Lipids Flashcards
What bonds do lipids primarily contain ?
non-polar carbon-hydrogen (C-H) bonds
Most phospholipids contain a diglyceride, a phosphate group, and a simple organic molecule such as choline, what phospholipid is an exception to this rule ?
sphingomyelin, which is derived from sphingosine instead of glycerol
It is a steroid alcohol with 27 carbon atoms that are arranged in a tetracyclical sterane ring system, with a C-H sidechain
Cholesterol
What makes cholesterol amphipathic ?
contains a polar hydroxyl (OH) group on it’s a-ring
How much cholesterol is actually absorbed from what you gain in a day ?
30% - 60%
What is composed of the mixed micelles formed through emulsification ?
monoglycerides fatty acids conjugated bile acids. unesterified cholesterol phospholipids
What is the role of bile acids in the formation of micelles ?
it acts as a detergent
Where does cholesterol absorption occur the most ?
middle jejunum and terminal ileum of the small intestine
What electrolyte protein mediates cholesterol absorption ?
NPC1L1 (Niemann-Pick C1-like 1)
What happens when the cholesterol enters the intestinal mucosal cell ?
it is packaged with triglycerides, phospholipids, and a large protein called apolipoprotein (apo) B-48 into large lipoprotein particles called chylomicrons
What is the purpose of cholesterol esterification ?
helps reduce the cytotoxicity of excess free cholesterol
once cholesterol is esterified, it loses its free hydroxyl group and becomes much more hydrophobic
What mediates intracellular cholesterol esterification ?
acylcholesterol acyltransferase (ACAT)
What mediates intravascular cholesterol esterification ?
lecithin acyltransferase (LCAT)
How much bile acids are reabsorbed in the lower third of ileum and are returned to the liver by the enterohepatic circulation ?
90%
What happens to bile acids that enter the large intestine ?
deconjugated by bacterial enzymes to secondary bile acids
What happens when the amount of cholesterol is bile exceeds the capacity of these solubilizing agents ?
it is possible for cholesterol to precipitate and form gallstones
What is the general chemical formula for fatty acids ?
RCOOH
How many carbons are in a short chain of fatty acid ?
2 - 4
How many carbons are in a medium chain of fatty acid ?
6 - 10
How many carbons are in a long chain of fatty acid ?
12 - 26
Which fatty acid chain length is of most importance to human nutrition and metabolism ?
long chain class
Compare the double bonds of saturated, monosaturated, and polyunsaturated fatty acids
Saturated: have no double bonds
Monounsaturated: one double bond
Polyunsaturated: multiple double bonds
Why are unsaturated fatty acids prone to oxidation ?
the nonenzymatic reaction of oxygen with their double bonds
Why do free fatty acids primarily exist in their ionized forms ?
free fatty acid carboxyl group has pKa of approximately 4.8
What is the normal concentration of free fatty acid in humans ?
0.3 to 1.1 mmol/L (8 to 31 mg/dL)
Where does stage three of cholesterol biosynthesis occur ?
endoplasmic reticulum
Where are fatty acids catabolized ?
mitochondria
What is a common pathway for the final oxidation of nearly all metabolic fuels ?
krebs cycle
Why is energy storage by triglyceride efficient in terms of space ?
it does not require any water for hydration, unlike carbohydrates
What does B-oxidation do in fatty acid catabolism ?
produce energy
this process is repeated to shorten the fatty acid chain by two carbon atoms at a time from the carboxy terminal end of the molecule
How do fatty acids exist in human plasma ?
majority of plasma fatty acids are found as a constituent of triglycerides or phospholipids
only a relatively small amounts of fatty acids exist in the free or unesterified form, most of which is bound to albumin
Differentiate cis and trans form of unsaturated fatty acids
CIS
• both hydrogen atoms on the same side of the C=C
double-bond
• bend in their structure
• bends increase the space that unsaturated fatty acids require when packed in a lipid layer and, as a result, these fatty acids are more fluid because they do not as readily self-associate
TRANS
• both hydrogen atoms on opposite side of the C=C double-bond
• no bend
• physical properties more similar to saturated fatty acids
If trans fatty acids are not commonly found in nature, why are they present in our diet ?
chemical hydrogenation treatment used in food processing for converting polyunsaturated plant oils into solid margarine introduces trans double bonds
This lipid is characterized by the presence of a glycerol moiety and fatty acid chains
acylglycerols
Differentiate monoacylglycerols, diacylglycerols, and triacylglycerols
monoacylglycerols
• one fatty acid molecule attached to a glycerol molecule by an ester bond
• present in trace levels in fresh animal and plant tissues
diacylglycerols
• two fatty acid chains attached to a glycerol molecule by an ester bond
• present in trace levels in fresh animal and
plant tissues
triacylglycerols
• three fatty acid molecules attached to one glycerol molecule by ester bonds
• structure has no charged groups or polar hydrophilic groups, making it hydrophobic and water-insoluble
• neutral lipid because it has no charge
Triglycerides containing saturated fatty acids are at what state of matter at room temperature ?
solid as they don’t have bends in their structure making them pack together more closely
Triglycerides containing cis unsaturated fatty acids are at what state of matter at room temperature ?
typically form oils
Triglycerides from plant sources are at what state of matter at room temperature ?
oils as they are rich in polyunsaturated fatty acids
Triglycerides from animal sources are at what state of matter at room temperature ?
contain mostly saturated fatty acids and are usually solid
How much tissue storage fat is constituted by triglycerides ?
95%
What form of glyceryl esters is predominantly found in plasma ?
Triglycerides
Where are dietary triglycerides digested and absorbed at ?
digested in the duodenum and are absorbed in the proximal ileum
Which lipid is similar to phospholipids in structure ?
triglycerides, except that they only have two esterified fatty acids, the third position on the glycerol backbone instead contains a phospholipids head group
Name a few phospholipid head groups
choline, inositol, serine, and ethanolamine
What phospholipid is most commonly found on lipoproteins and in cell membranes ?
Phosphatidylcholine
How many carbon atoms usually make up phospholipids ?
14 - 24
What makes phospholipids amphipathic ?
phospholipids contain both hydrophobic fatty acid C-H chains, and a hydrophilic head group
What common structure do all steroid molecules have ?
cyclopentanoperhydrophenantrene (steroid nucleus) characterized by four fused rings
Terpenes are polymers of the ___ and include vitamins ___, ___, and ___ and the ___, which play important roles in ___.
five-carbon isoprene
A, E, and K
dolichols
protein glycation.
What lipid controls the body’s internal climate with the goal of maintaining constant temperature ?
triglycerides
What does leptin do ?
a hormone that regulates appetite
What essential fatty acids help regulate cholesterol and blood clotting and control inflammation in the joints, tissues, and bloodstream ?
Omega-3 and omega-6
What lipids are required for proper reproductive health ?
fatty acids
How are lipids focal to brain activity in structure and in function ?
they help form nerve cell membranes, insulate neurons, and facilitate the signaling of electrical impulses throughout the brain