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OXIDATIVE RANCIDITY

Bryan Giger Howard Chua Alison Alcaraz

Wednesday, December 12, 12

DEFINITION
What

is Rancidity?

Causes Undesirable odors and taste in food Is the decomposition of fats, oils and other lipids are three types - water splits fatty acids

There

Hydrolytic Microbial Oxidative

- Microorganisms break down food - Oxygen breaks down unsaturated fatty acids

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OXIDATIVE RANCIDITY
Oxygen

breaks down double bonds in unsaturated fats through the free radical process
Three

stages:

Initiation Propagation Termination

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INITIATION
Formation RH

of free radicals

-> R + H

Conditions: Light

(sunlight) (Metal)

Catalyst

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PROPAGATION
Free-Radical R

chain reactions

+ O2 + -> ROO + RH -> R + ROOH

ROO As

these reactions happen, peroxide radicals are formed and these in turn react with more unsaturated fatty acids, keeping the reaction continuous

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TERMINATION

Free R R

Radicals combine into non-radical products

+ R -> RR + ROO -> ROOR + ROO -> ROOR + O2

ROO

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Wednesday, December 12, 12

SYNTHETIC ANTIOXIDANTS
Many

synthetic anti-oxidants can be distinguished from their natural counterparts by their molecular structure
They

are usually phenols with a hydroxyl group attached to a benzene ring group is the tertiary butyl group which has three methyl groups bound to one carbon

Another

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ANTI-OXIDANTS

3 Types: 1. Free

Radical Inhibitors (Scavengers) (Chelating Agents)

2. Complexing Agents 3. Reducing Agents

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FREE RADICAL INHIBITORS


Contain Either: interrupt

a Phenolic or Tert-Butyl group

the formation of free radicals in the initiation step of auto-oxidation the propagation of the chain

interrupt

They mop-up radicals

by forming less stable and less reactive radicals or form non-radical products

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FREE RADICAL INHIBITORS


R

+ AH -> R-H + A + AH - R-O-H + A + AH -> R-O-O-H + A

RO

ROO R

+ A -> R-A + A -> R-O-A

RO

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FREE RADICAL INHIBITORS

Simplied Examples: Vitamin

by the formula AH

E (Tocopherols) TBHQ

BHA, BHT,

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BHA (BUTYLATED HYDROXYANISOLE)

Molecular Oxygen

Formula: C11H16O2

Reacts more favorably with BHA or BHT so it acts as a getter and thus preserving food

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BHT (BUTYLATED HYDROXYTOULENE)

Molecular Behaves Is

Formula: C15H24O

as a synthetic version of Vitamin E

a Terminating agent

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Wednesday, December 12, 12

Wednesday, December 12, 12

COMPLEXING AGENTS
Removes Transition Acts

metals (Catalysts)

like a getter for Transition metals an irreversible complex with metal ions like iron(II) ion Fe2+

Forms

This

complexing is known as chelating (forming Ligands on metals)

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(ethylenediaminetetraacetic acid)

4EDTA

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REDUCING AGENTS

Act Can

just like a reducing agent in a ReDox Reaction

react with both oxygen and hydroperoxides produced in the auto-oxidation reaction
Are

electron donors that are ably to remove or reduce the concentrations of oxygen

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REDUCING AGENTS

Examples: Vitamin

Carotenoids -Carotene

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VITAMIN C (ASCORBIC ACID)

Half

Equation of Vitamin C

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RESOURCES/FURTHER READING

http://www.foodcanmakeyouill.co.uk/library/content/

Antioxidants.pdf

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