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Questions and Answers
In the context of lipid geometry pertaining to double bonds, which of the following statements most accurately describes the distinction between cis and trans configurations and their implications for the physical state of fats at room temperature?
In the context of lipid geometry pertaining to double bonds, which of the following statements most accurately describes the distinction between cis and trans configurations and their implications for the physical state of fats at room temperature?
- Cis double bonds result in a more linear structure that allows for tighter packing of fatty acids, leading to higher melting points compared to trans double bonds.
- Trans double bonds are predominantly found in nature, lending to the higher prevalence of solid fats compared to the relative scarcity of naturally occurring cis fats.
- Trans double bonds introduce kinks in the fatty acid chains, preventing close packing and resulting in higher melting points compared to cis double bonds.
- Cis double bonds create a bend in the fatty acid chain, hindering close packing and typically resulting in lower melting points compared to saturated fats and trans double bonds. (correct)
The designation 'omega-n' in fatty acid nomenclature directly indicates the number of carbon-carbon double bonds present in the fatty acid molecule.
The designation 'omega-n' in fatty acid nomenclature directly indicates the number of carbon-carbon double bonds present in the fatty acid molecule.
False (B)
Articulate the biochemical rationale explaining why humans lack the enzymatic capability to introduce double bonds beyond the ninth carbon atom (Δ9 desaturase limitation), when numbering from the carboxyl end of a fatty acid.
Articulate the biochemical rationale explaining why humans lack the enzymatic capability to introduce double bonds beyond the ninth carbon atom (Δ9 desaturase limitation), when numbering from the carboxyl end of a fatty acid.
Humans lack the Δ12 and Δ15 desaturase enzymes required to insert double bonds beyond carbon 9.
The primary structural distinction between sterols and other lipid classes, such as triglycerides and phospholipids, lies in sterols possessing a characteristic _______ ring system, while other lipids feature a glycerol backbone.
The primary structural distinction between sterols and other lipid classes, such as triglycerides and phospholipids, lies in sterols possessing a characteristic _______ ring system, while other lipids feature a glycerol backbone.
Match each lipoprotein class with its primary function in lipid metabolism.
Match each lipoprotein class with its primary function in lipid metabolism.
Considering the metabolic fates of fatty acids, which pathway is primarily responsible for the ATP production from excess triglycerides?
Considering the metabolic fates of fatty acids, which pathway is primarily responsible for the ATP production from excess triglycerides?
Complete hydrogenation of unsaturated fatty acids results in the formation of trans fats.
Complete hydrogenation of unsaturated fatty acids results in the formation of trans fats.
Explain the mechanism by which plant sterols are effective in reducing blood cholesterol levels.
Explain the mechanism by which plant sterols are effective in reducing blood cholesterol levels.
The enzyme _______, situated on the endothelium of blood vessels, is crucial for hydrolyzing triglycerides in lipoproteins, facilitating the uptake of fatty acids into cells.
The enzyme _______, situated on the endothelium of blood vessels, is crucial for hydrolyzing triglycerides in lipoproteins, facilitating the uptake of fatty acids into cells.
Match the fatty acid with its corresponding shorthand nomenclature.
Match the fatty acid with its corresponding shorthand nomenclature.
Identify the primary reason that fat replacers, such as olestra, can potentially lead to gastrointestinal side effects.
Identify the primary reason that fat replacers, such as olestra, can potentially lead to gastrointestinal side effects.
De novo lipogenesis, the synthesis of fatty acids from non-lipid precursors, is primarily regulated by dietary cholesterol intake.
De novo lipogenesis, the synthesis of fatty acids from non-lipid precursors, is primarily regulated by dietary cholesterol intake.
Outline the key steps involved in micelle formation and its significance in the context of lipid absorption within the small intestine.
Outline the key steps involved in micelle formation and its significance in the context of lipid absorption within the small intestine.
Following their synthesis within enterocytes, long-chain fatty acids are re-esterified into triglycerides and packaged, along with apolipoproteins, phospholipids, and cholesterol, into large lipoprotein particles called _______ for transport into the lymphatic system.
Following their synthesis within enterocytes, long-chain fatty acids are re-esterified into triglycerides and packaged, along with apolipoproteins, phospholipids, and cholesterol, into large lipoprotein particles called _______ for transport into the lymphatic system.
Match the lipoprotein with its role in cholesterol transport.
