Lipids Flashcards
Lipids?
- biological molecules that are insoluble in aqueous solution and soluble in organic solvents
- fats, essential to the body
Major functions of lipids?
- serve as structural components of biological membranes
- provide energy reserves, predominantly in the form of triacylglycerols
- both lipids and lipid derivatives serve as vitamins and hormones
- lipophilic bile acids aid in lipid solubilization
- protects nerves and internal organs as thermal covering
- essential for growth
Fluid mosaic model of cell membrane? (4)
- phospholipid bilayer with many proteins, some integral to the membrane, others attached more loosely
- many other components such as cholesterol and attachment sites for extracellular environment (glycoproteins) and intracellular cytoskeleton
What are fatty acids?
- long chain hydrocarbons with carboxyl on one end
- carboxyl end is acidic
- the rest is defined by the number of carbons in the hydrocarbon region and the degree of unsaturation
Degree of unsaturation?
-the presence or absence of C=C double bonds in the hydrocarbon region
Unsaturated fatty acid? (5)
- has double bonds
- oleic acid
Saturated fatty acids? (5)
- has only single bonds
- stearic acid
- palmitic acid
- mostly derived from diet
Monounsaturated fatty acids? (5)
have only one double bond
polyunsaturated fatty acids? (5)
have more than one double bond
Terminology? (6)
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Effects of double bonds? (7)
- presence of double bonds gives hydrocarbon region a distinct bend
- saturated are linear
- carbons can be counted from carboxyl end (C2 = alpha, C3= beta)
- can be counted from methyl end (methyl C is omega 1)
Where are saturated fatty acids found? (8)
- found in dairy and meat and some plant oils (coconut, palm, palm kernel)
- stack together to make solid form at room temp
Where are unsaturated fats found? (8)
- liquid oils at room temp
- because of bends, they do not stack well and are in liquid form
What determines the properties and functions of lipids?
- depend on fatty acid chain length (number of carbons) and degree of unsaturation (the more the double bonds the more unsaturated)
- vary among fatty acids
What are the most common properties of fatty acids?
- an even number of carbons
- between 14-24 carbons
- most common are 16 and 18 carbon fatty acids
What conformation do unsaturated fatty acids normally have?
- cis
- naturally occurring plants oils remain liquid at ambient temps because of the cis double bonds cause a curved configuration and prevents packing into crystal form
What controls membrane fluidity?
-controlled by fatty acid composition and cholesterol content
What are the classifications of fatty acids? (12)
- short chain
- medium chain
- long chain
- very long chain
- because of various lengths, they are digested and metabolized differently
Short chain fatty acids sources? properties?
- sources: bovine milk, swiss cheese, plants silage
- water soluble nature
- more readily absorbed in the stomach than other fatty acids
- 2 to 3 carbons
Medium chain fatty acids sources? properties?
- sources: butter fat, coconut and palm kernel oils
- preferentially transported via portal vein to the liver because of their smaller size and greater solubility compared to longer chains
- for entry into mitochondria, medium chains are not carnitine dependent
- 4 to 11 carbons
- fairly soluble in water
Long chain fatty acids sources? properties?
- sources: animal fats, vegetable and marine oils
- due to size and increased hydrophobic character, long chains are absorbed and metabolized more slowly than short and medium chains
- they need carnitine shuttle for their transport to mitochondrial matrix
- 12 to 20 carbons
- water insoluble
Very long fatty acids sources? properties?
- sources: plant oil, peanut oil
- exclusively oxidized in peroxisomes
- more than 20 carbons
- water insoluble
Why is cows milk not recommended to infants under 12 months old?
- because it contains mostly short and medium chains fatty acids and not long chain (palmitic, oleic, linoleic)
- long chain fatty acids play a vital role in brain development in the first year
- long chain polyunsaturated fatty acids play a vital role in overall development of immunity in infants
What is the effect of chain length on melting point in saturated fatty acids? (15)
- the longer the chain length, the higher the melting point
- fatty acids with melting points above room temp will be solid at room temp (22 degrees C)
What is the effect of degree of unsaturation on melting point in unsaturated fatty acids? (17)
- the larger the degree of unsaturation (more double bonds) the lower the melting point
- monounsaturated and polyunsaturated fatty acids contribute to membrane fluidity
- most membranes (except brain) adapt to diet induced changes
What do diets enriched with monounsaturated fatty acids do for health?
