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Sequestrants

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EDTA, citrate, phosphates. Scavenge free radicals ... EDTA. Citrate. Other organic acids. Phosphates. Stability Constants log K. Ion Ca 2 Fe 2 Fe 3 Cu 2 ... – PowerPoint PPT presentation

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Title: Sequestrants


1
Sequestrants Antioxidants
  • Unsaturated fatty acids are subject to oxidation
    with the formation of off flavors
  • Lipid oxidation is accelerated by iron and copper
  • Seqestrants bind minerals and help prevent
    oxidation
  • Antioxidants stop free radical propagation

2
Oxidation Reviewhttp//class.fst.ohio-state.edu/F
ST605/lectures/lect3.html
3
Oxidation Accelerators
  • Oxygen
  • Unsaturation
  • Heat
  • Copper, iron
  • Free radicals
  • Light

4
What can we do to prevent or reduce oxidation?
  • Remove oxygen
  • How?
  • Gas (N2 ,CO2 ) flush
  • Vacuum pack
  • Exhaust before closing
  • Chemically remove it - Iron, glucose oxidase
  • Oxygen impermeable packages to keep it out

5
What can we do to prevent or reduce oxidation?
  • Reduce unsaturation
  • Hydrogenation
  • Different fat source
  • Reduce fat
  • Reduce temperature
  • Note lipids still oxidize in the freezer
  • Reduce light

6
What can we do to prevent or reduce oxidation?
  • Reduce iron, copper ions
  • Sequester iron, copper ions
  • EDTA, citrate, phosphates
  • Scavenge free radicals

7
Initiation
  • Light
  • Metal ions
  • Oxygen
  • Solutions
  • Packaging
  • Sequesterants
  • Singlet oxygen quenchers

8
Propagation
  • Antioxidants (free radical scavengers)
  • Donate Hs to quench free radicals
  • Sequesterants

9
Termination
  • No one cares because your product is already past
    the point where it can be sold.

10
Sequesterants
  • Bind metal ions
  • Complex doesnt promote oxidation
  • Important also for
  • Solubility
  • Texture
  • Color
  • Taste

11
Sequesterants
  • EDTA
  • Citrate
  • Other organic acids
  • Phosphates

12
Stability Constants log K
  • Ion Ca2 Fe2 Fe3 Cu2
  • EDTA 10.7 14.3 25.7 18.8
  • Citric Acid 3.5 3.2 11.8 6.1
  • Pyrophosphate 5.0 22 6.7

13
Antioxidants Reviewhttp//class.fst.ohio-state.ed
u/FST605/lectures/lect6.html
14
Characteristics of Antioxidants
  • Donate H
  • Typically Phenolic
  • SH would work
  • Number of H's that can be donated
  • Solubility
  • Vapor pressure
  • Flavor
  • Color

15
Resonance Stabilization
16
GRAS Antioxidants
  • Ascorbic acid
  • Erythorbic acid
  • Ascorbyl palmitate
  • Thiodipropionic acid
  • Butylated hydroxy anisole (BHA)
  • Butylated hydroxy toluene (BHT)
  • Calcium ascorbate
  • Dilauryl dithiopropionate
  • Gum Guaiac (0.1 max)
  • Sodium ascorbate
  • Tocopherols
  • Max 0.02 of the fat

17
Antioxidants 21 CFR 172
  • BHA
  • BHT
  • Ethoxyquin
  • 4-hydroxymethyl-2,6-di-tert-butyl phenol
  • TBHQ
  • TBHP
  • Anoxomer

18
BHA BHT
  • BHA
  • BHT

19
BHA
  • Commonly used in animal products
  • Good carry through
  • Used in packaging materials
  • More expensive than BHT

20
BHT
  • Cheap
  • Widely used in industrial applications
  • Used in combination with BHA for synergistic
    effect
  • More volatile than BHA

21
Propyl Gallate
  • Decomposes at 148 C
  • Poor carry through
  • Can form colored complexes
  • Has three donateable Hs
  • Usually used in combination

22
TBHQ
  • 2 Hs
  • Good carry through for frying
  • Can turn pink at high pH
  • Often combined with BHA

23
Natural Antioxidants
  • Tocopherol
  • Ascorbic acid
  • Sulphydryl containing proteins

24
What would be the difference in the oxidation of
these products?
  • An uncooked potato
  • A potato chip
  • Instant potato flakes

25
QuizWhere do you find antioxidants and
sequesterants?
26
Answer
  • Products containing unsaturated fatty acids,
    especially poly unsaturated acids where
  • Lipid content is a major ingredient in the food
  • a long shelf-life is desired
  • Foods have a significant levels of copper or iron
  • Package permits exposure to light
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