AMITYUNIVERSITY, KOLKATA
NAME- MAINAK CHAKRABORTY
PROGRAM- B.Tech (BIOTECHNOLOGY)
COURSE NAME- Term Paper
COURSE CODE- BTTP100
TOPIC- BIOMACROMOLECULE
POLYSACCHARIDES
MENTOR- Dr. ANIRBAN RAY
ENROLLMENT No.- A91704115037
YEAR- 2015-’19
 INTRODUCTION:
Polysaccharide is a kind of Carbohydrate.
A carbohydrate is a biological molecule consisting of carbon (C), hydrogen (H)
and oxygen (O) atoms, usually with a hydrogen–oxygen atom ratio of 2:1 (as in
water); in other words, with the empirical formula Cm(H2O)n (where m could be
different from n). Some exceptions exist; for example, deoxyribose, a sugar
component of DNA, has the empirical formula C5H10O4. Carbohydrates are
technically hydrates of carbon; structurally it is more accurate to view them as
polyhydroxy aldehydes and ketones. Carbohydrates are the main sources of
strength in any living organism.
 DEFFINATION:
Optically active, polyhydroxy aldehydes and ketones or those components which
give polyhydroxy aldehydes and ketones by hydro-synthesis, those are called
Carbohydrates
• Carbohydrates have many uses in our daily life, like—
1. Most of our daily foods contain carbohydrate like ‘starch’.
2. Linen, rayon which are the raw materials for textile industries are made of
cellulose etc.
Figure 1
Lactose is a disaccharide found in
milk. It consists of a molecule of D-
galactose and a molecule of D-
glucose bonded by beta-1-
4 glycosidic linkage
 Basically carbohydrates are two types—
 SUGAR: Those carbohydrates which are colloidal, sweet in taste & soluble in
water are called sugar carbohydrates. Monosaccharides & Oligosaccharides
are sugar carbohydrates. E.g. Glucose, Fructose etc.
 NON-SUGAR: Those carbohydrates which are non-colloidal, not sweet in
taste & insoluble or semi-soluble in water are called non-sugar carbohydrates.
Polysaccharides are non-sugar carbohydrates. E.g. Starch, Cellulose etc.
 Classification of carbohydrates:
1) Monosaccharides (monoses or glycoses): Trioses, Tetroses,
Pentoses, Hexoses
2) Oligosaccharides: Di, tri, tetra, penta, up to 9 or 10 most important are
the disaccharides
3) Polysaccharides or glycans: a) Homopolysaccharides,
b) Heteropolysaccharides
As it is adhered by the supervisor, that I have to make a project on Chemistry of
Polysaccharides, so it is underneath:
 POLYSACCHARIDES: Polysaccharides (Polymeric Carbohydrate
Molecule) are Natural Condensation Polymer composed of long chain of
Monosaccharides.
Polysaccharides are often quite heterogeneous, containing slight modifications of the
repeating unit. Depending on the structure, these macromolecules can have distinct
properties from their monosaccharide building blocks. They may be amorphous or
even insoluble in water. When all the monosaccharides in a polysaccharide are the same
type, the polysaccharide is called a homopolysaccharide or homoglycan, but when more
than one type of monosaccharide is present they are called Heteropolysaccharides or
Heteroglycans . When the repeating units in the polymer backbone are six-carbon
Monosaccharides, the general formula simplifies to (C6H10O5) n
 Characteristics:
1. Polymers (MW from 200,000).
2. White and amorphous products (glassy).
3. Not sweet.
4. Not reducing; do not give the typical aldose or ketose reactions.
5. Form colloidal solutions.
Figure 2: A Beta-
Glucan Polysaccharide.
Mainly Polysaccharides are two types-
1. Homosaccharides: These polymers composed of a single type sugar monomers.
These carbohydrates are three types-
 Glucosan: Starch, Glycogen etc.
 Fructosan: Inulin
 Galactosan: Agar
2. Heterosaccharides: The Disaccharides usually contains an Acid sugar (D-
Glucuronic acid or its C5 epimer Iduronic acid) and an Amino sugar (the amino sugar may
be sulfated on non-acetylated Nitrogen). E.g. Hyaluronic acid.
