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CARBOHYDRATES

”
CANDICE PIENAAR
201139189
REFERENCES
1) http://www.slideshare.net/kleppingerb/catrbohydrates?qid=674cbdcc-2c94-43fa-8f43ffdb057f65aa&v=qf1&b=&from_search=5
2) http://www.slideshare.net/obanbrahma/carbohydrates-30770508?qid=674cbdcc-2c94-43fa8f43-ffdb057f65aa&v=qf1&b=&from_search=6
3) http://www.slideshare.net/mazz4/carbohydrates-28729095?qid=674cbdcc-2c94-43fa-8f43ffdb057f65aa&v=qf1&b=&from_search=9
4) http://www.slideshare.net/syed_ismail/carbohydrates-28872311?qid=674cbdcc-2c94-43fa8f43-ffdb057f65aa&v=qf1&b=&from_search=8

5) http://www.slideshare.net/gangadharchatterjee/carbohydrate-chemistry-27717759
Is an organic compound
σακχαρων
Greek “sakcharon” = sugar
LETS LEARN SOME GREEK!!!!
The name glucose comes from the Greek word
glykys (γλυκύς), meaning "sweet", plus the suffix
"-ose" which denotes a sugar
4 chiral centers give 24 = the 16 stereoisomer s
of hexose sugars. Chirality, or "handedness",
Greek, (χειρ), kheir: "hand” chiral carbons are
enantiomers
Alpha α and Beta β are letters in the Greek
alphabet
Carbohydrates
• Carbohydrates, or saccharides (saccharo is Greek for ―sugar)
are polyhydroxy aldehydes or ketones, or substances that yield such
compounds on hydrolysis.
• Carbohydrates include not only sugar, but also the starches that
we find in foods, such as bread, pasta, and rice.
• The term ―carbohydrate comes from the observation that when
you heat sugars, you get carbon and water (hence, hydrate of
carbon).
Carbohydrates and Biochemistry
•Carbohydrates are compounds of tremendous
biological importance:
–they provide energy through oxidation
–they supply carbon for the synthesis of cell
components
–they serve as a form of stored chemical energy
–they form part of the structures of some cells and
tissues
•Carbohydrates, along with lipids, proteins, nucleic
acids, and other compounds are known as
biomolecules because they are closely associated with
living organisms.
is the building block
of carbohydrates
Importance of carbohydrates:

CHIEF SOURCE OF
ENERGY
Types of Carbohydrates:

monosaccharide
disaccharide
polysaccharide
monosaccharide
MONOSACCHARIDES
CLASSIFICATION OF MONOSACCHARIDES
1- According to the number of carbon atoms:
.Trioses, contain 3 carbon atoms.
• Tetroses, contain 4 carbon atoms.
• Pentoses, contain 5 carbon atoms.
• Hexoses, contain 6 carbon atoms.
• Heptoses, contain 7 carbon atoms.
• Octoses. contain 8 carbon atoms.
Glucose (a monosaccharide)
Plants:

photosynthesis
chlorophyll
6 CO2 + 6 H2O
sunlight
(+)-glucose

C6H12O6 + 6 O2
(+)-glucose

starch or cellulose

respiration
C6H12O6 + 6 O2

6 CO2 + 6 H2O + energy
monosaccharide
C6H12O6

Simple sugars that consist s only one (1)
sugar molecule
Under monosaccharide:
1. Glucose
2. Fructose
3. Galactose
monosaccharide
1. Glucose
Blood sugar; most important sugar in the bodies of
both vertebrates and invertebrates
monosaccharide
2. Fructose
Corn sugar; sweetest form of sugar commonly
found in fruits
monosaccharide
3. Galactose
Simplest sugar found in milk
Animals

plant starch

(+)-glucose

(+)-glucose

glycogen

glycogen

(+)-glucose

(+)-glucose

fats or aminoacids

respiration
(+)-glucose + 6 O2

6 CO2 + 6 H2O + energy
2. MONOSACCHARIDES

• Examples

20
2. MONOSACCHARIDES

• Once a monosaccharide has been named as an aldose or a ketose, and the number of
carbons has been designated, there are still several different isomeric forms for each.
•

Each specific monosaccharide has a unique name.

