08/06/2025 1
Carbohydrates
Sajid Afridi
BS Anesthesia
Khyber Medical University
08/06/2025 2
Carbohydrates
• Carbohydrates- Carbon hydrates ( C- H20)
• Polyhydroxy aldehyde or ketones.
• Many, but not all, carbohydrates have the empirical formula (C- H20)n
• Most abundant biomolecules on the earth
• Three major classes of carbohydrates:
• Monosaccharides, oligosaccharides, and polysaccharides
• (The word “saccharide” is derived from the Greek sakcharon, meaning “sugar”).
08/06/2025 3
Monosaccharides
• Monosaccharides are the simplest carbohydrates.
• They are colorless, crystalline solids that are freely soluble in water but insoluble
in nonpolar solvents.
• The simplest monosaccharides are the two three-carbon trioses: glyceraldehyde
and dihydroxyacetone.
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Monosaccharides
08/06/2025 5
Monosaccharides
• Monosaccharides with four, five, six, and seven carbon atoms in their backbones
are called, respectively, tetroses, pentoses, hexoses, and heptoses.
• The D-glucose and D-fructose are the most common monosaccharides in
nature.
• The aldopentoses, D-ribose and 2-deoxy-D-ribose are components of nucleotides
and nucleic acids.
08/06/2025 6
Monosaccharides
08/06/2025 7
Asymmetric or Chiral Centers
• Carbon to which four different atoms or groups are attached is called
asymmetric.
• All the monosaccharides except dihydroxyacetone contain one or more
asymmetric (chiral) carbon atoms and thus occur in optically active isomeric
forms- Enantiomers or Mirror images.
• To represent three-dimensional sugar structures on paper, we often use Fischer
projection formulas.
08/06/2025 8
Epimers
• Two sugars that differ only in the configuration around one carbon atom are
called epimers.
• D-glucose and D-mannose, which differ only at C-2 and D-glucose and D-
galactose (which differ at C-4) .
08/06/2025 9
Epimers
08/06/2025 10
Tautomerism
• Tautomers are constitutional isomers of a
compound which differ only in the
position of the protons and electrons.
• The carbon skeleton of the compound is
unchanged.
• A reaction which involves simple proton
transfer in an intramolecular fashion is
called a tautomerism.
• Keto-enol tautomerism is a very common
process, and is acid or base catalyzed
08/06/2025 11
Hemiacetals and hemiketals
• They are formed when an alcohol oxygen
atom adds to the carbonyl carbon of an
aldehyde or a ketone.
08/06/2025 12
Cyclization of glucose to its hemiacetal form
08/06/2025 13
Cyclization of Glucose
08/06/2025 14
08/06/2025 15
Anomers and ring structure
• Isomeric forms of monosaccharides that differ only in their configuration
about the hemiacetal or hemiketal carbon atom are called anomers, and the
carbonyl carbon atom is called the anomeric carbon.
• Pyranose is a six-membered ring with Oxygen bridge between C no.1 and 5.
• Furanose is a five-membered ring with oxygen bridge between C no.1 and 4.
• The systematic names for the two ring forms of D-glucose are therefore
alpha-D-glucopyranose and beta-D-glucopyranose.
08/06/2025 16
Pyranose and Furanose ring structure
Pyranoses and furanoses. The pyranose forms of D-glucose and the furanose forms of D-fructose are shown
here as Haworth perspective formulas. The edges of the ring nearest the reader are represented by bold lines.
Pyran and furan are shown for comparison.
08/06/2025 17
Glycosides
• When the hydroxyl group of one monosaccharide reacts with the hydroxyl group
of another monosaccharide, it forms glycosidic linkage.
• Glycosides are compounds in which a monosaccharide is attached at the
anomeric carbon to an alcohol residue of non-carbohydrate.
• The non-carbohydrate residue is called aglycon.
08/06/2025 18
Physiologically important glycosides
1. Glucovanillin (vanillin-D-glucoside) is a natural substance that imparts vanilla
flavor.