- reduce total cholesterol and LDL levels
- LDL is bad cholesterol, HDL is good - cardioprotective effects
- blood pressure lowering effects
- improve insulin sensitivity
- provide anti thrombotic effects
What foods are high in monounsaturated fatty acids?
- plant oils (canola oil, flaxseed oil, olive oil, peanut oil, pesto sauce, safflower oil, sesame oil, soybean oil, sunflower oil, walnut oil)
- meat fat (pork, beef)
- nuts and seeds (almonds, brazil nuts, natural peanut butter, dry roasted cashews, dry roasted peanuts, dry roasted sunflower seeds, hazelnuts, macadamia nuts, pecans, pine nuts, pistachios, roasted pumpkin seeds, sunflower seeds, walnuts)
- avocado
- olives
- dark chocolate
What are DHA and Arachidonic Acid and why are they important?
- DHA (docosahexanoic acid synthesized in liver and brain) and Arachidonic Acid
- both are crucial to optimal development of brain and eyes
- important in infant nutrition, routinely added to infant formula
- AA is a major constituent of membrane phospholipids and an important precursor to biological compounds that regulate
What are essential fatty acids? (19)
- they are polyunsaturated that are essential to humans because the body cannot introduce double bonds past carbon 9 (counting from carboxyl end)
- mammals do not have enzymes (desaturases) that introduce double bonds at C12 and C15, but plants synthesize them both from oleic acid
- Linoleic acid (LA)
- alpha Linolenic acid (ALA)
Linoleic acid (LA)? (19)
- essential fatty acid
- omega 6, 18:2 (9, 12)
- safflower, soybean, corn, peanut, sunflower oils
- found in egg, meats, grains, nuts, most plant seeds, and some plant oils
- can be desaturated and elongated to arachidonic acid
- LA -> AA, GLA
alpha linolenic acid (ALA)? (19)
- essential fatty acid
- omega 3, 18:3 (9, 12, 15)
- fish, walnuts, pine nuts, flaxseed, wheat germ, green leafy veggies, soy and canola oil
- found in some plant oils (soybean, linseed, flax)
What are two important omega 3 fatty acids? why?
- EPA, 20:5 (5, 8, 11, 14, 17)
- DHA, 22:6 (4, 7, 10, 13, 16, 19)
- they are metabolic derivatives of ALA and necessary for synthesis of a number of regulatory compounds in body
- may reduce risk of heart attack
- fish oils contain EPA and DHA
- ALA -> EPA, DHA
What do the essential fatty acids (LA, ALA) combine with and form? (22)
- combine with cholesterol
- form eicosanoids and steroid hormones
Once ingested, LA (omega 6), what can it be converted into? function? (23)
- may be converted into certain polyunsaturated acids:
- gamma linolenic acid (GLA)
- eicosatrienoic acid
- eicosatetraenoic acid (AA)
- these compounds affect key cell and physiological processes in the body ranging from cell signaling to inflammation
What do omega 3 fatty acids function in? (23)
- essential in growth and development throughout human life cycle
- should be included in diet
- inhibit tissue eicosanoid biosynthesis and reduce inflammation
Arachidonic acid function?
-major constituent of membrane phospholipids and an essential precursor to a number of biological compounds known as eicosanoids that regulate body function, such as immunity, blood clotting, blood pressure
eicosanoids function?
- derived from 20 carbon AA
- modifications of AA from prostaglandins, the inflammatory hormones that aspirin interferes with
- leukotrienes are produced in the body from AA by the enzyme 5-lipoxygenase
Essential fatty acids deficiency side effects?
- hemorrhagic and scaly dermatitis
- skin dryness and atrophy
- weakness
- impaired vision
- tingling sensations
- mood swings
- edema
- high blood pressure
- high triglycerides
- hemorrhagic folliculitis
- hemotologic disturbances (sticky platelets)
- immune and mental deficiencies
- impaired growth
High omega 6/omega 3 ratio in modern diets? what does it lead to?
