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Louis-Camille
Maillard
(1878 - 1936)
Photographed in
his laboratory
ca 1915
1912 – 1916:
He published 8 papers
on his observations of
colour changes on
mixing amino acids and
sugars.
Flavour and Colour in the
Maillard Reaction
H2O
rearrangement
NHROH
OOH
H
OH
OH
Amadori intermediate
carbonyl compounds
 H2O
 RNH2
O
O
H
O
O
O CHO
HO
O
OOH
O OH
O
O CHO
O OH
O
amino acids
FLAVOUR
COMPOUNDS
MELANOIDIN
PIGMENTS
H
O
OH OH
OHOH
OH
R NH2+
reducing sugar amino
compound
Amino acid
or
proteins
INTRODUCTION
 Reducing sugars Brown colors
Desirable Undesirable
 Reducing sugars + Amino Acids Free amino acid or
Free amino group of
a protein
MAILLARD
REACTION
Maillard Reaction
 Some of the classes of flavor compounds include –
 Nitrogen-containing heterocyclics
 Oxygen-containing heterocyclics
 Sulfur-Containing Heterocyclic
Oxygen-containing heterocyclics
 The furanones and pyranones are oxygen-containing
heterocyclic compounds associated with both
caramelized and Maillard flavors
 The odor characters most common to this group of
compounds would be
 caramel-like,
 sweet,
 fruity,
 butterscotch,
 nutty, or
 burnt.
Oxygen-containing heterocyclics
Types of oxygen-cont,heterocyclics ,Flavor note
Cyclotene sweet maple
character
3-ethyl-2-hydroxy-2-
cyclopenten-1-one
caramel, nut, maple,
and butterscotch
flavorings
4-methoxy-2,5-dimethyl-
3(2H)-furanone
odor similar to sherry
n-butyl ether derivative
of furanone
jasmine-like odor
oxazoles and
oxazolines
green, sweet, floral,
or vegetable-like
aromas
2,Sulfur-Containing Heterocyclics
 Thiazoles and pyrazines have similar sensory properties

Thiophenes have only been found in cooked or roasted
food products

These compounds, like the thiazoles and thiophenes,
typically are formed via the reaction of sulfur-containing
amino acids with intermediates of the Maillard reaction.
Sulfur-Containing Heterocyclics
Types of sulphur-contg.
heterocyclics
Typical flavor note
Thiazoles
alkylthiazoles green, nutty, roasted, vegetable, or
meaty notes
Trimethyl thiazole cocoa, nutty character
2-isobutyl thiazole strong, green odor of tomato leaf
important to tomato flavor
2,4-dimethyl-5-vinyl thiazole nut-like odor
2-acetyl thiazole nutty, cereal, and popcorn flavor
Thiophenes
Thiophene Pungent character
2,4-dimethyl thiophene flavor of fried onions
2-acetyl-3-methyl thiophene honey-like sensory quality at 0.25
g/100 L
NITROGEN CONTG. HETEROCYCLICS
Pyridines
 Pyridine compounds appear to be less widely
distributed in browned foods than the pyrroles and
pyrazines
 green notes are quite common
 The contribution of the pyridines to browning flavor is
dependent on the individual pyridine formed and its
concentration in the food.
 At low concentrations, the pyridines typically
contribute very pleasant notes. However, they
generally become harsh and offensive at higher
concentrations.
Types of nitrogen-contg.
heterocyclics
Typical flavor note
Pyridines
3-methyl pyridine green odor
3-methyl-4-ethyl pyridine sweet and nutty
Pyridine pungent
2-acetyl-pyridine tobacco-like
Food processing and maillard reaction
products;effect on human health and nutrition
 Meat processing and MR
 MR on Milk processing
 Coffee bean processing and MR
 Pasta processing and MR
 Soybean processing and MR
C0nclusion and perspectives
maillard reaction products have both positive and negative impacts on health.
Diverse MRPs act as antioxidants, bactericidal, antiallergenic, antibrowning,
prooxidants, and carcinogens.
Most of these properties depend on processing of food. High temperature heating
makes some food nutritious, whereas some of the foods lose their nutritional value.
Many strategies are employed in the food industries to reduce the production of
MRPs.
For example, acrylamide has been classified as a probable carcinogen to humans by
the International Agency for Research on Cancer .
During food preparation at high temperature, acrylamides are formed in many types
of foods via Maillard reaction .
To reduce the amount of acrylamide, asparaginase has been successfully used in
laboratory for potatoes and cereals . It has also been reported that injection of
CO2during extrusion process helps to reduce the level of acrylamide .
Maillard reaction rk
Maillard reaction rk

