Fatty Acids

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Biochemistry › Fatty Acids

Questions 1 - 10
1

Select the most accurate description of alpha-linolenic acid.

Is a precursor for eicosapentaenoic acid (EPA)

Can be synthesized de novo in the body

Is a twenty-carbon chain omega-3 fatty acid

Is a precursor for arachidonic acid (AA)

Is an eighteen-carbon chain omega-6 fatty acid

Explanation

Alpha-linolenic acid is an essential fatty acid that must be consumed in the diet (cannot be synthesized by the body). It is an eighteen-carbon omega-3 fatty acid that is used to synthesize eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA), two important long chain polyunsaturated fatty acids. Alpha-linoleic acid is the precursor to arachodonic acid (AA).

2

Which of the following factors contribute to increasing the melting point of a fatty acid?

Increased fatty acid chain length

Increased number of double bonds

Introducing cis-double bonds

Adding methylene groups

Decrease fatty acid chain length

Explanation

Double bonds cause unsaturation, thus decreases the melting point. Cis-double bonds as well as methylation also introduce kinks within the chain, decreasing the melting point. Increasing the fatty acid chain length creates saturation, thus causes the melting point to increase. Therefore, decreasing fatty acid chain length has the adverse effect.

3

How many hydrogens are bound to a carbon atom in the middle of a saturated fatty acid chain?

Explanation

In a saturated fatty acid, all of the covalent carbon to carbon bonds are single bonds. So a carbon atom in the middle of the chain will have two covalent bonds to other carbon atoms, and can therefore bond to two hydrogen atoms.

4

Micelle formation is a result of which of these?

Hydrophobic interactions with the carbon chain end of free fatty acids

Hydrophobic interactions with the polar head of free fatty acids

Hydrogen bonding between water and the polar head of free fatty acids

Hydrogen bonding between water and the carbon chain end of free fatty acids

Covalent bonding between fatty acids and water

Explanation

The hydrocarbon tail of free fatty acids is nonpolar, and so it interacts unfavorably with water molecules. So, when free fatty acids are placed in a polar environment, the nonpolar tails are driven together and inward in order to avoid water molecules. A micelle is formed from the circular formation of free fatty acids.

5

Omega-6 fatty acids are primarily found in __________.

poultry

salmon

flax seeds

chia seeds

krill

Explanation

Omega-6 fatty acids are primarily found in vegetable oils (ex. soybean oil or corn oil), chicken, and eggs. Note that poultry feed is very heavy on corn products and thus increases the omega-6 fatty acid proportion of almost all farm raised animals. Fish, chia seeds, and flax seeds are high in omega-3 fatty acids.

6

Which of the following is not an omega-3 fatty acid?

Dihomo-gamma-linolenic acid (DGLA)

Alpha-linolenic acid (ALA)

Eicosapentaenoic acid (EPA)

Docosahexaenoic acid (DHA)

docosapentaenoic acid (DPA)

Explanation

Dihomo-gamma-linolenic acid (DGLA) is a twenty-carbon omega-6 fatty acid that is a desaturation product of linoleic acid. The rest of the answer choices are indeed omega-3 fatty acids.

7

Which of the following statements about oleic acid is false?

There are 16 carbon atoms in its longest chain

It is a fatty acid with an omega-9 unsaturation

Its condensed molecular formula is

Its IUPAC name is (9Z)-Octadec-9-enoic acid

None of the other answers is false

Explanation

Oleic acid (which composes much of olive oil) has a double bond between its 9th and 10th atoms. Hence it has an omega-9 unsaturation. It has 18 carbon atoms, not 16, which gives it a condensed molecular formula:. Because it is a cis-isomer, the IUPAC name contains a Z, and becuse it is an unsaturated carboxylic acid, it ends in -enoic acid.

8

Omega-3 fatty acids __________.

can be used to synthesize anti-inflammatory (or less-inflammatory) eicosanoids

are found in most vegetable oils

have a double bond at the 6th carbon

are a substrate for the synthesis of series 2 prostaglandins

are considered pro-inflammatory

Explanation

Omega-3 fatty acids can be utilized as a substrate for the synthesis of series 3 prostaglandins (a subclass of eicosanoids), and are generally considered "anti-inflammatory" for this reason. Furthermore, omega-3 fatty acids are so named for having a double bond at the 3rd carbon from the omega end. They are generally found in fish and flax and chia seeds, while omega-6 fatty acids are in poultry and vegetable oils.

9

If arachidonic acid is used as a substrate for eicosanoid synthesis, what type of eicosanoid can be produced?

Thromboxane A2 (TXA2)

Thromboxane A3 (TXA3)

Prostaglandin I3 (PGI3)

Thromboxane A1 (TXA1)

Explanation

Arachidonic acid (AA) is used as a substrate for series 2 eicosanoid synthesis, including thromboxane A2 (TXA2). Series 3 eicosanoids are synthesized from alpha-linolenic acid (ALA), and series 1 are synthesized from dihomo-gamma-linolenic acid (DGLA).

10

Which of the following is true of eicosanoids produced from alpha-linolenic acid?

They produce a weak platelet aggregation response

They produce a strong platelet aggregation response

They are considered pro-inflammatory

A decreased amount is recommended for those with high risk of heart disease

Their production is increased by adding vegetable oil in the diet

Explanation

Alpha-linolenic acid (ALA) is an omega-3 fatty acid that is utilized to produce series 3 eicosanoids. Series 3 eicosanoids lead to a weak platelet aggregation response, and are considered anti or less-inflammatory. Thus, a diet rich in omega-3 fatty acids is recommended for those with heart disease risk. Omega-3 fatty acids are primarily found in fish or flax and chia seeds, not vegetable oil, which is rich in omega-6 fatty acids.

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