We can also classify Polysaccharides by their work, like-
1. Storage
Polysaccharides:
 Starch [(C6H10O5)n] : -
Most common storage polysaccharide in plants
-Composed of 10 – 30% Amylose and 70-90% Amylopectin depending on the source
(a) Amylose is a linear polymer of α-D-glucose, linked together by α 1→4 glycosidic
linkages. It is soluble in water, reacts with iodine to give a blue color and the
molecular weight of Amylose ranges between 50, 000 – 200, 000.
(b) Amylopectin is a highly branched polymer, insoluble in water, reacts with iodine
to give a reddish violet color. The molecular weight ranges between 70, 000 - 1 000,
000. Branches are composed of 25-30 glucose units linked by α 1→4 glycosidic linkage
in the chain and by α 1→6 glycosidic linkage at the branch point.
Suspensions of Amylose
in water adopt a helical
conformation
Iodine (I2) can insert in
the middle of the Amylose
helix to give a blue color
that is characteristic and Figure 3: Suspensions of
Amylose in water adopt a
helical conformation
diagnostic for starch
Starch can be hydrolysed into simpler carbohydrates by acids, various enzymes, or a combination of the
two. The resulting fragments are known as dextrin. The extent of conversion is typically quantified
by dextrose equivalent (DE), which is roughly the fraction of the glycosidic bonds in starch that have
been broken.
These starch sugars are by far the most common starch based food ingredient and are used as
sweetener in many drinks and foods. They include:
• Maltodextrin, a lightly hydrolysed (DE 10–20) starch product used as a bland-tasting filler and
thickener.
• Various glucose syrups (DE 30–70), also called corn syrups in the US, viscous solutions used as
sweeteners and thickeners in many kinds of processed foods.
• Dextrose (DE 100), commercial glucose, prepared by the complete hydrolysis of starch.
• High fructose syrup, made by treating dextrose solutions with the enzyme glucose isomerase, until
a substantial fraction of the glucose has been converted to fructose. In the United States sugar
prices are two to three times higher than in the rest of the world, which makes high fructose corn
syrup significantly cheaper, so that it is the principal sweetener used in processed foods and
beverages. Fructose also has better microbiological stability. One kind of high fructose corn syrup,
HFCS-55, is sweeter than sucrose because it is made with more fructose, while the sweetness of
HFCS-42 is on par with sucrose.
• Sugar alcohols, such as maltitol, erythritol, sorbitol, mannitol and hydrogenated starch hydrolyse,
are sweeteners made by reducing sugars.
 Significance-
 Glycogen [C24H42O21]:
-Also known as animal starch
-Stored in muscle and liver
-Present in cells as granules (high MW)
-Contains both α(1,4) links and α (1,6) branches at every 8 to 12 glucose unit
-Complete hydrolysis yields glucose
- With iodine gives a red-violet color
-Hydrolyzed by both α and β-amylases and by glycogen phosphorylase
 Significance-
-In the liver, glycogen synthesis and degradation are regulated to maintain
blood-glucose levels as required to meet the needs of the organism as a whole.
Glycogen serves as a buffer to maintain blood glucose level.
-In contrast, in muscle, these processes are regulated to meet the energy needs
of the muscle itself.
- The concentration of glycogen is higher in the liver than in muscle (10% versus
2% by weight), but more glycogen is stored in skeletal muscle overall because of
its much greater mass.
Figure 4: Structure of Glycogen
Figure 5 Jerusalem artichokes
 Inulin:
-b-(1,2) linked fructofuranoses
-Linear ,no branching
-Lower molecular weight than starch
-Colors yellow with iodine
-Hydrolysis yields fructose
-Sources include onions, garlic, dandelions and Jerusalem artichokes
-Used as diagnostic agent for the evaluation of glomerular filtration rate (renal function te
 Significance-
-used clinically as a highly accurate measure of glomerular filtration rate (GFR)
-Used as a soluble dietary fiber
-Used as appetite suppressant
-Used as a low glycemic index sweetener
-Also used as a fat/cream substitute
2. Structural Polysaccharides:
 Cellulose [(C6H10O5)n]:
-Polymer of b-D-glucose linked by b(1,4) linkages
-Yields glucose upon complete hydrolysis
-Partial hydrolysis yields cellobiose
-Most abundant of all carbohydrates
-Gives no color with iodine
-Cellulose is tasteless, odorless and insoluble in water and
most organic solvents.