Match the lipoprotein with its role in cholesterol transport.
When considering the impact of dietary fatty acids on cardiovascular health, what is the most accurate interpretation of the research regarding saturated fats, monounsaturated fats (MUFA), and polyunsaturated fats (PUFA) as it relates to LDL cholesterol?
When considering the impact of dietary fatty acids on cardiovascular health, what is the most accurate interpretation of the research regarding saturated fats, monounsaturated fats (MUFA), and polyunsaturated fats (PUFA) as it relates to LDL cholesterol?
The designation 'essential' for a fatty acid implies that the human body can synthesize it de novo, but must do so under specific physiological conditions.
The designation 'essential' for a fatty acid implies that the human body can synthesize it de novo, but must do so under specific physiological conditions.
Explain how cis and trans fatty acids differ in their chemical structure, and how this structural difference affects their physical properties, such as melting point.
Explain how cis and trans fatty acids differ in their chemical structure, and how this structural difference affects their physical properties, such as melting point.
The process of _______ involves the enzymatic modification of essential fatty acids, such as linoleic acid and alpha-linolenic acid, to produce longer-chain, more unsaturated derivatives like arachidonic acid, EPA, and DHA.
The process of _______ involves the enzymatic modification of essential fatty acids, such as linoleic acid and alpha-linolenic acid, to produce longer-chain, more unsaturated derivatives like arachidonic acid, EPA, and DHA.
Match the sign of essential fatty acid deficiency with the corresponding family (n-6 or n-3).
Match the sign of essential fatty acid deficiency with the corresponding family (n-6 or n-3).
Considering the current recommendations and perceptions regarding dietary fat intake, which statement best reflects the nuanced view on saturated fats and their role in cardiovascular health?
Considering the current recommendations and perceptions regarding dietary fat intake, which statement best reflects the nuanced view on saturated fats and their role in cardiovascular health?
According to current guidelines, dietary cholesterol, rather than blood cholesterol, is directly linked to increased risk of cardiovascular disease.
According to current guidelines, dietary cholesterol, rather than blood cholesterol, is directly linked to increased risk of cardiovascular disease.
Describe the role of the lungs in fat metabolism and excretion.
Describe the role of the lungs in fat metabolism and excretion.
The liver plays a crucial role in maintaining cholesterol homeostasis by acting as a _______, synthesizing cholesterol de novo and adjusting its production based on dietary intake and bodily needs.
The liver plays a crucial role in maintaining cholesterol homeostasis by acting as a _______, synthesizing cholesterol de novo and adjusting its production based on dietary intake and bodily needs.
Match the term with the definition.
Match the term with the definition.
Which of the following statements best describes the physiological role of bile in lipid digestion and absorption?
Which of the following statements best describes the physiological role of bile in lipid digestion and absorption?
The primary function of chylomicrons is to transport lipids from the liver to peripheral tissues.
The primary function of chylomicrons is to transport lipids from the liver to peripheral tissues.
Explain the role of lipoprotein lipase (LPL) in the metabolism of lipoproteins.
Explain the role of lipoprotein lipase (LPL) in the metabolism of lipoproteins.
In the context of essential fatty acid metabolism, _______ and _______ are derivatives of alpha-linolenic acid (ALA) that have been shown to play a significant role in reducing the risk of heart disease through various mechanisms, including reducing triglyceride levels and demonstrating anti-inflammatory effects.
In the context of essential fatty acid metabolism, _______ and _______ are derivatives of alpha-linolenic acid (ALA) that have been shown to play a significant role in reducing the risk of heart disease through various mechanisms, including reducing triglyceride levels and demonstrating anti-inflammatory effects.
Match each food source with its predominant type of fatty acid.
Match each food source with its predominant type of fatty acid.
When assessing the impact of dietary interventions on blood lipid profiles, which parameter provides the most comprehensive indication of cardiovascular risk?
When assessing the impact of dietary interventions on blood lipid profiles, which parameter provides the most comprehensive indication of cardiovascular risk?
Plant sterols effectively lower blood cholesterol levels by inhibiting de novo cholesterol synthesis in the liver.
Plant sterols effectively lower blood cholesterol levels by inhibiting de novo cholesterol synthesis in the liver.
Describe the role of the enzyme cholesterol esterase in the digestion of lipids. Particularly, where does it act, and what is the product of its activity?
