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Carbon atoms
Trioses (3 carbon)
Examples
p
Functional g
groups
p
Glyceraldehyde
Aldehyde (aldotriose)
Dihydroxy acetone Ketone (Ketotriose)
Tetroses (4 carbon) Erythrose
Aldehyde (aldotetrose)
Pentoses (5 carbon) Ribose
Aldehyde(Aldopentose)
X l
Xylose
Aldehyde(Aldopentose)
Ald h d (Ald
)
Xylulose
Ketone (Ketopentose)
Hexoses (6 carbons) Glucose
Aldehyde (Aldohexose)
Galactose
Aldehyde (Aldohexose)
Ketone ((Ketohexose))
Fructose
Dr. S Nayak
2] Disaccharides.
Disaccharides.
Contain two molecules of same or different
monosaccharide units.
On hydrolysis they give two monosaccharide units.
Monosaccharide units are joined by glycosidic bond.
Examples
p
Maltose
Lactose
Sucrose
Isomaltose
Product formed
Upon hydrolysis
glucose + glucose
galactose + glucose
glucose + Fructose
glucose + glucose
Glycosidic
y
Linkage
1-4
1-4
1-2
1-6
Sources
Malt
Milk
Sugar cane
Digestion of
amylopectin
l
i
3] Oligosaccharides
C t i 3 - 10 molecules
Contain
l l off monosaccharide
h id units.
it
E.g. Maltotriose.
Maltotriose. (Glucose + Glucose + Glucose)
Dr. S Nayak
4] Polysaccharides
Homopolysaccharide:
Homopolysaccharide:
Polymer of same monosacchraide units
Examples
Starch
Dextrin
Glycogen
C ll l
Cellulose
Inulin
Chitin
Monosaccharide Unit
Glucose
Glucose
Glucose
Gl
Glucose
Fructose
N-acetyl glucosamine
Dr. S Nayak
Sources
Plant rice
Plant,
from starch hydrolysis
liver, muscle
Pl nt fibers
Plant
fib r
dahlia roots
Shells of arthropod
Starch:
Is a mixture of two polysaccharides
polysaccharides, 1) Amylose
and 2) Amylopectin.
Dr. S Nayak
Amylopectin
1.Amount present
in starch
1515-20%
80
80--85%
2. Structure
Unbranched, linear
Highly branched.
3.Molecular Weight
60 kDa
500 kDa
4.Linkage
5.Reaction with
Iodine solution
Dr. S Nayak
Glycogen
Acts as dietary fiber and adds bulk to the food and helps
in peristalsis.
p
Inulin
Consists of a small number of D-fructose joined by
2-1 glycosidic linkages
It is
i used
d tto measure
m
r the
th glomerular
l m r l r filtration
filtr ti n rate,
r t a
test to assess the function of kidney.
b) Heteropolysaccharide
They are polymer of different monosaccharide
units or their derivatives
g Mucopolysaccharides
p y
((MPS)) and blood group
g p
E.g.
substances
Dr. S Nayak
ISOMERISM IN CARBOHYDRATES
Dr. S Nayak
10
a. Enantiomer
Enantiomer::
D and LL-sugars are referred to as enantiomers
enantiomers.. Their structures
are mirror images of each other.
Only D
D--glucose or DD- sugars are utilized by humans.
D and LL-glucose are termed D and L form depending on the
arrangement of H and OH on the penultimate carbon atom.
When the sugar has OH group on right, is D isomer.
If OH group is on left side then it is L isomer.
Dr. S Nayak
11
B. Anomerism
Sugars in solution exist in ring form and not in straight chain
form.
Aldosugar
g form mainlyy py
pyranose ring
g and ketosugar
g form
furanose ring structure
Carbon 1, after ring formation becomes asymmetric and it is
called as anomeric carbon atom.
atom If the two sugars which differ
in the configuration at only C1 in case of aldoses and C2 in
ketoses are known as anomers and represented as alpha and
beta sugars.
E.g. -D glucose and
--D-glucose
-D fructose and -D-fructose
Dr. S Nayak
12
Dr. S Nayak
13
Epimerism::
Epimerism
The isomers formed due to variations in the
configuration of H and OH around a single carbon
atom in a sugar molecule is called as epimers
epimers..
Mannose is 2 epimer of glucose because these
two have different configuration only around C2
C2.
Galactose is 44-epimer of glucose [at C4]
Dr. S Nayak
14
2. Optical activity
The compounds having asymmetric carbon atoms
can rotate the beam of plane polarized light and are
said to be optically active.
An isomer which can rotate the plane of polarized
light to the right is called as dextrorotatory and is
designated as (d) or (+)
Example: D- (d)-glucose or it is also known as
dextrose.
While the isomer which rotates the plane of
polarized light to left is known as levorotatory, and
is identified as (l) or (-).
Example: D-(l)-fructose.
Dr. S Nayak
15
Dr. S Nayak
16
Reduction tests
D to the
Due
h presence off a ffree aldehyde
ld h d or
ketone group, carbohydrates are readily
oxidised
idi d and
db
behave
h
as the
h reducing
d i agents.
These sugars have the capacity to reduce
cupric
i iion (C
(Cu2+) to cuprous iion (C
(Cu+).
)
Therefore the reducing sugar like glucose will
give
i positive
ii B
Benedicts
di reactions.
reactions
i .
Non--reducing sugars like sucrose will respond
Non
to these tests provided it is first hydrolysed into
its reducing components glucose and fructose.
Dr. S Nayak
17
Functions of carbohydrates
1
1.
2.
3.
4.
5.
18