Significance—
Microcrystalline cellulose: used as binder- disintegrant in tablets
-Methyl cellulose: suspending agent and bulk laxative
-Oxidized cellulose: hemostat
-Sodium carboxymethyl cellulose: laxative
-Cellulose acetate: rayon; photographic film; plastics
-Cellulose acetate phthalate: enteric coating
-Nitro cellulose: explosives; collodion (pyroxylin)
Figure 4: Structure of Cellulose
 Chitin:
-Chitin is the second most abundant carbohydrate polymer of N- Acetyl
Glucosamine
-present in the cell wall of fungi and in the exoskeletons of crustaceans, insects
and spiders
Figure 6 Structure of Chitin
-chitin is used commercially in coatings (extends the shelf life of fruits and meats.
 Pectin :
Pectin is a family of complex polysaccharides that contain 1,4-linked α-D-galacto
syluronic acid residues. They are present in most primary cell walls and in the non-
woody parts of terrestrial plants. a
 Significance
• Main use as gelling agent (jams, jellies)
dependent on degree of methylation
high methoxyl pectin gel through H-bonding and in presence of sugar and
acid
low methoxyl pectin gel in the presence of Ca2+ (‘egg-box’ model)
• Thickeners
• Water binders
• Stabilizers
Figure 8 Structure of Pectin
3. Acidic Polysaccharides: Acidic polysaccharides are polysaccharides that
contain carboxyl groups, phosphate groups and/or sulphuric ester groups
Hyaluronic acid (D-glucuronate + GlcNAc)n-
Occurrence: synovial fluid, ECM of loose connective tissue. Serves as a lubricant
and shock absorber.
-Hyaluronic acid does not contain any sulfate and is not found covalently attached
to proteins.
-It forms non-covalently linked complexes with Proteoglycans in the ECM.
-Hyaluronic acid polymers are very large (100 - 10,000 kDa) and can displace a large
volume of water.
Figure 9 Structure of Hyaluronic Acid
 Dermatan sulphate (L-Iduronate + GalNAc sulfate) n :
Occurrence: skin, blood vessels, heart valves
Chondroitin sulphate (D-glucuronate + GalNAc sulfate)n :
Occurrence: cartilage, tendons, ligaments, heart valves and aorta.
It is the most abundant GAG.
Figure 11 Dermatan SulfateFigure 10 Chondroitin
Sulfate
Pathogenic bacteria commonly produce a thick, mucous-like, layer of polysaccharide.
This "capsule" cloaks antigenic proteins on the bacterial surface that would otherwise
provoke an immune response and thereby lead to the destruction of the bacteria.
Capsular polysaccharides are water-soluble, commonly acidic, and have molecular
weights on the order of 100-2000 kDa.
3. Bacterial
Polysaccharides:
 Dextran: -
Products of the reaction of glucose and the enzyme Transglucosidase from Leuconostoc
mesenteroides
-Contains α (1,4), α(1,6) and α (1,3) linkages
-MW: 40,000; 70,000; 75,000
-Used as plasma expanders (treatment of shock)
-also used as molecular sieves to separate proteins and other
large molecules (gel filtration chromatography)
 Xanthan :
 Source: Product of bacteria Xanthomonas campestris
 Structure: cellulose-like backbone (b-1,4-poly-glucose) with trisaccharide
branches (stubs) on alternate monomers on the backbone carrying carboxylic
acid residue
 Significance:
- Double helical conformation
- Pseudo plastic
- Shear-thinning
- Thickener
- Stabilizer
- Emulsifier
- Foaming agent
- Forms synergistic gels with galactomannans
- Water soluble, viscous, non-gelling. Viscosity is only slightly temperature dependent
Figure 12 Structure of Xanthan Gum
SUMMARY
Homopolysaccharides are polymers of similar
monomer monosaccharides linked together by
Glycosidic linkages. Structurally they may be
Glucosan, Fructosan or Galactosan. Functionally
they may be storage, structural, acidic or bacterial
polysaccharides
Heteropolysaccharides are polymers of repeating
disaccharide units with enormous diversity. They
are components of ECM, joints, cartilages, tendons,
cornea and sclera. Heparin is an anticoagulant
Mainak Chakraborty

Presentation on polysaccharides

  • 1.