2. Cardiac glycosides (steroidal glycosides): Digoxin and digitoxin contain the
aglycone steroid and they stimulate muscle contraction.
3. Streptomycin, an antibiotic used in the treatment of tuberculosis is a glycoside.
4. Ouabain inhibits Na+ –K+ ATPase and blocks the active transport of Na+.
08/06/2025 19
Reducing Sugars
• All sugars having a free aldehyde group in open chain form (solution)
• Monosaccharides can be oxidized by relatively mild oxidizing agents such as
cupric (Cu2) ion. The carbonyl carbon is oxidized to a carboxyl group.
• All Monosaccharides such as Glucose, fructose, glyceraldehyde, galactose
etc. and disaccharides lactose and maltose can reduce cupric ion and are
called reducing sugars.
• Cupric ion oxidizes glucose and certain other sugars to a complex mixture of
carboxylic acids. This is the basis of Fehling’s reaction.
08/06/2025 20
Ring structure- Haworth formula
• Cyclic structures of sugars are more accurately represented in Haworth
perspective formulas than in the Fischer projection commonly used for linear
sugar structures.
• In Haworth projections the six-membered ring is tilted to make its plane almost
perpendicular to that of the paper, with the bonds closest to the reader drawn
thicker than those farther away and numbering of the carbons is done in a
clockwise direction beginning with the anomeric carbon.
08/06/2025 21
Haworth projections
08/06/2025 22
Disaccharides
• Disaccharides (such as maltose, lactose, and sucrose) consist of two
monosaccharides joined covalently by an O-glycosidic bond, which is formed
when a hydroxyl group of one sugar molecule, typically cyclic, reacts with the
anomeric carbon of the other .
• Because maltose has a free OH group at C-1 of glucose, it is a reducing sugar.
08/06/2025 23
• Disaccharides
Lactose
reducing
end
08/06/2025 24
Maltose
reducing
end
08/06/2025 25
Sucrose not a reducing
substance
08/06/2025 26
Polysaccharides
• Most carbohydrates found in nature occur as polysaccharides
• Polysaccharides, also called glycans, differ from each other in the identity of their
recurring monosaccharide units, in the length of their chains, in the types of
bonds linking the units, and in the degree of branching.
• Homopolysaccharides contain only a single monomeric species
• Heteropolysaccharides contain two or more different kinds
08/06/2025 27
08/06/2025 28
• Polysaccharides
Cellulose
reducing
end
08/06/2025 29
Glycogen
branches every
8-12 glucose units
Amylopectin
branches about every
24-30 linear linkages
08/06/2025 30
Heteropolysaccharides
• These heteropolysaccharides, the glycosaminoglycans, are a family of linear
polymers composed of repeating disaccharide units. They are unique to animals
and bacteria and are not found in plants.
• Hyaluronic acid forms clear, highly viscous solutions that serve as lubricants in
the synovial fluid of joints and give the vitreous humor of the vertebrate eye its
jellylike consistency (the Greek hyalos means “glass”.
08/06/2025 31
Heteropolysaccharides
• Hyaluronan is also a component of the extracellular matrix of cartilage and
tendons, to which it contributes tensile strength and elasticity.
• Hyaluronidase, an enzyme secreted by some pathogenic bacteria, can hydrolyze
the glycosidic linkages of hyaluronan, rendering tissues more susceptible to
bacterial invasion.
08/06/2025 32
Chondroitin Sulfate
• Chondroitin sulfate (Greek chondros, “cartilage”) contributes to the tensile
strength of cartilage, tendons, ligaments, and the walls of the aorta.
• Dermatan sulfate (Greek derma, “skin”) contributes to the pliability of skin and is
also present in blood vessels and heart valves.
08/06/2025 33
Agar
• Agar is a complex mixture of polysaccharides.
• The remarkable gel-forming property of agarose makes it useful in the
biochemistry laboratory.
• Agarose gels are used as inert supports for the electrophoretic separation of
nucleic acids, an essential part of the DNA-sequencing process.
