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Carbohydrates II
MI 201
Unit-1
By: Dr. MohammedAzim Bagban
Assistant Professor,
C. U. SHAH Institute of Science
LECTURE OUTLINE
1 Ring Structure of monosaccharides
2
3
4
Chemical bonds in carbohydrates
Important Polysaccharides
Biological significance
Ring Structure of monosaccharides
01
• Pentose form furanose ring
02
Ribose
• Monosaccharides that contain
five or more carbons atoms for
m cyclic structures in aqueous
solution.
• Hexose form pyranose ring
As a result they act as they have extra asymmetric
carbon & have designated α or β
Chemical bonds found
A glycosidic bond or glycosidic
linkage is a type of covalent bo
nd that joins a carbohydrate (s
ugar) molecule to another grou
p, which may or may not be an
other carbohydrate.
Glycosidic bond Other bonds
• With PO4 Phosphor ester bond.
• In Amino sugar with Nitrogen C-N
bond.
• With lipids they forms glycolipids.
Classification
Common sugar structure
Polysaccharides
Glycogen
Glycogen is a multibranched polysaccha
ride of glucose that serves as a form of
energy storage in animals, fungi, and ba
cteria The polysaccharide structure repr
esents the main storage form of glucose
in the body.
Glycogen functions as one of two forms
of energy reserves, glycogen being for s
hort-term and the other form being trigly
ceride stores in adipose tissue (i.e., body
fat) for long-term storage.
Polysaccharides
Starch
Starch is composed of two kinds of polysac
charides, amylose and amylopectin, exclusi
vely composed of D-glucose residues with
α-(1→4) linkages in a linear amylose and
α-(1→4) linkages and ∼5% α-(1→6) branch
linkages in amylopectin, both combined in
a water‐insoluble granule that is partially cr
ystalline and whose size, shape, and morph
ology are dependent on its biological sourc
e.
Polysaccharides
Dextran
• Dextran is a complex branched glucan (polysacchar
ide derived from the condensation of glucose). IUPA
C defines dextrans as "Branch d poly-α-d-glucoside
s of microbial origin having glycosidic bonds predom
inantly C-1 → C 6.
• Dextran chains are of varying lengths (from 3 to 200
0 kilodaltons).
• The polymer main chain consists of α-1,6 glycosidi
c linkages between glucose monomers, with branch
es from α-1,3 linkages.
Polysaccharides
Cellulose
Cellulose is a polysaccharide compo
sed of a linear chain of β-1,4 linked d
-glucose units with a degree of polym
erization ranged from several hundre
ds to over ten thousands, which is th
e most abundant organic polymer on
the earth.
Biological Significance
• Monosaccharides are the major source of fuel for metabolism, being used bot
h as an energy source (glucose being the most important in nature) and in
biosynthesis.
• When monosaccharides are not immediately needed by many cells, they are
often converted to more space-efficient forms, often polysaccharides.
• In many animals, including humans, this storage form is glycogen, especially
in liver and muscle cells.
• In plants, starch is used for the same purpose. The most abundant carbohydr
ate, cellulose, is a structural component of the cell wall of plants and many for
ms of algae.
• Ribose is a component of RNA. Deoxyribose is a component of DNA. Lyxose
is a component of lyxoflavin found in the human heart.
Biological Significance
• Ribulose and xylulose occur in the pentose phosphate pathway.
• Galactose, a component of milk sugar lactose, is found in galactolipids in pla
nt cell membranes and in glycoproteins in many tissues.
• Mannose occurs in human metabolism, especially in the glycosylation of cer
tain proteins.
• Fructose, or fruit sugar, is found in many plants and in humans, it is metaboli
zed in the liver, absorbed directly into the intestines during digestion, and fou
nd in semen.
• Trehalose, a major sugar of insects, is rapidly hydrolyzed into two glucose
molecules to support continuous flight.
References
Solomon EP, Berg LR, Martin DW (2004). Biology. Cengage Learning. p. 52. ISBN 978-0534278281 – via google.books.com.
^ National Institute of Standards and Technology (2011). "Material Measurement Library D-erythro-Pentose, 2-deoxy-". nist.gov.
^ Flitsch SL, Ulijn RV (January 2003). "Sugars tied to the spot". Nature. 421(6920): 219–20. Bibcode:2003Natur.421..219F. doi:10.1
038/421219a. PMID 12529622.
^ Jump up to:a b Avenas P (2012). "Etymology of main polysaccharide names" (PDF). In Navard P (ed.). The European Polysacchari
de Network of Excellence (EPNOE). Wien: Springer-Verlag.