  • 2.
    NAME- MAINAK CHAKRABORTY PROGRAM-B.Tech (BIOTECHNOLOGY) COURSE NAME- Term Paper COURSE CODE- BTTP100 TOPIC- BIOMACROMOLECULE POLYSACCHARIDES MENTOR- Dr. ANIRBAN RAY ENROLLMENT No.- A91704115037 YEAR- 2015-’19
  • 3.
     INTRODUCTION: Polysaccharide isa kind of Carbohydrate. A carbohydrate is a biological molecule consisting of carbon (C), hydrogen (H) and oxygen (O) atoms, usually with a hydrogen–oxygen atom ratio of 2:1 (as in water); in other words, with the empirical formula Cm(H2O)n (where m could be different from n). Some exceptions exist; for example, deoxyribose, a sugar component of DNA, has the empirical formula C5H10O4. Carbohydrates are technically hydrates of carbon; structurally it is more accurate to view them as polyhydroxy aldehydes and ketones. Carbohydrates are the main sources of strength in any living organism.  DEFFINATION: Optically active, polyhydroxy aldehydes and ketones or those components which give polyhydroxy aldehydes and ketones by hydro-synthesis, those are called Carbohydrates • Carbohydrates have many uses in our daily life, like— 1. Most of our daily foods contain carbohydrate like ‘starch’. 2. Linen, rayon which are the raw materials for textile industries are made of cellulose etc.
  • 4.
    Figure 1 Lactose isa disaccharide found in milk. It consists of a molecule of D- galactose and a molecule of D- glucose bonded by beta-1- 4 glycosidic linkage
  • 5.
     Basically carbohydratesare two types—  SUGAR: Those carbohydrates which are colloidal, sweet in taste & soluble in water are called sugar carbohydrates. Monosaccharides & Oligosaccharides are sugar carbohydrates. E.g. Glucose, Fructose etc.  NON-SUGAR: Those carbohydrates which are non-colloidal, not sweet in taste & insoluble or semi-soluble in water are called non-sugar carbohydrates. Polysaccharides are non-sugar carbohydrates. E.g. Starch, Cellulose etc.  Classification of carbohydrates: 1) Monosaccharides (monoses or glycoses): Trioses, Tetroses, Pentoses, Hexoses 2) Oligosaccharides: Di, tri, tetra, penta, up to 9 or 10 most important are the disaccharides 3) Polysaccharides or glycans: a) Homopolysaccharides, b) Heteropolysaccharides
  • 6.
    As it isadhered by the supervisor, that I have to make a project on Chemistry of Polysaccharides, so it is underneath:  POLYSACCHARIDES: Polysaccharides (Polymeric Carbohydrate Molecule) are Natural Condensation Polymer composed of long chain of Monosaccharides. Polysaccharides are often quite heterogeneous, containing slight modifications of the repeating unit. Depending on the structure, these macromolecules can have distinct properties from their monosaccharide building blocks. They may be amorphous or even insoluble in water. When all the monosaccharides in a polysaccharide are the same type, the polysaccharide is called a homopolysaccharide or homoglycan, but when more than one type of monosaccharide is present they are called Heteropolysaccharides or Heteroglycans . When the repeating units in the polymer backbone are six-carbon Monosaccharides, the general formula simplifies to (C6H10O5) n  Characteristics: 1. Polymers (MW from 200,000). 2. White and amorphous products (glassy). 3. Not sweet. 4. Not reducing; do not give the typical aldose or ketose reactions. 5. Form colloidal solutions.
  • 7.
    Figure 2: ABeta- Glucan Polysaccharide.
  • 8.
    Mainly Polysaccharides aretwo types- 1. Homosaccharides: These polymers composed of a single type sugar monomers. These carbohydrates are three types-  Glucosan: Starch, Glycogen etc.  Fructosan: Inulin  Galactosan: Agar 2. Heterosaccharides: The Disaccharides usually contains an Acid sugar (D- Glucuronic acid or its C5 epimer Iduronic acid) and an Amino sugar (the amino sugar may be sulfated on non-acetylated Nitrogen). E.g. Hyaluronic acid. We can also classify Polysaccharides by their work, like-
  • 9.