- modern ratio is 15:1
- excessive omega 6 has been linked with pathogenesis of many diseases, including cardiovascular disease, cancer, inflammatory and autoimmune disease
- a 2:1 ratio has been associated with reduced mortality from cardiovascular disease, suppressed inflammation in patients with rheumatoid arthritis, decreased risk of breast cancer
Structure of cis vs trans unsaturated fatty acids? (25)
- trans are produced when naturally occurring cis are altered chemically by partial hydrogenation
- after this process, cis is changed to trans
- cis has 2 carbons on the same side of the double bond
- trans has 2 carbons on opposite sides of double bond
- so the trans resembles the linear packing of saturated fatty acids
What increases membrane fluidity?
- warmth because lipid molecules have more kinetic energy
- more unsaturated fatty acids which prevent lipids from packing close together
Nerve transmission relation to membrane fluidity?
- nerve transmission relies on ion pumping
- when membranes are not fluid, this interferes with ion channels (transmembrane proteins) and prevents passage of ions
- this is how local anesthetics such as lidocaine work
How does cholesterol affect membrane fluidity?
- the steroid ring helps to stiffen the membrane, making it less fluid and preventing other lipids from packing tight
- trans fatty acids that are incorporated into the cell membranes create denser membranes that alter the normal functions of the cell
Why is fat an essential part of a nutritious diet?
- we need a minimum amount in order to provide adequate levels of essential fatty acids and fat soluble vitamins
- during rest and prolonged exercise, fat is our primary source of stored energy for maintaining cell function
What effect does reducing saturated and trans fat in our diet have?
- consuming saturated and trans fat, they are deposited in cell membranes and replace cis unsaturated fatty acids
- this makes membrane less fluid
- reducing these fats has a cholesterol lowering effect and a decreased risk for cardiovascular disease and obesity
What are most of the lipids consumed by humans in the form of?
- in the form of triglycerides (triacylglycerols, TG)
- the rest consist of cholesterol, cholesterol esters, free fatty acids, phospholipids
Triacylglycerol function?
-TG is the major form of fat stored in adipose cells -they are highly concentrated metabolic energy storage (main constituents of vegetable oils and animal fats) because they are anhydrous and exclude water
Structure of triglyceride? (28)
- TG consists of 3 Carbon glycerol backbone and 3 fatty acids
- glycerol is an alcohol composed of 3 carbon atoms
- each other 3 fatty acids within each TG can be different sizes and can be either saturated or unsaturated
order of packing in TG? (29)
- each fatty acid in TG can be different sizes and can be either saturated or unsaturated
- saturated fatty acids have a straight configuration and usually pack into a solid crystal at ambient temps
- highly ordered packing of fatty acid chains is disrupted by the presence of cis double bonds
- TG with only saturated fatty acids stack well together to make solid fat at room temp
- TG with monounsaturated fatty acids sandwiched between 2 saturated fatty acids don’t stack well because of the bend, these stay liquid at room temp
composition of various fats in butter, vegetable oil, and margarine? (30)
-vegetable oil can be partially hydrogenated to more trans fat, doesnt make it any healthier than saturated fats
What does a diet high in saturated fat and cholesterol result in?
- increased LDL, decreased HDL which promotes cardiovascular disease and cancer growth
- trans fats also raise levels of trigclyeride in blood
- promotes insulin resistance, linked to diabetes, hypertension, and cardiovascular disease
- animal fats and tropical oils high in myristic acid (C14:0) and low in linoleic acid increase cholesterol levels
What can oils high in linoleic acid such as grape seed oil, sunflower oil, and safflower oil do for health?
-play a significant role in reducing blood cholesterol levels when consumed regularly in diet
What is the most important use of lipids in the cells?
- formation of membranes
- membranes contain amphipathic with a hydrophobic end and a hydrophilic end
What are the two general classes of lipids?
- Neutral uncharge lipids (non polar)
- Amphipathic lipids (polar)
Neutral uncharged lipids (non polar) examples? (35)
- Triacylglycerol (TG)
- cholesterol esters (CE)