proteins maintenance of structures proper functioning of all living organisms
TRANSCRIPT
Biological functions of proteins
• Enzymes - Catalyze biological processes e.g. Pepsin• Hormones - Regulate body processes e.g. Insulin• Storage proteins - Store nutrients e.g. Ferritin• Transport proteins - Transport oxygen and other substa
nces through the body e.g. Haemoglobin• Structural proteins - Form an organism’s structure
e.g. Collagen• Protective proteins - Help fight infection e.g. Antibodies• Contractile proteins - Form muscles
e.g. Actin and myosin
Structure of Proteins
• The building units of proteins are called amino acids
• All naturally occurring amino acids are -amino acids
H2N CH C
H
OH
O
• Most proteins are formed from some twenty common
amino acids, linked up by peptide bonds
H N
H
C
H
C
O
OH
R
+ H N
H
C
H
C
O
OH
R'
Peptide linkage
H N
H
C
H
C
O
N
R
C C
O
OH
R'H
H
+ H2O
• Hydrolysis of proteins
• Separation of amino acids by paper chromatography
Linked with
1. Phase equilibrium - Application of partition
2. Chemistry of amino acids
Carbohydrates• As a source of energy
Glycogen in animals, Starch in plants
• General formula CxH2yOy
• Synthesized by photosynthesis
6CO2(g) + 6H2O(l) C6H12O6(s) + 6O2(g)
light
chlorophyll
Classification of Carbohydrates
• Monosaccharides - (CH2O)n where n>2
E.g. C6H12O6 Hexose (most important)
C5H10O5 Pentose
Aldohexose
Glucose
Ketohexose
Fructose
C
C
OH
OHH
C HHO
C OHH
C OHH
CH2OH
1CH2OH
C O
C HHO
C OHH
C OHH
CH2OH
2
• Disaccharides
• Polysaccharides
- C12H22O11 E.g. Maltose, Sucrose
- (C6H10O5)n where n is a very large number
E.g. Starch, Cellulose
Open chain and cyclic structures of glucose and fructose
+
..
C
C
OH
OHH
C HHO
C OHH
C OHH
CH2OH
(Fischer projection)
O
H
HO
H
HO
H
OH
OHHH
OH
O
H
HO
H
HO
H
H
OHHOH
OH
1
56
1
56
-glucose
-glucose
5
1
• The cyclic structures are more stable than the open chain structure
• The lone pair on -OH can attack the carbonyl carbon from above or below the plane leading to the formation of two isomers ( and glucose).
CH2OH
C O
C HHO
C OHH
C OHH
CH2OH
Fructose
..5
+2
OH
CH2OH
H
HOH2C
HO H
H OH
O
6
11
25
6
O
H
HO
OH
H
OH
OH
HH
H
CH2OH..
-furanose
-pyranose
1
2
6
In the free state, fructose exists as pyranose (6-membered ring).
In disaccharides and polysaccharides, fructose exists as furanose (5-membered ring).
Disaccharides and Glycosidic linkage
2C6H12O6
CondensationC12H22O11 + H2Ohydrolysis
Glucose + Glucose Maltose + water
Glucose + Fructose Sucrose + water
O
H
HO
H
HO
H
OH
OHHH
OH
O
H
HO
H
HO
H
OH
OHHH
OH
+1
4
O
H
H
HO
H
OH
OHHH
OHO
H
HO
H
HO
H
OHHH
OH
O
1,4-glycosidic linkage
Maltose
-glucose-glucose
O
H
HO
H
HO
H
OH
OHHH
OH
-glucose
+CH2OH
H
HO
HOH2C
HO H
H OH
O
-fructose
1
1
2
CH2OH
HHOH2C
HO H
H OH
O
O
H
HO
H
HO
H
OHHH
OH
O
1 2
1,2-glycosidic linkage
Sucrose
Testing for reducing sugars
Reducing sugars - sugars that contain free aldehyde group
Give red ppt of Cu2O when treated with Fehling’s
solution
Complex ion of Cu2+ + RCHO Cu2O(s)
Deep blue Red
C
C
OH
OHH
C HHO
C OHH
C OHH
CH2OH
• All monosaccharides are reducing sugars
+
..
(Fischer projection)
O
H
HO
H
HO
H
OH
OHHH
OH
O
H
HO
H
HO
H
H
OHHOH
OH
1
56
1
56
-glucose
-glucose
5
1
~0.02%~64%
~36%
Fructose
C
C O
C HHO
C OHH
C OHH
CH2OH
H
H OH C
C OH
C HHO
C OHH
C OHH
CH2OH
H OHC
C OH
C HHO
C OHH
C OHH
CH2OH
H O
H
Glucose
Fructose undergoes transformation to give glucose
Fructose is a reducing sugar
O
H
H
HO
H
OH
OHHH
OHO
H
HO
H
HO
H
OHHH
OH
O
Maltose
OH
H
H
HO
H
O
OHH
OHO
H
HO
H
HO
H
OHHH
OH
OH1
5
The right ring is able to open to give a free aldehyde group which can be oxidized
A reducing sugar
O
H
HO
H
HO
H
OH
OHHH
OH
-glucose
+CH2OH
H
HO
HOH2C
HO H
H OH
O
-fructose
1
1
2
CH2OH
HHOH2C
HO H
H OH
O
O
H
HO
H
HO
H
OHHH
OH
O
1 2
1,2-glycosidic linkage
Sucrose
Both rings are locked
non-reducing sugar
StarchAmylose
Amylopectin
Amylose - consists of unbranched chains of -glucose units joined by -1,4 linkages
Amylopectin - consists of highly branched chains of -glucose units linked by -1,4 linkages
O
H
O
H
HO
H
OOHHH
OH
O
H
H
HO
H
OOHH
H
OH
O
H
H
HO
H
OOHH
H
OH
O
H
H
HO
H
OOHH
H
HO
O
H
H
HO
H
OOHH H
OH
Amylose
1,4 glycosidic linkages
O
H
O
H
HO
H
OHHH
OH
O
H
O
H
HO
H
OHHH
OH
O
H
O
H
HO
H
OHHH
OH
O
H
O
H
HO
H
OHHH
OH
O
H
H
HO
H
OHHH
OH
O
H
O
H
HO
H
OHHH
O
O
H
O
H
HO
H
OHHH
OH
O
H
O
H
HO
H
OH
OHHH
O
O
H
O
H
HO
H
OHHH
OH
O
1
6
1
6
Amylopectin
1,6-glycosidic linkages
Cellulose : -
• consists of unbranched chains of -glucose units joined by 1,4-glycosidic linkages
• the structural component of cell walls of plant
O
H
O
H
HO
H
H
OHHO
OH
OH
H
HO
H
H
OHH
O
HO
O
H
H
HO
H
H
OHH
O
OH
1 4
4 1 41
1,4 - glycosidic linkages
The 2nd unit is flipped over
Hydrolysis of Sucrose
C11H22O11 + H2O C6H12O6 + C6H12O6
H+ or
invertaseglucose fructosesucrose
[]D = +66. 5o[]D = +52.7o []D = -92.4o
The reaction mixture undergoes an inversion in optical activity (from + to -)
Laevorotatory (-)Dextrorotatory(+)