Describe the role of the enzyme cholesterol esterase in the digestion of lipids. Particularly, where does it act, and what is the product of its activity?
The presence of _______ double bonds in fatty acids decreases their melting point due to the introduction of kinks in the acyl chain, which interferes with efficient molecular packing.
The presence of _______ double bonds in fatty acids decreases their melting point due to the introduction of kinks in the acyl chain, which interferes with efficient molecular packing.
Match each class of eicosanoids with its primary role:
Match each class of eicosanoids with its primary role:
What is the impact on the designation if canola oil says high oleic?
What is the impact on the designation if canola oil says high oleic?
The intake of eggs affect blood cholesterol for healthy individuals.
The intake of eggs affect blood cholesterol for healthy individuals.
Give a reason why short and medium chain fatty acids aren't packaged into chylomicrons.
Give a reason why short and medium chain fatty acids aren't packaged into chylomicrons.
The most valuable export commodity in Canada from oil is ______.
The most valuable export commodity in Canada from oil is ______.
Flashcards
What are lipids?
What are lipids?
Molecules that are insoluble in water, found in our diet and foods.
What are triglycerides?
What are triglycerides?
3 fatty acids linked to a glycerol backbone.
Carbon chain length
Carbon chain length
Classifies fatty acids by number of carbons.
Degree of saturation
Degree of saturation
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Saturated fat
Saturated fat
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Unsaturated fat
Unsaturated fat
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Cis vs. Trans Geometry
Cis vs. Trans Geometry
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Dietary fat composition
Dietary fat composition
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Omega-3
Omega-3
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Omega-6
Omega-6
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Hydrogenation
Hydrogenation
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Natural Trans Fats
Natural Trans Fats
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Essential Fatty Acids (EFS)
Essential Fatty Acids (EFS)
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Two essential fatty acids
Two essential fatty acids
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ALA source
ALA source
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EPA and DHA benefits
EPA and DHA benefits
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Arachidonic Acid (ARA)
Arachidonic Acid (ARA)
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Essential Fatty Acid Metabolism
Essential Fatty Acid Metabolism
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EPA and DHA sources
EPA and DHA sources
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Fatty acid pathway competition
Fatty acid pathway competition
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Mediterranean diet MUFA
Mediterranean diet MUFA
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Phospholipids
Phospholipids
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Sources of sterols
Sources of sterols
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Uses of sterols
Uses of sterols
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Cholecystokinin (CKK) and secretin
Cholecystokinin (CKK) and secretin
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Micelle
Micelle
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Short and medium chain fatty acids
Short and medium chain fatty acids
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Storage of fat
Storage of fat
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Lipoprotein lipase
Lipoprotein lipase
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VLDL Function
VLDL Function
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LDL Function
LDL Function
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HDL Function
HDL Function
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Function of lipids
Function of lipids
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DRI for fatty acids
DRI for fatty acids
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Lipids and cardiovascular disease
Lipids and cardiovascular disease
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Statins
Statins
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Read Siri-Tarino et al
Read Siri-Tarino et al
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Healthy fats
Healthy fats
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What bout fat replacers?
What bout fat replacers?
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Breakdown excess triglycerides
Breakdown excess triglycerides
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Study Notes
- Lipids are water-insoluble molecules
- Dietary fats are lipids consumed through food.
- Three main lipid types: triglycerides, phospholipids, and sterols
- Typical consumption: 70-100g triglycerides, 1g phospholipids, and 1g cholesterol daily
Triglycerides
- Triglycerides consist of 3 fatty acids linked to a glycerol backbone
- Fatty acids are classified by carbon chain length and degree of saturation
- Carbon chain lengths are short (less than 6 carbons), medium (6-12 carbons, absorbed directly), or long (14 or more carbons)
- Saturation levels include saturated or unsaturated (mono or poly)
- Geometry of fatty acids is determined by saturation (cis or trans)
Fatty Acid Geometry
- Saturated fats are solid, while unsaturated fats are liquid at room temperature
- Geometry is determined by cis or trans double bonds
- Most double bonds are cis
- Two naming conventions exist: from carboxyl end using alpha carbon, or from methyl end using omega ('n')
Omega Fatty Acids
- Omega-3 is alpha-linolenic acid (18:3n3)
- Omega-6 is linoleic acid (18:2n6)
- Omega-9 is oleic acid (18:1n9)
Dietary Fat Sources
- Dietary fat is a mixture of saturated, monounsaturated, and polyunsaturated fats (SAFA/MUFA/PUFA)
- Sources include avocado, butter, margarine, palm oil, egg yolk, ghee, olive oil, lard, vegetable oil, corn oil, grapeseed oil, peanut oil, sesame oil, fish oil, and coconut, sunflower.