• Agar is also used to form a surface for the growth of bacterial colonies.
• Another commercial use of agar is for the capsules in which some vitamins and
drugs are packaged.
08/06/2025 34
Biomedical Importance of Carbohydrates
• Chief source of energy.
• Constituents of compound lipids and conjugated proteins.
• Certain carbohydrate derivatives are used as drugs like cardiac
glycosides/antibiotics.
• Lactose principal sugar of milk—in lactating mammary gland.
• Degradation products utilized for synthesis of other substances such as fatty
acids, cholesterol, amino acid, etc.
08/06/2025 35
Biomedical Importance of Carbohydrates
• Constituents of mucopolysaccharides which form the ground substance of
mesenchymal tissues.
• Inherited deficiency of certain enzymes in metabolic pathways of different
carbohydrates can cause diseases, e.g. galactosemia, glycogen storage diseases
(GSDs), lactose intolerance, etc.
• Derangement of glucose metabolism is seen in diabetes mellitus.
• Seminal fluid is rich in fructose and sperms utilise fructose for energy. Fructose is
formed in the seminiferous tubular epithelial cells from glucose.
08/06/2025 36
Biomedical Importance of Carbohydrates
• Various food preparations, such as baby food are produced by hydrolysis of grains
and contain large amounts of maltose.
• From nutritional point of view they are thus easily digestible.
• In lactating mammary gland, the lactose is synthesised from glucose by the duct
epithelium and lactose present in breast milk is a good source of energy for the
newborn baby.
08/06/2025 37
Biomedical Importance of Carbohydrates
• Glycosides are found in many drugs, spices and in the constituents of animal
tissues.
• Cardiac glycosides- digitalis
• Agar
• In human: Used as laxative in constipation. Like cellulose, it is not digested, hence
add bulk to the faces (“roughage” value) and helps in its propulsion.
• In microbiology: Agar is available in purified form. It dissolves in hot water and on
cooling it sets like gel. It is used in agar plate for culture of bacteria.

Carbohydrates Structure and functions- Biochemistry PPT for Students & Educators

  • 1.
    08/06/2025 1 Carbohydrates Sajid Afridi BSAnesthesia Khyber Medical University
  • 2.
    08/06/2025 2 Carbohydrates • Carbohydrates-Carbon hydrates ( C- H20) • Polyhydroxy aldehyde or ketones. • Many, but not all, carbohydrates have the empirical formula (C- H20)n • Most abundant biomolecules on the earth • Three major classes of carbohydrates: • Monosaccharides, oligosaccharides, and polysaccharides • (The word “saccharide” is derived from the Greek sakcharon, meaning “sugar”).
  • 3.
    08/06/2025 3 Monosaccharides • Monosaccharidesare the simplest carbohydrates. • They are colorless, crystalline solids that are freely soluble in water but insoluble in nonpolar solvents. • The simplest monosaccharides are the two three-carbon trioses: glyceraldehyde and dihydroxyacetone.
  • 4.
  • 5.
    08/06/2025 5 Monosaccharides • Monosaccharideswith four, five, six, and seven carbon atoms in their backbones are called, respectively, tetroses, pentoses, hexoses, and heptoses. • The D-glucose and D-fructose are the most common monosaccharides in nature. • The aldopentoses, D-ribose and 2-deoxy-D-ribose are components of nucleotides and nucleic acids.
  • 6.
  • 7.
    08/06/2025 7 Asymmetric orChiral Centers • Carbon to which four different atoms or groups are attached is called asymmetric. • All the monosaccharides except dihydroxyacetone contain one or more asymmetric (chiral) carbon atoms and thus occur in optically active isomeric forms- Enantiomers or Mirror images. • To represent three-dimensional sugar structures on paper, we often use Fischer projection formulas.
  • 8.
    08/06/2025 8 Epimers • Twosugars that differ only in the configuration around one carbon atom are called epimers. • D-glucose and D-mannose, which differ only at C-2 and D-glucose and D- galactose (which differ at C-4) .