^ Maton A, Hopkins J, McLaughlin CW, Johnson S, Warner MQ, LaHart D, Wright JD (1993). Human Biology and Health. Englewoo
d Cliffs, New Jersey: Prentice Hall. pp. 52–59. ISBN 978-0-13-981176-0.
^ USDA National Nutrient Database, 2015, p. 14
^ Cummings, John H. (2001). The Effect of Dietary Fiber on Fecal Weight and Composition (3rd ed.). Boca Raton, Florida: CRC Pre
ss. p. 184. ISBN 978-0-8493-2387-4.
^ Byrne CS, Chambers ES, Morrison DJ, Frost G (September 2015). "The role of short chain fatty acids in appetite regulation and en
ergy homeostasis". International Journal of Obesity. 39 (9): 1331–8. doi:10.1038/ijo.2015.84. PMC 4564526. PMID 25971927.
^ Fearon WF (1949). Introduction to Biochemistry (2nd ed.). London: Heinemann. ISBN 9781483225395.
^ USDA National Nutrient Database, 2015, p. 13
^ Coulter JM, Barnes CR, Cowles HC (1930). A Textbook of Botany for Colleges and Universities. ISBN 9781113909954.
^ Burtis CA, Ashwood ER, Tietz NW (2000). Tietz fundamentals of clinical chemistry. ISBN 9780721686349.
^ Matthews CE, Van Holde KE, Ahern KG (1999). Biochemistry (3rd ed.). Benjamin Cummings. ISBN 978-0-8053-3066-3.[page needed]
^ "Chapter 1 – The role of carbohydrates in nutrition". Carbohydrates in human nutrition. FAO Food and Nutrition Paper – 66. Food
and Agriculture Organization of the United Nations.
^ Bertozzi CR, Rabuka D (2017). "Structural Basis of Glycan Diversity". Essentials of Glycobiology (3rd ed.). Cold Spring Harbor (N
Y): Cold Spring Harbor Laboratory Press. ISBN 978-1-621821-32-8.
^ Campbell NA, Williamson B, Heyden RJ (2006). Biology: Exploring Life. Boston, Massachusetts: Pearson Prentice Hall. ISBN 978-
0-13-250882-7.
Thank you

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Structure and Importance of Carbohydrates II

  • 1. Carbohydrates II MI 201 Unit-1 By: Dr. MohammedAzim Bagban Assistant Professor, C. U. SHAH Institute of Science
  • 2. LECTURE OUTLINE 1 Ring Structure of monosaccharides 2 3 4 Chemical bonds in carbohydrates Important Polysaccharides Biological significance
  • 3. Ring Structure of monosaccharides 01 • Pentose form furanose ring 02 Ribose • Monosaccharides that contain five or more carbons atoms for m cyclic structures in aqueous solution. • Hexose form pyranose ring As a result they act as they have extra asymmetric carbon & have designated α or β
  • 4.
  • 5. Chemical bonds found A glycosidic bond or glycosidic linkage is a type of covalent bo nd that joins a carbohydrate (s ugar) molecule to another grou p, which may or may not be an other carbohydrate. Glycosidic bond Other bonds • With PO4 Phosphor ester bond. • In Amino sugar with Nitrogen C-N bond. • With lipids they forms glycolipids.
  • 8. Polysaccharides Glycogen Glycogen is a multibranched polysaccha ride of glucose that serves as a form of energy storage in animals, fungi, and ba cteria The polysaccharide structure repr esents the main storage form of glucose in the body. Glycogen functions as one of two forms of energy reserves, glycogen being for s hort-term and the other form being trigly ceride stores in adipose tissue (i.e., body fat) for long-term storage.
  • 9. Polysaccharides Starch Starch is composed of two kinds of polysac charides, amylose and amylopectin, exclusi vely composed of D-glucose residues with α-(1→4) linkages in a linear amylose and α-(1→4) linkages and ∼5% α-(1→6) branch linkages in amylopectin, both combined in a water‐insoluble granule that is partially cr ystalline and whose size, shape, and morph ology are dependent on its biological sourc e.
  • 10. Polysaccharides Dextran • Dextran is a complex branched glucan (polysacchar ide derived from the condensation of glucose). IUPA C defines dextrans as "Branch d poly-α-d-glucoside s of microbial origin having glycosidic bonds predom inantly C-1 → C 6. • Dextran chains are of varying lengths (from 3 to 200 0 kilodaltons). • The polymer main chain consists of α-1,6 glycosidi c linkages between glucose monomers, with branch es from α-1,3 linkages.
