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Lecture 4 browning reaction
1. LECTURE 4
BROWNING REACTIONS
Basically there are two types of browning reactions:
(i) Non enzymatic browning in which no enzymes are
involved to bring about the colour changes
(ii) Enzymatic browning in which enzymes are
involved
Non
•
enzymatic
browning
reactions
in
carbohydrates are:(i) Caramelization
(ii) Maillard browning
The non enzymatic reactions usually involve
sugar or related compounds. The browning
reactions produce changes in colour and flavour
that are often desirable, as in the crust of
bread or undesirable, as in the discoloration of
dried milk products.
2. Caramelization:
• Caramelization or sugar browning occurs when
any of the different types of sugars are
heated over their melting points. When
heated by dry heat, granulated sugar will melt
at approximately 160oC with continued
heating the melted sugar will gradually turn
brown to form Caramelized sugar. The
extreme heat pulls water out of the sugar
molecule to form furfural derivatives that
undergoes a series of reactions that are
polymerized to brown coloured compounds.
3. Maillard browning:
The Maillard browning reaction or carbonyl
amine browning is the reaction of the
carbonyl group of a reducing sugar and an
amino acid or amino group of a protein or
peptide.
The reducing sugars, in order of decreasing
reactivity are; galactose, glucose, lactose
and maltose the most reactive amino acids
are lysine, typtophan and arginine.
4. • The initial step is a condensation reaction
that removes a molecule of water. Glucose
reacts with an amino group (usually a
protein) to produce a glycosylamine.
• Glycosylamine subsequently undergoes the
Amadori rearrangement to form a Ketone
(-C=0) derivative that can be fragmented
and polymerized into brown pigments
called Melanoidins.
5. This reaction can occur also at room
temperature but it is accelerated with high
temperatures increasing alkalinity (high
pH) and low moisture content
CH2OH
CH2OH
H
H
H
H
N-R
H
Amadori
Rearrangements
MELANOIDINS
OH
+ NH2-R
H
OH
OH
OH
H
H
OH
H
Glucose
+H2O
H
OH
Amine
Fragmentation
Polymerization
OH
Glycoslyamine
As an example:
This reaction takes place in dried milk after being
stored for along time thus beginning to deteriorate
and turn brown.
6. Enzymatic oxidative Browning
When certain fruits and vegetables are cut or bruised, the tissue
expose to the air quickly darkens. By the time the tissue is
exposed to oxygen, phenolic enzymes (phenolases) bring about
oxidation of the phenols in the food and brown or grey black
pigments called melanines are formed the reaction involves a
number of complex steps:
O
OH
O
OH
Oxygen
Copper
Polphenol oxidase
R
Phenols
Rearrangement
Oxidation
Polymerization
Melanin
Brownblack
pigment
R
Ortho
quinones
7. Phenolases are found in many plants with
especially
high
amount
in
potatoes
mushrooms, peaches, banana, avocado and tea
leaves.
However, the browning that occurs in tea
leaves is beneficial as it imparts their
characteristic colour.
The term tannin describes the polyphenolic
compounds that participate in enzymatic
browning and also contributes to an
astringent flavor.
8. Methods used to deter enzymatic browning :
Maintaining an acid pH:
•
An acid pH will retard browning reactions
because the activity of the phenoloxidase
enzyme is highest at a pH of 7 and diminishes
as the pH decreases below 4. The lack of
activity of this enzyme is seen in fruits that
are very acidic such as oranges and grapefruits:
This fruits do not undergo enzymatic browning.
•
Cut fruits may be dipped in acid solution such as
lemon juice and orange juice
9. Use of sulphur:
• Sulphur is a chemical commonly used to prevent the
darkening of foods. Pineapple juice is high in sulphur
compounds and browning is retarded in cut fruits
dipped in this juice. Dried fruits such as apricots and
golden raisins, that might turn to unappetizing brown
colour are routinely dipped in a sulphur solution or
exposed to sulphur fumes as a processing aid to
prevent colour changes. How??? prevent browning by
releasing sulfite ions, which
• prevent melanin formation.
Cut lettuce for salad are dipped in a weak sulphur
solution to retard browning The practice has
stopped in some places because some people
have experienced severe adverse reactions
to sulphur
10. Reducing contact with oxygen:
This is normally done by coating fruits
with sugar or immersing them in
sugar solutions. If fruits are just
soaked in water, they become very
mushy, sugar or salt solutions are
necessary due to their osmotic
pressure.
11. Antioxidants
Antioxidants, such as ascorbic acid are
also effective in reducing browning
because they keep the substrate in a
reduced state, thereby interfering
with the remaining series of reaction
that produce brown pigments. Ascorbic
acid is found in citrus fruit juices and
is available as a commercial product
that is sprinkled on the fruit.
12. Denaturing the enzyme by blanching
Blanching is an effective means of controlling
browning. Rapidly heating foods by dipping briefly
in boiling water will destroy or denature the
phenolase enzymes responsible for the reaction
with the polyphenolic compounds. This destruction
of enzymes allows frozen foods to retain their
colour for a longer period of time.
Blanching treatment is done mostly in vegetables such
as amaranths, spinach etc. However, blanching is
not a good method for retarding browning in
fruits to be eaten fresh as it tends to make them
mushy and changes their flavor.