  • 9.
  • 10.
    08/06/2025 10 Tautomerism • Tautomersare constitutional isomers of a compound which differ only in the position of the protons and electrons. • The carbon skeleton of the compound is unchanged. • A reaction which involves simple proton transfer in an intramolecular fashion is called a tautomerism. • Keto-enol tautomerism is a very common process, and is acid or base catalyzed
  • 11.
    08/06/2025 11 Hemiacetals andhemiketals • They are formed when an alcohol oxygen atom adds to the carbonyl carbon of an aldehyde or a ketone.
  • 12.
  • 13.
    Cyclization of glucoseto its hemiacetal form 08/06/2025 13
  • 14.
  • 15.
    08/06/2025 15 Anomers andring structure • Isomeric forms of monosaccharides that differ only in their configuration about the hemiacetal or hemiketal carbon atom are called anomers, and the carbonyl carbon atom is called the anomeric carbon. • Pyranose is a six-membered ring with Oxygen bridge between C no.1 and 5. • Furanose is a five-membered ring with oxygen bridge between C no.1 and 4. • The systematic names for the two ring forms of D-glucose are therefore alpha-D-glucopyranose and beta-D-glucopyranose.
  • 16.
    08/06/2025 16 Pyranose andFuranose ring structure Pyranoses and furanoses. The pyranose forms of D-glucose and the furanose forms of D-fructose are shown here as Haworth perspective formulas. The edges of the ring nearest the reader are represented by bold lines. Pyran and furan are shown for comparison.
  • 17.
    08/06/2025 17 Glycosides • Whenthe hydroxyl group of one monosaccharide reacts with the hydroxyl group of another monosaccharide, it forms glycosidic linkage. • Glycosides are compounds in which a monosaccharide is attached at the anomeric carbon to an alcohol residue of non-carbohydrate. • The non-carbohydrate residue is called aglycon.
  • 18.
    08/06/2025 18 Physiologically importantglycosides 1. Glucovanillin (vanillin-D-glucoside) is a natural substance that imparts vanilla flavor. 2. Cardiac glycosides (steroidal glycosides): Digoxin and digitoxin contain the aglycone steroid and they stimulate muscle contraction. 3. Streptomycin, an antibiotic used in the treatment of tuberculosis is a glycoside. 4. Ouabain inhibits Na+ –K+ ATPase and blocks the active transport of Na+.
  • 19.
    08/06/2025 19 Reducing Sugars •All sugars having a free aldehyde group in open chain form (solution) • Monosaccharides can be oxidized by relatively mild oxidizing agents such as cupric (Cu2) ion. The carbonyl carbon is oxidized to a carboxyl group. • All Monosaccharides such as Glucose, fructose, glyceraldehyde, galactose etc. and disaccharides lactose and maltose can reduce cupric ion and are called reducing sugars. • Cupric ion oxidizes glucose and certain other sugars to a complex mixture of carboxylic acids. This is the basis of Fehling’s reaction.
  • 20.
    08/06/2025 20 Ring structure-Haworth formula • Cyclic structures of sugars are more accurately represented in Haworth perspective formulas than in the Fischer projection commonly used for linear sugar structures. • In Haworth projections the six-membered ring is tilted to make its plane almost perpendicular to that of the paper, with the bonds closest to the reader drawn thicker than those farther away and numbering of the carbons is done in a clockwise direction beginning with the anomeric carbon.
  • 21.
  • 22.
    08/06/2025 22 Disaccharides • Disaccharides(such as maltose, lactose, and sucrose) consist of two monosaccharides joined covalently by an O-glycosidic bond, which is formed when a hydroxyl group of one sugar molecule, typically cyclic, reacts with the anomeric carbon of the other . • Because maltose has a free OH group at C-1 of glucose, it is a reducing sugar.
  • 23.
  • 24.
  • 25.
    08/06/2025 25 Sucrose nota reducing substance
  • 26.
