Organic Chemistry › Help with Organic Lipids
An unknown molecule was found to have a molecular formula of . This molecule can be identified as a __________.
None of these
fatty acid
steroid
triaclyglycerol
This question is a little bit tricky. At first glance, we would jump to the conclusion that this molecule is a long hydrocarbon chain attached to a carboxylic acid and, therefore, a fatty acid. The premise is correct. However, our conclusion is false because, by convention, a fatty acid must contain a carbon chain of at least 12 carbons. The given formula does not match the description for a steroid or triacylglycerol. The correct answer is none of these.
What is the primary biological function of a fatty acid?
To serve as a medium for the derivation of other important lipids
To serve as a water barrier on the outside of leaves and feathers
To serve as a medium for energy storage
All of these
The primary biological function of a fatty acid is to serve as a medium for the derivation of other important lipids such as waxes, triacylglycerols, phospholipids, and other necessary lipids.
The following terpene is classified as which of the following?
Monoterpene
Hemiterpene
Monoterpenoid
Diterpene
Eicosanoid
The molecule's skeletal structure contains two isoprene (2-methylbutyl) units, and therefore the molecule is a monoterpene.
Before the advent of synthetic soap, hand soap was made from animal fat, namely triacylglycerols. What property of triacylglycerols make them an ideal component in hand soap?
The presence of hydrophobic tails and hydrophilic heads that work to dissolve into and remove dirt/grease on the skin
The ability to engulf dirt/grease on skin
The ability to engulf and digest harmful bacteria on skin
None of these
A triacylglycerol is derived from the hydrolysis of glycerols and fatty acids. Triacylglycerols have hydrophobic hydrocarbon tails and hydrophilic heads (amphipathic). The hydrophobic tails dissolve into dirt/grease on the skin while the hydrophilic tails work with running water to suspend and remove the dissolved impurities.
Based on the formula and structure of this molecule, this molecule can be classified as a __________.
wax
fatty acid
protein
complex sugar
The correct answer is the lipid, wax. Lipids can often be identified based on their structure alone. The general structure of wax is an ester with two long carbon chains on each end of the ester, as seen in this problem. Additionally, fatty acids can be identified simply as long carbon chains with a carboxylic acid on one end, while the general structure of steroids can be seen as four connected hydrocarbon rings.
Which of these two fatty acids has the lower melting point and why?
Alpha-linolenic acid, because it contains more cis double bonds.
Alpha-linolenic acid, because it contains fewer cis double bonds.
Stearic acid, because it contains more cis double bonds.
Stearic acid, because it contains fewer cis double bonds.
They have the same melting point since both have 18 carbons.
Fatty acids that contain a higher degree of unsaturation (more alkene bonds) will introduce more "kinks" into the hydrocarbon chain. This "kinked" chain does not stack nicely with other fatty acids of its kind and therefore are more likely to slip past each other at lower temperatures. This is primarily due to the van der Waals forces within the unsaturated fatty acids being disrupted with the introduction of double bonds. As a result, unsaturated fatty acids generally have a lower melting point than saturated fatty acids.
Which of the following lipids is polyunsaturated?
I. (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid
II. Octadecanoic acid
III. (9Z,12Z)-octadeca-9,12-dienoic acid
IV. (9Z)-9-Octadecenoic acid
I and III
I, III, and IV
II only
I and IV
II and III
This question tests your knowledge of what an unsaturated lipid is, as well as your ability to obtain structural information from IUPAC names.
Firstly, a polyunsaturated lipid is a long carboxylic acid hydrocarbon chain that features multiple unsaturations, or double bonds. Remember from nomenclature that the stem "-en" indicates double bonds, or alkenes, while "-an" indicates alkanes, or fully saturated hydrocarbons. The relevant stems in the answer choices are italicized below:
I. (9Z,12Z,15Z)-octadeca-9,12,15-_trien_oic acid
II. Octadec_an_oic acid
III. (9Z,12Z)-octadeca-9,12-_dien_oic acid
IV. (9Z)-9-Octadec_en_oic acid
As you can see, "trien" and "dien" in I and III indicate these lipids are polyunsaturated, while "an" in II indicates a fully saturated lipid and "en" in IV indicates a monounsaturation. The lipids are drawn below as well, with the alkenes in polyunsaturated lipids circled in red, and the alkene in the monounsaturated lipid circled in green.
What is the name of the pictured fatty acid?
Arachidonic acid
Linoleic acid
Oleic acid
Eicosapentaenoic acid
Palmitoleic acid
The pictured structure represents arachidonic acid due to the 20-carbon carboxylic acid chain with characteristic unsaturated (double) bonds after carbons 5, 8, 11, and 14.
What type of lipid is shown below?
Triglyceride
Phospholipid
Steroid
Phosphatidylcholine
Fatty acid
A triglyceride consists of three fatty acid chains bound to a glycerol backbone via ester bonds, as shown by the pictured structure.
Identify the common name of the fatty acid shown here.
Oleic acid
Linoleic acid
Arachidonic acid
Palmitic ccid
Myristic acid
Oleic acid is a fatty acid consisting of 18 carbon molecules and a single unsaturated (double) bond after carbon 9, as pictured.