    1. Storage Polysaccharides:  Starch[(C6H10O5)n] : - Most common storage polysaccharide in plants -Composed of 10 – 30% Amylose and 70-90% Amylopectin depending on the source (a) Amylose is a linear polymer of α-D-glucose, linked together by α 1→4 glycosidic linkages. It is soluble in water, reacts with iodine to give a blue color and the molecular weight of Amylose ranges between 50, 000 – 200, 000. (b) Amylopectin is a highly branched polymer, insoluble in water, reacts with iodine to give a reddish violet color. The molecular weight ranges between 70, 000 - 1 000, 000. Branches are composed of 25-30 glucose units linked by α 1→4 glycosidic linkage in the chain and by α 1→6 glycosidic linkage at the branch point.
  • 11.
    Suspensions of Amylose inwater adopt a helical conformation Iodine (I2) can insert in the middle of the Amylose helix to give a blue color that is characteristic and Figure 3: Suspensions of Amylose in water adopt a helical conformation diagnostic for starch
  • 12.
    Starch can behydrolysed into simpler carbohydrates by acids, various enzymes, or a combination of the two. The resulting fragments are known as dextrin. The extent of conversion is typically quantified by dextrose equivalent (DE), which is roughly the fraction of the glycosidic bonds in starch that have been broken. These starch sugars are by far the most common starch based food ingredient and are used as sweetener in many drinks and foods. They include: • Maltodextrin, a lightly hydrolysed (DE 10–20) starch product used as a bland-tasting filler and thickener. • Various glucose syrups (DE 30–70), also called corn syrups in the US, viscous solutions used as sweeteners and thickeners in many kinds of processed foods. • Dextrose (DE 100), commercial glucose, prepared by the complete hydrolysis of starch. • High fructose syrup, made by treating dextrose solutions with the enzyme glucose isomerase, until a substantial fraction of the glucose has been converted to fructose. In the United States sugar prices are two to three times higher than in the rest of the world, which makes high fructose corn syrup significantly cheaper, so that it is the principal sweetener used in processed foods and beverages. Fructose also has better microbiological stability. One kind of high fructose corn syrup, HFCS-55, is sweeter than sucrose because it is made with more fructose, while the sweetness of HFCS-42 is on par with sucrose. • Sugar alcohols, such as maltitol, erythritol, sorbitol, mannitol and hydrogenated starch hydrolyse, are sweeteners made by reducing sugars.  Significance-
  • 13.
     Glycogen [C24H42O21]: -Alsoknown as animal starch -Stored in muscle and liver -Present in cells as granules (high MW) -Contains both α(1,4) links and α (1,6) branches at every 8 to 12 glucose unit -Complete hydrolysis yields glucose - With iodine gives a red-violet color -Hydrolyzed by both α and β-amylases and by glycogen phosphorylase  Significance- -In the liver, glycogen synthesis and degradation are regulated to maintain blood-glucose levels as required to meet the needs of the organism as a whole. Glycogen serves as a buffer to maintain blood glucose level. -In contrast, in muscle, these processes are regulated to meet the energy needs of the muscle itself. - The concentration of glycogen is higher in the liver than in muscle (10% versus 2% by weight), but more glycogen is stored in skeletal muscle overall because of its much greater mass.
  • 14.
  • 15.
    Figure 5 Jerusalemartichokes  Inulin: -b-(1,2) linked fructofuranoses -Linear ,no branching -Lower molecular weight than starch -Colors yellow with iodine -Hydrolysis yields fructose -Sources include onions, garlic, dandelions and Jerusalem artichokes -Used as diagnostic agent for the evaluation of glomerular filtration rate (renal function te  Significance- -used clinically as a highly accurate measure of glomerular filtration rate (GFR) -Used as a soluble dietary fiber -Used as appetite suppressant -Used as a low glycemic index sweetener -Also used as a fat/cream substitute
  • 16.
