Polysaccharides/Glycan
• A combinationn of many monosaccharides linked
by glycosidic bonds
• They are of high molecular weight (up to a
million).
• They are usually tasteless( non-sugars)and form
colloids with water.
Polysaccharides/Glycan
• homopolysaccharides(Starch,Glycogen)
• heteropolysaccharides (Proteoglycan, Hyaluronic
acid, Chondriotin-4-Sulphate)
Polysaccharides/Glycan
Glycogen
Polysaccharides/Glycan
• Glycosamin
• glycosaminoglycans (GAG) or
mucopolysaccharide repeating units of
sugar derivatives amino sugar and uronic
acids eg Hyaluronic acid, heparin
Properties of Carbohydrates
Physical Properties
Stereoisomerism
Optical Activity
Anomerism
Sterioisomerism
• Sterioisomers or Isomers same molecular
formula and same structure, but differ
arrangement of their atoms in space.
• asymetric or chiral carbon (n) no. of
isomers 2n
Sterioisomerism
•The mirror imaged isomers enantiomers.
•D or L on the basis of orientation of H and OH on the carbon atom
adjacent to the terminal primary alcoholic group
•Pairs of isomers  opposite configurations at one or more
chiral centers but are NOT mirror images  diastereomers
•Epimers = Two sugars differ in configuration  one chiral
carbon only
C
C*
O
C*
C*
C*
CH2OH
H OH
HO H
H OH
H OH
H
C
C*
O
C*
C*
C*
CH2OH
HO H
H OH
HO H
HO H
H
C
C*
O
C*
C*
C*
CH2OH
H OH
HO H
H OH
H OH
H
C
C*
O
C*
C*
C*
CH2OH
HO H
HO H
H OH
H OH
H
C
C*
O
C*
C*
C*
CH2OH
HO H
HO H
H OH
H OH
H
C
C*
O
C*
C*
C*
CH2OH
H OH
HO H
HO H
H OH
H
D-glucoseL-glucose
Enantiomers
D-glucose D-mannose
Epimers
D-mannose D-galactose
Diastereomers
Optical Activity
a beam of plane-polarized light  a solution rotation of
light  rightdextrorotatory (d or + sign)
leftlaevorotatory (l or - sign).
The compounds  the optical isomers or enantiomorphs .
Fischer and Hawarth Formula
• The Planar structure  Fischer formula.
• But due to the strain in the backbone carbon
 assume ring structure Hawarth
Formula
Fischer and Hawarth Formula
Anomers and Anomeric Carbon
Carbon 1 or 2(hemiacetal or hemiketal)after
cyclization asymmetric  anomeric carbon.
fischer formula
OH  right of anomeric carbon α form
OHleft of anomeric carbonβ form
hawarth formula
OH groupdown of anomeric carbon α form
OH group β form.
These forms are called anomers.
Amino Sugars
Deoxy Sugars
Deoxy Sugars Lack an Oxygen Atom

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Carbohydrate for BPH

  • 2. Carbohydrates • Most abundant class of biomolecules • Composition: carbon, hydrogen and oxygen and hydrogen and oxygen ratio of 2:1. C6 H12O6. or Cx(H20)y. • Originally produced through CO2 fixation during photosynthesis
  • 3. Defination polyhydroxyaldehydes or ketones or compounds which produce them on hydrolysis. saccharides hydrate of Carbon (CH2O)n
  • 4. Function 1. Energy: 2. Storage of energy: 3. Structure: 4. Defense: 5. To confer cells specificity: 6. Lubrication:
  • 5. Classificationn of Carbohydrates • monosaccharides,oligosaccharides and polysaccharides • Monosaccharides (simplest sugars) cannot be broken down into simpler sugars under mild conditions. Eg trioses, pentoses,
  • 6. Monosaccharides • Polyhydroxy ketones (ketoses) and Polyhydroxyaldehydes (aldoses) • Generally Ketose named for “equivalent aldose” + “ul” inserted • Triose, tetrose, etc. denotes number of carbons • • Empirical formula = (CH2O)n
  • 7. Monosaccharides • Open chains free aldoses or ketoses • As the two reacting groups aldehyde or ketone and alcoholic group belong to the same molecule • Condensation of the aldehyde group on carbon 1(carbon 2 in ketone group) with the alcoholic OH group on carbon 5 takes place  closed chain
  • 8. "a few" - usually 2 to 10  on hydrolysis. monosaccharides joined together by covalent bonds known as glycosidic bond. Disaccharides[maltose(GG), Lactose(GGa),Sucrose(GF) trisaccharides[Raffinose(GaGF, Melezitose(GFG)] etc Oligosaccharides
  • 10. Polysaccharides/Glycan • A combinationn of many monosaccharides linked by glycosidic bonds • They are of high molecular weight (up to a million). • They are usually tasteless( non-sugars)and form colloids with water.
  • 11. Polysaccharides/Glycan • homopolysaccharides(Starch,Glycogen) • heteropolysaccharides (Proteoglycan, Hyaluronic acid, Chondriotin-4-Sulphate)
  • 13. Polysaccharides/Glycan • Glycosamin • glycosaminoglycans (GAG) or mucopolysaccharide repeating units of sugar derivatives amino sugar and uronic acids eg Hyaluronic acid, heparin
  • 14. Properties of Carbohydrates Physical Properties Stereoisomerism Optical Activity Anomerism
  • 15. Sterioisomerism • Sterioisomers or Isomers same molecular formula and same structure, but differ arrangement of their atoms in space. • asymetric or chiral carbon (n) no. of isomers 2n
  • 16. Sterioisomerism •The mirror imaged isomers enantiomers. •D or L on the basis of orientation of H and OH on the carbon atom adjacent to the terminal primary alcoholic group •Pairs of isomers  opposite configurations at one or more chiral centers but are NOT mirror images  diastereomers •Epimers = Two sugars differ in configuration  one chiral carbon only C C* O C* C* C* CH2OH H OH HO H H OH H OH H C C* O C* C* C* CH2OH HO H H OH HO H HO H H C C* O C* C* C* CH2OH H OH HO H H OH H OH H C C* O C* C* C* CH2OH HO H HO H H OH H OH H C C* O C* C* C* CH2OH HO H HO H H OH H OH H C C* O C* C* C* CH2OH H OH HO H HO H H OH H D-glucoseL-glucose Enantiomers D-glucose D-mannose Epimers D-mannose D-galactose Diastereomers
  • 17. Optical Activity a beam of plane-polarized light  a solution rotation of light  rightdextrorotatory (d or + sign) leftlaevorotatory (l or - sign). The compounds  the optical isomers or enantiomorphs .
  • 18. Fischer and Hawarth Formula • The Planar structure  Fischer formula. • But due to the strain in the backbone carbon  assume ring structure Hawarth Formula
  • 20. Anomers and Anomeric Carbon Carbon 1 or 2(hemiacetal or hemiketal)after cyclization asymmetric  anomeric carbon. fischer formula OH  right of anomeric carbon α form OHleft of anomeric carbonβ form hawarth formula OH groupdown of anomeric carbon α form OH group β form. These forms are called anomers.
  • 22. Deoxy Sugars Deoxy Sugars Lack an Oxygen Atom

Editor's Notes

  1. However few exceptions eg. Rhamnose (C6 H12O5), Deoxyribose (C6 H10O4)
  2. On the basis of sugar units