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Maillard reaction rk

  • 1.
  • 2. Louis-Camille Maillard (1878 - 1936) Photographed in his laboratory ca 1915 1912 – 1916: He published 8 papers on his observations of colour changes on mixing amino acids and sugars.
  • 3. Flavour and Colour in the Maillard Reaction H2O rearrangement NHROH OOH H OH OH Amadori intermediate carbonyl compounds  H2O  RNH2 O O H O O O CHO HO O OOH O OH O O CHO O OH O amino acids FLAVOUR COMPOUNDS MELANOIDIN PIGMENTS H O OH OH OHOH OH R NH2+ reducing sugar amino compound Amino acid or proteins
  • 4. INTRODUCTION  Reducing sugars Brown colors Desirable Undesirable  Reducing sugars + Amino Acids Free amino acid or Free amino group of a protein MAILLARD REACTION
  • 5. Maillard Reaction  Some of the classes of flavor compounds include –  Nitrogen-containing heterocyclics  Oxygen-containing heterocyclics  Sulfur-Containing Heterocyclic
  • 6. Oxygen-containing heterocyclics  The furanones and pyranones are oxygen-containing heterocyclic compounds associated with both caramelized and Maillard flavors  The odor characters most common to this group of compounds would be  caramel-like,  sweet,  fruity,  butterscotch,  nutty, or  burnt.
  • 7. Oxygen-containing heterocyclics Types of oxygen-cont,heterocyclics ,Flavor note Cyclotene sweet maple character 3-ethyl-2-hydroxy-2- cyclopenten-1-one caramel, nut, maple, and butterscotch flavorings 4-methoxy-2,5-dimethyl- 3(2H)-furanone odor similar to sherry n-butyl ether derivative of furanone jasmine-like odor oxazoles and oxazolines green, sweet, floral, or vegetable-like aromas
  • 8. 2,Sulfur-Containing Heterocyclics  Thiazoles and pyrazines have similar sensory properties  Thiophenes have only been found in cooked or roasted food products  These compounds, like the thiazoles and thiophenes, typically are formed via the reaction of sulfur-containing amino acids with intermediates of the Maillard reaction.
  • 9. Sulfur-Containing Heterocyclics Types of sulphur-contg. heterocyclics Typical flavor note Thiazoles alkylthiazoles green, nutty, roasted, vegetable, or meaty notes Trimethyl thiazole cocoa, nutty character 2-isobutyl thiazole strong, green odor of tomato leaf important to tomato flavor 2,4-dimethyl-5-vinyl thiazole nut-like odor 2-acetyl thiazole nutty, cereal, and popcorn flavor Thiophenes Thiophene Pungent character 2,4-dimethyl thiophene flavor of fried onions 2-acetyl-3-methyl thiophene honey-like sensory quality at 0.25 g/100 L
  • 10. NITROGEN CONTG. HETEROCYCLICS Pyridines  Pyridine compounds appear to be less widely distributed in browned foods than the pyrroles and pyrazines  green notes are quite common  The contribution of the pyridines to browning flavor is dependent on the individual pyridine formed and its concentration in the food.  At low concentrations, the pyridines typically contribute very pleasant notes. However, they generally become harsh and offensive at higher concentrations.
  • 11. Types of nitrogen-contg. heterocyclics Typical flavor note Pyridines 3-methyl pyridine green odor 3-methyl-4-ethyl pyridine sweet and nutty Pyridine pungent 2-acetyl-pyridine tobacco-like
  • 12. Food processing and maillard reaction products;effect on human health and nutrition  Meat processing and MR  MR on Milk processing  Coffee bean processing and MR  Pasta processing and MR  Soybean processing and MR
  • 13. C0nclusion and perspectives maillard reaction products have both positive and negative impacts on health. Diverse MRPs act as antioxidants, bactericidal, antiallergenic, antibrowning, prooxidants, and carcinogens. Most of these properties depend on processing of food. High temperature heating makes some food nutritious, whereas some of the foods lose their nutritional value. Many strategies are employed in the food industries to reduce the production of MRPs. For example, acrylamide has been classified as a probable carcinogen to humans by the International Agency for Research on Cancer . During food preparation at high temperature, acrylamides are formed in many types of foods via Maillard reaction . To reduce the amount of acrylamide, asparaginase has been successfully used in laboratory for potatoes and cereals . It has also been reported that injection of CO2during extrusion process helps to reduce the level of acrylamide .

Editor's Notes

  1. Desirable: browning of the crust of the bread or coffee roasting or onions frying. Undesirable (heating or storage conditions): stored condensed milk, or dry vegetables