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POLYSACCHARIDE
DR. ASHUTOSH BAJPAI
(MBBS, M.D.)
(IMS BHU)
A map of favored conformations for
oligosaccharides and polysaccharides.
STARCH & GLYCOGEN
STARCH & GLYCOGEN
 Amylose: long, unbranched chains of D-glucose
residues connected by ( 1→4) linkages
 Amylopectin: high molecular weight, highly branched.
Glycosidic linkages joining successive glucose residues
in amylopectin chains are ( 1→4); the branch points
(occurring every 24 to 30 residues) are ( 1→6)
linkages.
 Glycogen is more extensively branched (on average,
every 8 to 12 residues) and more compact
DEXTRANS
 Bacterial and yeast polysaccharides
 made up of ( 1→6)-linked poly-D-glucose; all have
( 1→3) branches, and some also have ( 1→2) or
( 1→4) branches.
 Dental plaque, formed by bacteria growing on the
surface of teeth, is rich in dextrans.
 Synthetic dextrans are used in several commercial
products (for example, Sephadex) that serve in the
fractionation of proteins by size-exclusion
chromatography
CELLULOSE & CHITIN
 Fibrous, tough, water-insoluble substance
 Found in the cell walls of plants
 Linear, unbranched homopolysaccharide
 10,000 to 15,000 D-glucose units (β1→4)
 Most animals cannot use cellulose as a fuel source
 Termites readily digest cellulose because their
intestinal tract harbors a symbiotic Microorganism,
Trichonympha, that secretes cellulase
 Chitin is a linear homopolysaccharide composed of N-
acetylglucosamine residues in linkage
BACTERIAL CELL WALL
 Heteropolymer of alternating (β1→4)-linked N-
acetylglucosamine and N-acetylmuramic acid
residues
 The linear polymers lie side by side in the cell wall,
cross-linked by short peptides
 The peptide cross-links weld the polysaccharide
chains into a strong sheath that envelops the entire
cell and prevents cellular swelling and lysis due to
the osmotic entry of water
 Gram-positive bacteria have a pentaglycine chain in
the cross-link while Gram-negative bacteria don’t.
RED ALGAE CELL WALL
 Cell walls that contain agar, a mixture of sulfated
heteropolysaccharides made up of D-galactose and
an L-galactose derivative ether-linked between C-3
and C-6
 When a suspension of agarose in water is heated
and cooled, the agarose forms a double helix: two
molecules in parallel orientation twist together with
a helix repeat of three residues
GLYCOSAMINOGLYCANS
 Extracellular matrix is composed of an interlocking
meshwork of heteropolysaccharides and fibrous proteins
such as collagen, elastin, fibronectin, and laminin.
 These heteropolysaccharides, the glycosaminoglycans,
are a family of linear polymers composed of repeating
disaccharide units
 One of the two monosaccharides is always either N-
acetylglucosamine or N-acetylgalactosamine; the other is
in most cases a uronic acid, usually D-glucuronic or L-
iduronic acid
HYALURONIC ACID
 Contains alternating residues of D-glucuronic acid and N-
acetylglucosamine
 Up to 50,000 repeats of the basic disaccharide unit
 Form 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
 Essential 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
hyaluronate, rendering tissues more susceptible to
bacterial invasion
 Chondroitin sulfate :
 Contributes to the tensile strength of cartilage,
tendons, ligaments, and the walls of the aorta
 Dermatan sulfate :
 Contributes to the pliability of skin and is also
present in blood vessels and heart valves
 Keratan sulfates :
 Present in cornea, cartilage, bone, and a variety of
horny structures formed of dead cells: horn, hair,
hoofs, nails, and claws
 Heparin :
 Natural anticoagulant made in mast cells
 Highest negative charge density of any known
biological macromolecule
Hurler a-L-
Iduronidase
Dermatan
sulfate,
heparan
sulfate
Mental retardation, heart disease, corneal
clouding, coarse facies,
Hepatosplenomegaly, cardiac disease,
Hunter Iduronate
sulfatase
Dermatan
sulfate,
heparan
sulfate
Wide spectrum of severity, severe form
resembling hurler syndrome except corneal
clouding
Sanfilip
po A
Heparan-N-
sulfatase
Heparan
sulfate
Hyperactivity, mild somatic features,
profound mental deterioration; death
usually in 2nd decade
MUCOPOLYSACCHARIDOSES

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Local Advanced Lung Cancer: Artificial Intelligence, Synergetics, Complex Sys...
 