    2. Structural Polysaccharides: Cellulose [(C6H10O5)n]: -Polymer of b-D-glucose linked by b(1,4) linkages -Yields glucose upon complete hydrolysis -Partial hydrolysis yields cellobiose -Most abundant of all carbohydrates -Gives no color with iodine -Cellulose is tasteless, odorless and insoluble in water and most organic solvents. Significance— Microcrystalline cellulose: used as binder- disintegrant in tablets -Methyl cellulose: suspending agent and bulk laxative -Oxidized cellulose: hemostat -Sodium carboxymethyl cellulose: laxative -Cellulose acetate: rayon; photographic film; plastics -Cellulose acetate phthalate: enteric coating -Nitro cellulose: explosives; collodion (pyroxylin)
  • 17.
    Figure 4: Structureof Cellulose
  • 18.
     Chitin: -Chitin isthe second most abundant carbohydrate polymer of N- Acetyl Glucosamine -present in the cell wall of fungi and in the exoskeletons of crustaceans, insects and spiders Figure 6 Structure of Chitin -chitin is used commercially in coatings (extends the shelf life of fruits and meats.
  • 19.
     Pectin : Pectinis a family of complex polysaccharides that contain 1,4-linked α-D-galacto syluronic acid residues. They are present in most primary cell walls and in the non- woody parts of terrestrial plants. a  Significance • Main use as gelling agent (jams, jellies) dependent on degree of methylation high methoxyl pectin gel through H-bonding and in presence of sugar and acid low methoxyl pectin gel in the presence of Ca2+ (‘egg-box’ model) • Thickeners • Water binders • Stabilizers Figure 8 Structure of Pectin
  • 20.
    3. Acidic Polysaccharides:Acidic polysaccharides are polysaccharides that contain carboxyl groups, phosphate groups and/or sulphuric ester groups Hyaluronic acid (D-glucuronate + GlcNAc)n- Occurrence: synovial fluid, ECM of loose connective tissue. Serves as a lubricant and shock absorber. -Hyaluronic acid does not contain any sulfate and is not found covalently attached to proteins. -It forms non-covalently linked complexes with Proteoglycans in the ECM. -Hyaluronic acid polymers are very large (100 - 10,000 kDa) and can displace a large volume of water. Figure 9 Structure of Hyaluronic Acid
  • 21.
     Dermatan sulphate(L-Iduronate + GalNAc sulfate) n : Occurrence: skin, blood vessels, heart valves Chondroitin sulphate (D-glucuronate + GalNAc sulfate)n : Occurrence: cartilage, tendons, ligaments, heart valves and aorta. It is the most abundant GAG. Figure 11 Dermatan SulfateFigure 10 Chondroitin Sulfate
  • 22.
    Pathogenic bacteria commonlyproduce a thick, mucous-like, layer of polysaccharide. This "capsule" cloaks antigenic proteins on the bacterial surface that would otherwise provoke an immune response and thereby lead to the destruction of the bacteria. Capsular polysaccharides are water-soluble, commonly acidic, and have molecular weights on the order of 100-2000 kDa. 3. Bacterial Polysaccharides:  Dextran: - Products of the reaction of glucose and the enzyme Transglucosidase from Leuconostoc mesenteroides -Contains α (1,4), α(1,6) and α (1,3) linkages -MW: 40,000; 70,000; 75,000 -Used as plasma expanders (treatment of shock) -also used as molecular sieves to separate proteins and other large molecules (gel filtration chromatography)
  • 23.
     Xanthan : Source: Product of bacteria Xanthomonas campestris  Structure: cellulose-like backbone (b-1,4-poly-glucose) with trisaccharide branches (stubs) on alternate monomers on the backbone carrying carboxylic acid residue  Significance: - Double helical conformation - Pseudo plastic - Shear-thinning - Thickener - Stabilizer - Emulsifier - Foaming agent - Forms synergistic gels with galactomannans - Water soluble, viscous, non-gelling. Viscosity is only slightly temperature dependent
  • 24.
    Figure 12 Structureof Xanthan Gum
  • 25.
    SUMMARY Homopolysaccharides are polymersof similar monomer monosaccharides linked together by Glycosidic linkages. Structurally they may be Glucosan, Fructosan or Galactosan. Functionally they may be storage, structural, acidic or bacterial polysaccharides Heteropolysaccharides are polymers of repeating disaccharide units with enormous diversity. They are components of ECM, joints, cartilages, tendons, cornea and sclera. Heparin is an anticoagulant
  • 26.