  • 11. Polysaccharides Cellulose Cellulose is a polysaccharide compo sed of a linear chain of β-1,4 linked d -glucose units with a degree of polym erization ranged from several hundre ds to over ten thousands, which is th e most abundant organic polymer on the earth.
  • 12. Biological Significance • Monosaccharides are the major source of fuel for metabolism, being used bot h as an energy source (glucose being the most important in nature) and in biosynthesis. • When monosaccharides are not immediately needed by many cells, they are often converted to more space-efficient forms, often polysaccharides. • In many animals, including humans, this storage form is glycogen, especially in liver and muscle cells. • In plants, starch is used for the same purpose. The most abundant carbohydr ate, cellulose, is a structural component of the cell wall of plants and many for ms of algae. • Ribose is a component of RNA. Deoxyribose is a component of DNA. Lyxose is a component of lyxoflavin found in the human heart.
  • 13. Biological Significance • Ribulose and xylulose occur in the pentose phosphate pathway. • Galactose, a component of milk sugar lactose, is found in galactolipids in pla nt cell membranes and in glycoproteins in many tissues. • Mannose occurs in human metabolism, especially in the glycosylation of cer tain proteins. • Fructose, or fruit sugar, is found in many plants and in humans, it is metaboli zed in the liver, absorbed directly into the intestines during digestion, and fou nd in semen. • Trehalose, a major sugar of insects, is rapidly hydrolyzed into two glucose molecules to support continuous flight.
  • 14. References Solomon EP, Berg LR, Martin DW (2004). Biology. Cengage Learning. p. 52. ISBN 978-0534278281 – via google.books.com. ^ National Institute of Standards and Technology (2011). "Material Measurement Library D-erythro-Pentose, 2-deoxy-". nist.gov. ^ Flitsch SL, Ulijn RV (January 2003). "Sugars tied to the spot". Nature. 421(6920): 219–20. Bibcode:2003Natur.421..219F. doi:10.1 038/421219a. PMID 12529622. ^ Jump up to:a b Avenas P (2012). "Etymology of main polysaccharide names" (PDF). In Navard P (ed.). The European Polysacchari de Network of Excellence (EPNOE). Wien: Springer-Verlag. ^ Maton A, Hopkins J, McLaughlin CW, Johnson S, Warner MQ, LaHart D, Wright JD (1993). Human Biology and Health. Englewoo d Cliffs, New Jersey: Prentice Hall. pp. 52–59. ISBN 978-0-13-981176-0. ^ USDA National Nutrient Database, 2015, p. 14 ^ Cummings, John H. (2001). The Effect of Dietary Fiber on Fecal Weight and Composition (3rd ed.). Boca Raton, Florida: CRC Pre ss. p. 184. ISBN 978-0-8493-2387-4. ^ Byrne CS, Chambers ES, Morrison DJ, Frost G (September 2015). "The role of short chain fatty acids in appetite regulation and en ergy homeostasis". International Journal of Obesity. 39 (9): 1331–8. doi:10.1038/ijo.2015.84. PMC 4564526. PMID 25971927. ^ Fearon WF (1949). Introduction to Biochemistry (2nd ed.). London: Heinemann. ISBN 9781483225395. ^ USDA National Nutrient Database, 2015, p. 13 ^ Coulter JM, Barnes CR, Cowles HC (1930). A Textbook of Botany for Colleges and Universities. ISBN 9781113909954. ^ Burtis CA, Ashwood ER, Tietz NW (2000). Tietz fundamentals of clinical chemistry. ISBN 9780721686349. ^ Matthews CE, Van Holde KE, Ahern KG (1999). Biochemistry (3rd ed.). Benjamin Cummings. ISBN 978-0-8053-3066-3.[page needed] ^ "Chapter 1 – The role of carbohydrates in nutrition". Carbohydrates in human nutrition. FAO Food and Nutrition Paper – 66. Food and Agriculture Organization of the United Nations. ^ Bertozzi CR, Rabuka D (2017). "Structural Basis of Glycan Diversity". Essentials of Glycobiology (3rd ed.). Cold Spring Harbor (N Y): Cold Spring Harbor Laboratory Press. ISBN 978-1-621821-32-8. ^ Campbell NA, Williamson B, Heyden RJ (2006). Biology: Exploring Life. Boston, Massachusetts: Pearson Prentice Hall. ISBN 978- 0-13-250882-7.