Definitions
and Structural Chemistry
Acrylamide is composed
of amide group and a vinyl group which is an intermediate product resulting
from the decomposition reaction mailard into several precursors, ie products
with a reducing sugar and aspargin. This substance is also used to purify
drinking water. Since 1950, acrylamide is produced by the hydration of
acrylonitrile and contained in the form of monomers, whereas polyacrylamide is
in the form of a polymer (Anonymous 1994; 1985). Here below is the conformation
of the chemical structure of acrylamide Figure 1.
Figure 1. Structure of
Acrylamide
Physical and Chemical
Characteristics of Acrylamide
Acrylamide is a white crystalline solid Shaped, odorless,
Highly soluble in water, ethanol, ether and chloroform, moderatly soluble in
organic solvents, density 1,123 g / cm3 30 ° C has a molecular weight of 71,
melts at a temperature of 84.5 ° C, and boils at a temperature of 125 ° C,
soluble in water, acetone, and etalolini, easy to react by reaction of the
amide or carbon double bond, the combustion process produces substances that
are harmful to health, such as ammonia, carbon monoxide, and nitrogen oxides.
Acrylamide is commonly used in industry as a drinking
water purification material, adhesive raw materials, plastics, printing ink,
dye synthetic, emulsion stabilizers, paper and cosmetics. In addition,
acrylamide is often used as a copolymer in the manufacture of contact lenses.
Acrylamide is produced since 1950 by means of
hydration of acrylonitrile and contained in the form of monomers, being there
in the form of polyacrylamide polymer.
Acrylamide Danger
Initial studies indicate that acrylamide relationship
with health related to carcinogenicity and neurotoxicity. Acrylamide has a
saturated system electrophile
which can react with nucleophilic center. The cluster of proteins and amino
acids into the target primary reaction because they have nucleophilic center.
Binding of acrylamide with the hemoglobin protein, causes
toxicity in the action of the network. Forms monomer are toxic to
the central nervous system, while the polymer form is known to be toxic.
Exposure to acrylamide at high doses shown to damage DNA that acts as genetic
material, the nerve center, causing tumor, lower fertility rates, and resulted
in a miscarriage in mice, whereas in the long term with smaller doses can
trigger disturbances in the peripheral nervous system , After exposure to
acrylamide is stopped, such disorders can be reduced, but it can last for
months or even years.
Acrylamide danger: a) are neurotoxic means toxic
attacking the peripheral nerve tissue in humans and cause irritation to the
skin and eyes. b) Acrylamide is a cancer-causing substances (carcinogenic) that
damage DNA with a mutation spectrum, wherein the acrylamide is produced when
food is processed at temperatures> 120 °
C) Acrylamide is able to mutate the DNA in mouse embryo cells. Cell embryos
were exposed akrilamide increased amount due to mutated.
The results of the reviews Claus et al (2008) also
reported that the oncogenic studies in rats Fischer who received 2 mg
acrylamide / kg significantly enhances the tumor in the thyroid gland, testes,
the central nervous system, uterus, and other tissues. However, of all the
studies use high doses of acrylamide with animal experiments, it is not easy to be extrapolated into acrylamide
through food intake in humans.
Acrylamide Formation
During Food Processing
Acrylamide is found in
certain foods eg potato chips, french fries, cereals and bread, which is in the
process and making use of high temperatures. Where thermal expansion and
increasing time, can increase the levels of acrylamide. Initial studies Mottram
and Stadler strongly suspect that the formation of acrylamide in potato is
heated as a result of the reaction of amino acids such as aspargine (and some
glutamine) and reducing sugars (glucose and fructose). The main amino acid
asparagine which has a structure similar to acrylamide, and the compound
suspected of the most instrumental in the formation of acrylamide.
The mechanism for
formation of acrylamide in foods by the Maillard reaction, the reaction between
a reducing sugar degradation product of starch (carbohydrate) (such as glucose
and fructose) with free amino acids (such as alanine, asparagine, glutamine,
and methionine) found naturally in foodstuffs with heating using high
temperature (above 120 ° C).
Usually this event
occurs at the time of frying, roasting or baking. The third process is
responsible for the high-low acrylamide in food. The darker the color of the
product as a result of cooking, the more the content of acrylamide in it.
The
threshold of acrylamide
The Environmental
Protection Agency (EPA) in 1992 and the European Union and the World Health
Organization in 1985 has restricted the level of acrylamide in drinking water
of 0.5 mg / L (ppb). Office of Environmental Health Hazard Assessment (OEAHHA),
a division of the EPA are located in California, the United States has
determined that 0.2 ug / day of acrylamide is not carcinogenic. A single dose
of acrylamide produce acute toxic effect only at doses above 100 mg / kg, and
reported LD50 typically above 150 mg / kg.
Risk assessment results
of studies on the intake of acrylamide in some countries is estimated at
between 0.2 to 0.8 mg / kg / day. The FDA reported that the estimated intake of
acrylamide for US consumers an average of 0.4 mg / kg / day. For International
customers on average range from 0.2 to 1.4 mg / kg / day. Based on the
estimates of many countries, identified average acrylamide intake of 1-4 mg /
kg / day. World Health Organization (WHO) states that in the general
population, the average intake of acrylamide through food is in the range
0.3-0.8 mg / kg / day.
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