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CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences
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CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Dec 14, 2015

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Page 1: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

CARBOHYDRATES

Foundation Module-Phase 1

Department of Biochemistry

Faculty of Medical Sciences

Page 2: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

What are carbohydrates?

Energy

•Aldehyde or ketone derivatives of polyhydric alcohol

•Formula (CH2O)n (n > 3)

•Not all carbohydrates have this empirical formula:

deoxysugars, aminosugars

•used as an energy source and in making cell

structures.

Page 4: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Do you know….

• Q1: List the main functions of carbohydrates?

• Q2: How are carbohydrates classified?

Answer

Answer

Page 5: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Types of Carbohydrates

• Based on the number of monomers.

1. Monosaccharides: 1

2. Disaccharides: 2

3. Oligosaccharides: 3-20

4. Polysaccharides: more than 20

Back

Page 6: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Q3: How to classify monosaccharides?

– According to the number of carbons

– According to functional groups • Aldosugars• Ketosugars

Page 7: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Back

Page 8: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Back

Page 9: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Structure

(Single Sugar Unit)

Monosaccharide

Page 10: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Common Monosaccharides

fructose (fruit sugar) galactos

e

How to measure Glucose

For your interest only

Page 11: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Properties of monosaccharides?

A. Physical properties

* Highly soluble in water

* Most taste sweet  

B. Chemical properties

* Formation of cyclic hemiacetals or hemiketals

           * New chiral center => 2 “anomers”

designated and

Page 12: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

C

groupsgroups

Page 13: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

1 2 3

4 5 6

Answers

Page 14: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.
Page 15: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

v

Chiral centers

Penultimate OH group

Page 16: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.
Page 17: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Fisher projectionHaworth projection

Structural representation of sugars

(straight chain representation) (simple ring in perspective)

Page 18: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Fisher projection Haworth projection

Page 19: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

DisaccharidesSugars composed of two monosaccharides linked together by glycosidic bonds.

e.g.Maltose

Page 20: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Common Disaccharidessucrose (table sugar)

Commercially obtained from sugar cane or sugar beet

Page 21: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Used : • as a nutrient (malt extract)• as a sweetener • as a fermentative reagent

(1,4) linkage maltose (seed sugar)

Found in germinating grains

Page 22: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

lactose (milk sugar)

Refer: What is lactose intolerance?

Page 23: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Polysaccharides or glycans Complex carbohydrates that are made up of hundreds of

monosaccharides linked by glycosidic bonds.

Homoglycans

•Starch•Cellulose•Glycogen •Inulin

Heteroglycans

•Gums•Mucopolysaccharides

Page 24: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Polysaccharides

(Many sugar units)

Page 25: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Starch

Test for starch?

Answer

Page 26: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Suspensions of amylosein water adopt a helical conformation.

Iodine (I2) can insert inthe middle of the amylosehelix to give a blue colorthat is characteristic anddiagnostic for starch.

Identification of starch-Iodine test

Back to question

Page 27: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Cellulose

Page 28: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

X

Control Test

Following is the test results for 3 different sugars

1. Name the test

2. What is in X & Z?

3. What is in Y ? Answer

Y

Page 29: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Barfoed’s testFollowing is the Barfoed’s test results for sugars.

YX

Tube Y contains ………..

a) Maltose

b) Glucose

c) LactoseAnswer

Page 30: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Seliwanoff’s testFollowing is the Seliwanoff’s test results for sugars.

X Y

Tube Y contains……….

a) Glucose

b) Maltose

c) Fructose Answer

Page 31: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Back to the beginning

Page 32: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Q1- List the main function of carbohydrates

• Sources of energy

• Form structural components– cellulose, lignin, murein

• Molecular recognition– Blood group antigens

• Associated with other entities – DNA, RNA, glycosides, vitamins

Back to the question

Page 33: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Q3:How to classify carbohydrates?

• Number of monomers• Monosaccharides(1)• Disaccharides(2)• Oligosacchrides(2-10)• Polysaccharides or glycans(>10)

– Homopolysaccharides– Heteropolysaccharides– Complex carbohydrates

Page 34: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Glucose measurement methods

• Most are enzymatic methods

– 3 enzyme systems are currently used :

• Glucose oxidase

• Glucose dehydrogenase

• Hexokinase

Page 35: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

-D-glucose + O2

glucose oxidaseD-gluconolactone + H2O2

D-gluconolactone + H2O gluconic acid

H2O2 + chromogenic oxygen acceptor (ortho-dianisidine, 4 aminophenazone, ortho-tolidine)

peroxidase

colored chromogen + H2O

Glucose oxidase methods:colorimetric method

Page 36: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

A blood test for glucose levels

H

C

CH2OH

O

H OH

HO H

H OH

H OH

C

CH2OH

O

H OH

HO H

H OH

H OH

OH

D-Gluconic Acid(An Aldonic Acid)

D-Glucose

Glucose Oxidase

O2 H2O2

Dye Colored Dye

Back to the question

Page 37: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

Answer

1. Benedict’s test

2. Reducing sugar

3. Non reducing sugar

Back

1. Barfoed’s test2. Disaccharides3. Monosaccharides

Can have two sets of answers

Page 38: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

b) Glucose

(Barfoed’s test is positive for Monosaccharides only)

Back to the question

Page 39: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

c) Fructose

(Seliwanof’s test is positive for Keto sugars)

Back to the question

Page 40: CARBOHYDRATES Foundation Module-Phase 1 Department of Biochemistry Faculty of Medical Sciences.

1 2 3

4 5

1

2

3

4

5

N0

Yes

N0

N0

Yes

Back