    08/06/2025 26 Polysaccharides • Mostcarbohydrates found in nature occur as polysaccharides • Polysaccharides, also called glycans, differ from each other in the identity of their recurring monosaccharide units, in the length of their chains, in the types of bonds linking the units, and in the degree of branching. • Homopolysaccharides contain only a single monomeric species • Heteropolysaccharides contain two or more different kinds
  • 27.
  • 28.
  • 29.
    08/06/2025 29 Glycogen branches every 8-12glucose units Amylopectin branches about every 24-30 linear linkages
  • 30.
    08/06/2025 30 Heteropolysaccharides • Theseheteropolysaccharides, the glycosaminoglycans, are a family of linear polymers composed of repeating disaccharide units. They are unique to animals and bacteria and are not found in plants. • Hyaluronic acid forms clear, highly viscous solutions that serve as lubricants in the synovial fluid of joints and give the vitreous humor of the vertebrate eye its jellylike consistency (the Greek hyalos means “glass”.
  • 31.
    08/06/2025 31 Heteropolysaccharides • Hyaluronanis also a component of the extracellular matrix of cartilage and tendons, to which it contributes tensile strength and elasticity. • Hyaluronidase, an enzyme secreted by some pathogenic bacteria, can hydrolyze the glycosidic linkages of hyaluronan, rendering tissues more susceptible to bacterial invasion.
  • 32.
    08/06/2025 32 Chondroitin Sulfate •Chondroitin sulfate (Greek chondros, “cartilage”) contributes to the tensile strength of cartilage, tendons, ligaments, and the walls of the aorta. • Dermatan sulfate (Greek derma, “skin”) contributes to the pliability of skin and is also present in blood vessels and heart valves.
  • 33.
    08/06/2025 33 Agar • Agaris a complex mixture of polysaccharides. • The remarkable gel-forming property of agarose makes it useful in the biochemistry laboratory. • Agarose gels are used as inert supports for the electrophoretic separation of nucleic acids, an essential part of the DNA-sequencing process. • Agar is also used to form a surface for the growth of bacterial colonies. • Another commercial use of agar is for the capsules in which some vitamins and drugs are packaged.
  • 34.
    08/06/2025 34 Biomedical Importanceof Carbohydrates • Chief source of energy. • Constituents of compound lipids and conjugated proteins. • Certain carbohydrate derivatives are used as drugs like cardiac glycosides/antibiotics. • Lactose principal sugar of milk—in lactating mammary gland. • Degradation products utilized for synthesis of other substances such as fatty acids, cholesterol, amino acid, etc.
  • 35.
    08/06/2025 35 Biomedical Importanceof Carbohydrates • Constituents of mucopolysaccharides which form the ground substance of mesenchymal tissues. • Inherited deficiency of certain enzymes in metabolic pathways of different carbohydrates can cause diseases, e.g. galactosemia, glycogen storage diseases (GSDs), lactose intolerance, etc. • Derangement of glucose metabolism is seen in diabetes mellitus. • Seminal fluid is rich in fructose and sperms utilise fructose for energy. Fructose is formed in the seminiferous tubular epithelial cells from glucose.
  • 36.
    08/06/2025 36 Biomedical Importanceof Carbohydrates • Various food preparations, such as baby food are produced by hydrolysis of grains and contain large amounts of maltose. • From nutritional point of view they are thus easily digestible. • In lactating mammary gland, the lactose is synthesised from glucose by the duct epithelium and lactose present in breast milk is a good source of energy for the newborn baby.
  • 37.
    08/06/2025 37 Biomedical Importanceof Carbohydrates • Glycosides are found in many drugs, spices and in the constituents of animal tissues. • Cardiac glycosides- digitalis • Agar • In human: Used as laxative in constipation. Like cellulose, it is not digested, hence add bulk to the faces (“roughage” value) and helps in its propulsion. • In microbiology: Agar is available in purified form. It dissolves in hot water and on cooling it sets like gel. It is used in agar plate for culture of bacteria.