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Dissacharides
by Karen Timberlake-voice of “Dr Rob Craig”
by “DrRobiAwesome“
• Question 15.42
• To 15.55
• Amylose and amylopectin
• Maltose-diase
• Lactose-lactase
• Sucrose –sucrase
• Polysaccharides-blood types
• Chapter 16
Chapter 23 2
Periodic Acid Cleavage
• Periodic acid cleaves vicinal diols to give
two carbonyl compounds.
• Separation and identification of the
products determine the size of the ring.
=>
Topics missed
• Epimerization
• Enediol Rearrangement
Chapter 23 4
Epimerization
In base, H on C2 may be removed to form
enolate ion. Reprotonation may change
the stereochemistry of C2.
=>
Chapter 23 6
Enediol Rearrangement
In base, the position of the C=O can shift.
Chemists use acidic or neutral solutions
of sugars to preserve their identity.
=>
Chapter 23 8
Oxidation by Bromine
Bromine water oxidizes aldehyde, but not
ketone or alcohol; forms aldonic acid.
=>
Begin here after chapter 15 h.w
Chapter 23 10
Disaccharides
• Three naturally occurring glycosidic linkages:
• 1-4’ link: The anomeric carbon is bonded
to oxygen on C4 of second sugar.
• 1-6’ link: The anomeric carbon is bonded
to oxygen on C6 of second sugar.
• 1-1’ link: The anomeric carbons of the two
sugars are bonded through an oxygen. =>
Chapter 23 12
Cellobiose
• Two glucose units linked 1-4’.
• Disaccharide of cellulose.
• A mutarotating, reducing sugar.
=>
Chapter 23 14
Maltose
Two glucose units linked 1-4’.
=>
Chapter 23 16
Lactose
• Galactose + glucose linked 1-4’.
• “Milk sugar.”
=>
Chapter 23 18
Sucrose
• Glucose + fructose, linked 1-1’
• Nonreducing sugar
=>
Chapter 23 21
Cellulose
• Polymer of D-glucose, found in plants.
• Mammals lack the -glycosidase enzyme.
=>
Chapter 23 23
Amylose
• Soluble starch, polymer of D-glucose.
• Starch-iodide complex, deep blue.
=>
Chapter 23 25
Amylopectin
Branched, insoluble fraction of starch.
=>
Chapter 23 27
Glycogen
• Glucose polymer, similar to amylopectin, but
even more highly branched.
• Energy storage in muscle tissue and liver.
• The many branched ends provide a quick
means of putting glucose into the blood.
=>
Chapter 23 29
Ribonucleosides
A -D-ribofuranoside bonded to a heterocyclic
base at the anomeric carbon.
=>
Chapter 23 31
Nucleic Acids
• Polymer of ribofuranoside
rings linked by phosphate
ester groups.
• Each ribose is bonded to a
base.
• Ribonucleic acid (RNA)
• Deoxyribonucleic acid (DNA)
=>

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Exam and chapter 16

  • 1. Dissacharides by Karen Timberlake-voice of “Dr Rob Craig” by “DrRobiAwesome“ • Question 15.42 • To 15.55 • Amylose and amylopectin • Maltose-diase • Lactose-lactase • Sucrose –sucrase • Polysaccharides-blood types • Chapter 16
  • 2. Chapter 23 2 Periodic Acid Cleavage • Periodic acid cleaves vicinal diols to give two carbonyl compounds. • Separation and identification of the products determine the size of the ring. =>
  • 3. Topics missed • Epimerization • Enediol Rearrangement
  • 4. Chapter 23 4 Epimerization In base, H on C2 may be removed to form enolate ion. Reprotonation may change the stereochemistry of C2. =>
  • 5.
  • 6. Chapter 23 6 Enediol Rearrangement In base, the position of the C=O can shift. Chemists use acidic or neutral solutions of sugars to preserve their identity. =>
  • 7.
  • 8. Chapter 23 8 Oxidation by Bromine Bromine water oxidizes aldehyde, but not ketone or alcohol; forms aldonic acid. =>
  • 9. Begin here after chapter 15 h.w
  • 10. Chapter 23 10 Disaccharides • Three naturally occurring glycosidic linkages: • 1-4’ link: The anomeric carbon is bonded to oxygen on C4 of second sugar. • 1-6’ link: The anomeric carbon is bonded to oxygen on C6 of second sugar. • 1-1’ link: The anomeric carbons of the two sugars are bonded through an oxygen. =>
  • 11.
  • 12. Chapter 23 12 Cellobiose • Two glucose units linked 1-4’. • Disaccharide of cellulose. • A mutarotating, reducing sugar. =>
  • 13.
  • 14. Chapter 23 14 Maltose Two glucose units linked 1-4’. =>
  • 15.
  • 16. Chapter 23 16 Lactose • Galactose + glucose linked 1-4’. • “Milk sugar.” =>
  • 17.
  • 18. Chapter 23 18 Sucrose • Glucose + fructose, linked 1-1’ • Nonreducing sugar =>
  • 19.
  • 20.
  • 21. Chapter 23 21 Cellulose • Polymer of D-glucose, found in plants. • Mammals lack the -glycosidase enzyme. =>
  • 22.
  • 23. Chapter 23 23 Amylose • Soluble starch, polymer of D-glucose. • Starch-iodide complex, deep blue. =>
  • 24.
  • 25. Chapter 23 25 Amylopectin Branched, insoluble fraction of starch. =>
  • 26.
  • 27. Chapter 23 27 Glycogen • Glucose polymer, similar to amylopectin, but even more highly branched. • Energy storage in muscle tissue and liver. • The many branched ends provide a quick means of putting glucose into the blood. =>
  • 28.
  • 29. Chapter 23 29 Ribonucleosides A -D-ribofuranoside bonded to a heterocyclic base at the anomeric carbon. =>
  • 30.
  • 31. Chapter 23 31 Nucleic Acids • Polymer of ribofuranoside rings linked by phosphate ester groups. • Each ribose is bonded to a base. • Ribonucleic acid (RNA) • Deoxyribonucleic acid (DNA) =>