•

A prefix (D- or L-) is added to designate which of two possible isomeric forms is being referred
to.

21
disaccharide
disaccharide
C12H22O11
Pair of monosaccharide units
Glucose + monosaccharide unit = disaccharide
Under disaccharide:
1. Sucrose
2. Lactose
3. Maltose
FORMING DISACCHARIDES
Glucose
CH2OH
CH2OH

CH2OH
H

C

C

O

H

H

C

C

H

OH

OH

H

C

C

OH

OH

OH

O

H

OH

H

C

C

C

H

H

C

OH

H

OH

Maltose
CH2OH
H

C
OH

C

CH2OH

O

H
OH

H

C

C

H

H

H

C

C

OH

OOH

H

C

O

H

OH

H

C

C

C

H

OH

H

H

OH

Glycosidic
Bond

OH

This is a CONDENSATION
reaction, where a water
molecule is lost.
disaccharide
1. Sucrose

Table sugar; glucose + fructose
disaccharide
2. Lactose

Milk sugar; glucose + galactose
disaccharide
3. Maltose

Malt sugar; glucose + glucose
polysaccharide
polysaccharide
Consists of chains of monosaccharide and
disaccharide
Under polysaccharide:
1. Starch
2. Glycogen
3. Cellulose
polysaccharide
1. Starch

Storage of glucose for plants
polysaccharide
2. Glycogen

Storage of excess sugar in animals; stored in
liver and muscles
polysaccharide
3. Cellulose
Structural support of plants; known as “fiber”
Additional info:
monomer: a molecule that may react chemically
to another molecule to form polymer; the
simplest unit; repeating unit of polymer
polymer: a compound made up of several
repeating units (monomer)
enzyme: speeds up chemical reaction
CLASSIFICATION:

1- Monosaccharides (simple sugars):
They can not be hydrolyzed into simpler units. E.g. glucose,
galactose,ribose
2- Oligosaccharides (oligo = few): contain from two to ten
monosaccharide units joined in glycosidic bonds. e.g.
• disaccharides (2 units) e.g. maltose and sucrose,
• trisaccharides (3 units).....etc.
3-Polysaccharides (poly = many): Also known as glycans. They are
composed of more than ten monosaccharide units e.g. starch,
glycogen, cellulose.....etc.
2- According to the characteristic carbonyl group (aldehyde or ketone group):
- Aldo sugars: aldoses:
Contain aldehyde group e.g. glucose, ribose, erythrose and glyceraldehydes.
- Keto sugars: ketoses:
Contain ketone group e.g. fructose, ribulose and dihydroxy acetone.
GLUCOSE FORMS A RING STRUCTURE

Note: functional group is on carbon one
TWO TYPES OF RING
STRUCTURES FOR GLUCOSE
OH on carbon one:
BELOW the ring

ABOVE the ring
The existence of - and -isomers: leads to greater chemical variety
 is of importance in for example in
forming starch and cellulose
NOTE DIFFERENCE:

The main difference between glucose and galactose
is that glucose is much sweeter than galactose.
13.4. REACTIONS--ADDITION
• Addition of an alcohol to an aldehyde:

H+

• The product is called a hemiacetal (-OH and –OR attached to the same carbon).
•

Hemiacetals are very reactive.

•

They react with an additional alcohol molecule, losing –OH and adding another –OR.
40
13.4. REACTIONS--ADDITION

• The final product is an acetal (2 –OR groups attached to one carbon).

hemiacetal

acetal

41
13.4. REACTIONS--ADDITION

• Ketones undergo analogous addition reactions with alcohols.
•

The initial product is a reactive hemiketal (two –R groups, one –OH, and one –OR).

•

An additional –OR group is added to the hemiketal to produce a ketal.

hemiketal

ketal

42
13.4. REACTIONS--ADDITION

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Carbohydrates