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PHAR150GBiochemistryDayCarbohydrates.pptx

PHAR 150G

Biochemistry

Carbohydrates

Vicky Mody, PhD

[email protected]

1

Objectives

Describe three classes of carbohydrates, how they are synthesized, specific examples of each (name, empirical and structural formulas) and their functions.

Describe digestion of Carbohydrates

Disorder Cause Explanation
Lactose Intolerance Genetic/ Environmental Inability to digest and absorb lactose due to shortage of enzyme lactase

Diseases discussed in this Class

Must Know

3

Carbohydrates

All carbohydrates are composed of carbon, hydrogen, and oxygen in a 1:2:1 empirical ratio.

The general empirical formula for a carbohydrate is CH2O.

Most carbohydrates end with the suffix -ose

Functions of Carbohydrates

What are the functions in a living organism?

ENERGY, STORAGE and STRUCTURE

E.g. Glucose, sucrose, starch (plant storage), glycogen (animal storage), cellulose (plant cell walls), chitin (insects)

Must Know

Classes of Carbohydrates

There are three major classes of carbohydrates:

Monosaccharides (simple sugars) These are the monomers Examples: glucose, fructose, galactose, and ribose.

Disaccharides are produced by joining two simple sugars. Examples: sucrose (table sugar), maltose, lactose

Polysaccharides (complex carbohydrates) are produced by joining many monosaccharides together forming a polymer molecule. Examples: amylose, glycogen, cellulose, and chitin

Monosaccharides

7

Monosaccharides (simple sugars)

Monosaccharides are building blocks of all CHO

Classified based on total no. of carbon atoms (3-7)

Trioses, tetroses, pentoses, hexoses and heptoses

5 carbons are called pentoses ex. Ribose

6 carbons are called hexoses ex. Glucose

They may exist in a linear molecule or in ring forms.

Structures of some monosaccharide alcohols

Must Know

Monosaccharide alcohols are very useful intermediates

Mannitol is used as an osmotic diuretic

Glycerol can be nitrated to nitroglycerin

Sorbitol can also be dehydrated to 1,4,3,6-dianhydro-D-sorbitol (isosorbide,) which can be further nitrated to isosorbide dinitrate (ISDN) and isosorbide monnitrate (ISMN ) both used in treatment of angina.

Must Know

Derivatives of Monosaccharaides

Monosaccharides can form various derivatives such as

Deoxy

Phosphate Ester

Amino Sugars

Derivatives of Monosaccharides

Must Know

Deoxy sugars: constituents of DNA, etc.

Deoxy Derivatives of Monosaccharides

Must Know

14

Sugar esters: phosphate esters like ATP are important

Phosphate Esters Derivatives of Monosaccharides

Must Know

Constituents of mucopolysaccharides

Amino: Derivatives of Monosaccharides

Must Know

Disaccharides

17

Disaccharides

Several physiologically important disaccharides are sucrose (sugar cane, Glucose/Fructose), lactose (mammalian milk and formula, Galactose/Glucose) and maltose (in starch, Glucose/Glucose).

Disaccharides are formed by a covalent bond between two monosaccharide.

This is termed glycosidic bond.

Must Know

Lactose

Glucose + Galactose

Disaccharides

Condensation reaction

Must Know

O

CH

2

OH

O

O

CH

2

OH

SUCROSE

(glucose

-

fructose)

a

-

1,2

-

bond

OH

CH

2

OH

O

O

O

LACTOSE

(galactose

-

glucose)

b

-

1,4

-

bond

OH

OH

CH

2

OH

CH

2

OH

a vs b glycosidic linkage

1

2

1

4

We cannot metabolize this bond

We can metabolize this bond

Must Know

20

Carbohydrate Malabsorption

21

Carbohydrate Malabsorption

Lactose intolerance (hypolactasia), Decline

lactase with age.

Lactose fermented in large intestine – Gas , Water retention – diarrhea/bloating

Not all populations

Northern European – low incidence

Asian/African Americans – High

b 1-4 linkage

Must Know

Lactose Intolerance

Inability to digest and absorb lactose due to shortage of enzyme lactase

At birth or late onset

Symptoms:

nausea

cramps

bloating

gas

diarrhea

Must Know

23

Causes:

10 lactase deficiency

20 lactase deficiency

Diagnosis

Lactose tolerance test

H2 breath test

Stool acidity test

Treatment

Lactase enzyme tablets/liquid

Consume smaller quantities

Low lactose products

Calcium and Vitamin D supplements

Lactose Intolerance

Must Know

24

Polysaccharides

25

• Polysaccharide – 100s – 1000s of monosaccharides

Two purposes:

Storage:

- plants – starch

- animals/Humans – glycogen

Structure:

- plants – cellulose (humans cannot metabolize it?)

- (animals – chitin)

Polysaccharides

Must Know

27

Complex Carbohydrates

Must Know

Animal storage - glycogen

Plant storage - starch

Polysaccharides - Storage

Must Know

28

29

Dietary Fiber

Indigestible chains of monosaccharides

Complex Carbohydrates

30

Complex Carbohydrates

Must Know

Digestion of Carbohydrates

31

Digestion of Carbohydrates

Early Digestion of Carbohydrates

Must Know

32

Digestion

Pre-stomach – Salivary amylase : a 1-4 endoglycosidase

G

G

G

G

G

G

G

G

a 1-4 link

G

G

G

G

a 1-6 link

G

G

G

G

G

G

G

G

G

G

G

G

G

G

G

maltose

G

G

G

isomaltose

amylase

maltotriose

G

G

G

G

a Limit dextrins

Must Know

33

Digestion of Carbohydrates

Must Know

34

Stomach

Not much carbohydrate digestion

Acid and pepsin to unfold proteins.

Must Know

Small Intestine

Pancreatic enzymes

a-amylase

G

G

G

G

G

G

G

G

G

G

G

G

G

G

G

G

amylose

amylopectin

G

G

G

G

G

a amylase

+

G

G

G

G

G

maltotriose

maltose

a Limit dextrins

G

Must Know

Brush Border Complexes

Digestion of Carbohydrates

Must Know

37

Oligosaccharide digestion..cont

G

G

G

G

G

G

G

G

G

G

G

G

Glucoamylase (maltase)

or

a-dextrinase

G

G

G

G

G

a-dextrinase

G

G

G

G

G

G

G

maltase

sucrase

a Limit dextrins

G

38

Sugar

small intestine intestinal epithelial cell bloodstream

Only monosaccharides can be absorbed into intestinal epithelial cells, the rest go to the small intestine (lower part) to produce short chain fatty acids, lactate, H2 gas, methane, CO2 causes fluid secretion, increase intestinal motility and cramps.

Digestion of Carbohydrates

Must Know

Summary

Describe three classes of carbohydrates, how they are synthesized, specific examples of each (name, empirical and structural formulas) and their functions.

Describe digestion of Carbohydrates

Must Know

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