Chemistry and Structure of Polysaccharide

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  • 4. A map of favored conformations for oligosaccharides and polysaccharides.
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  • 7. STARCH & GLYCOGEN  Amylose: long, unbranched chains of D-glucose residues connected by ( 1→4) linkages  Amylopectin: high molecular weight, highly branched. Glycosidic linkages joining successive glucose residues in amylopectin chains are ( 1→4); the branch points (occurring every 24 to 30 residues) are ( 1→6) linkages.  Glycogen is more extensively branched (on average, every 8 to 12 residues) and more compact
  • 8. DEXTRANS  Bacterial and yeast polysaccharides  made up of ( 1→6)-linked poly-D-glucose; all have ( 1→3) branches, and some also have ( 1→2) or ( 1→4) branches.  Dental plaque, formed by bacteria growing on the surface of teeth, is rich in dextrans.  Synthetic dextrans are used in several commercial products (for example, Sephadex) that serve in the fractionation of proteins by size-exclusion chromatography
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  • 10. CELLULOSE & CHITIN  Fibrous, tough, water-insoluble substance  Found in the cell walls of plants  Linear, unbranched homopolysaccharide  10,000 to 15,000 D-glucose units (β1→4)  Most animals cannot use cellulose as a fuel source  Termites readily digest cellulose because their intestinal tract harbors a symbiotic Microorganism, Trichonympha, that secretes cellulase  Chitin is a linear homopolysaccharide composed of N- acetylglucosamine residues in linkage
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  • 13. BACTERIAL CELL WALL  Heteropolymer of alternating (β1→4)-linked N- acetylglucosamine and N-acetylmuramic acid residues  The linear polymers lie side by side in the cell wall, cross-linked by short peptides  The peptide cross-links weld the polysaccharide chains into a strong sheath that envelops the entire cell and prevents cellular swelling and lysis due to the osmotic entry of water  Gram-positive bacteria have a pentaglycine chain in the cross-link while Gram-negative bacteria don’t.
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  • 15. RED ALGAE CELL WALL  Cell walls that contain agar, a mixture of sulfated heteropolysaccharides made up of D-galactose and an L-galactose derivative ether-linked between C-3 and C-6  When a suspension of agarose in water is heated and cooled, the agarose forms a double helix: two molecules in parallel orientation twist together with a helix repeat of three residues
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  • 17. GLYCOSAMINOGLYCANS  Extracellular matrix is composed of an interlocking meshwork of heteropolysaccharides and fibrous proteins such as collagen, elastin, fibronectin, and laminin.  These heteropolysaccharides, the glycosaminoglycans, are a family of linear polymers composed of repeating disaccharide units  One of the two monosaccharides is always either N- acetylglucosamine or N-acetylgalactosamine; the other is in most cases a uronic acid, usually D-glucuronic or L- iduronic acid
  • 18. HYALURONIC ACID  Contains alternating residues of D-glucuronic acid and N- acetylglucosamine  Up to 50,000 repeats of the basic disaccharide unit  Form 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  Essential 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 hyaluronate, rendering tissues more susceptible to bacterial invasion
  • 19.  Chondroitin sulfate :  Contributes to the tensile strength of cartilage, tendons, ligaments, and the walls of the aorta  Dermatan sulfate :  Contributes to the pliability of skin and is also present in blood vessels and heart valves  Keratan sulfates :  Present in cornea, cartilage, bone, and a variety of horny structures formed of dead cells: horn, hair, hoofs, nails, and claws  Heparin :  Natural anticoagulant made in mast cells  Highest negative charge density of any known biological macromolecule
  • 20. Hurler a-L- Iduronidase Dermatan sulfate, heparan sulfate Mental retardation, heart disease, corneal clouding, coarse facies, Hepatosplenomegaly, cardiac disease, Hunter Iduronate sulfatase Dermatan sulfate, heparan sulfate Wide spectrum of severity, severe form resembling hurler syndrome except corneal clouding Sanfilip po A Heparan-N- sulfatase Heparan sulfate Hyperactivity, mild somatic features, profound mental deterioration; death usually in 2nd decade MUCOPOLYSACCHARIDOSES