- Canola oil is a valuable Canadian export due to plant breeding efforts, with reduced erucic acid.
- Canola oil is high in MUFA and alpha-linolenic acid, with newer varieties being high MUFA and low ALA
Trans Fats and Hydrogenation
- Technology to solidify liquid vegetable oil is now prohibited for production/sale in Canada.
- Partial hydrogenation converts unsaturated fats into a mixture of monounsaturated and saturated fats
- Full hydrogenation converts unsaturated fats to saturated fats.
- Trans fats were developed to replace saturated fats.
- Trans fats are detrimental to heart health.
Trans Fats Regulations
- Generally regarded as safe, GRAS status has been revoked by Canada and the US
- Alternatives to trans fats are being produced, but health effects are unknown
Trans Fats - Natural Sources
- Ruminant fats contain conjugated linoleic acid (CLA) and vaccenic acid
- CLA and Vaccenic acid are found in dairy/beef fat - milk, cheese, beef
- Vaccenic acid has anti-cancer effects
- Tonalin (muscle-building properties) is effective in chicken, pig and rodents
Essential Fatty Acids
- Essential fatty acids are obtained through diet as the body cannot produce them
- Humans cannot insert double bonds past the 9th carbon
- 2 EFA include Alpha-linolenic acid (ALA, 18:3n3) and Linoleic acid (LA, 18:2n6)
- ALA is found in vegetables, soy, flaxseed, walnuts, avocados
- ALA can be used to synthesize eicosapentaenoic acid (EPA, 20:5n3) and docosahexaenoic acid (DHA, 22:6n3)
EPA and DHA
- EPA and DHA reduce heart disease by reducing triglycerides.
- EPA and DHA has some evidence for anti-inflammatory effects
- LA can be converted to arachidonic acid (AA or ARA, 20:4n6)
- ARA is a precursor for eicosanoids
- LA may reduce LDL-c and total cholesterol
Essential Fatty Acid Deficiency
- Key components to know are desaturation, elongation, starting precursors, and final products.
- 20:4n6 found in animal fats
- 20:5n3 (EPA) / 22:6n3 (DHA) are found in fish and seafood
- DHA is enriched in the eyes and brain, especially during the last trimester
- Multiple pathways allow for a variety of end products, inefficiencies exist with less than 1% conversion
- Mammals have low conversion rates but are higher in chickens and rats/mice.
EFAD Effects
- Deficiency is rare due to the high availability of plant oils containing LA and ALA
- Pathways are shared between n6 and n3 fatty acids, competition is possible
- There is more n6 than n3 in the Canadian American diet (10:1 to 20:1 ratio)
MUFA
- Key component of the mediterranean diet
- The mediterranean diet is comprised of olive oil, rich in oleic acid (18:1c9 or 18:1n9).
- Canola oil was high in oleic to begin with, but now even higher (at the expense of ALA, 18:3n3)
- Produce de novo from stearic acid, 18:0 via desaturation to make 18:9
- Some evidence that some MUFA produce de novo has unique biological properties
Lipokines
- Some evidence that some MUFA produce de novo has unique biological properties
- Le. 16:1c9, lipokine, sensitizes muscle action of insulin
- Lipokines are made from 16:0 (palmitic acid); 16:1 from diet is different from de novo synthesis
Phospholipids
- Phospholipids consist glycerol backbone + 2 fatty acids + phosphate head-group
- Phospholipids are soluble in water
- Phospholipids play a role in fat transport
- Phospholipids are the main part of cell membranes and aid in digestion of dietary fat
Lecithin
- In the liver, lecithin (choline) combines with bile salts to make bile
Sterols
- Sterols are characterized by a 4 ring structure
- Sterols sources include dietary cholesterol from animals, NOT plants.
- Sterols from plant (cholesterol) are not absorbed.
Cholesterol Synthesis
- De novo synthesis is ~1g/day, requirement ~1g/day
- The liver acts as a thermostat to maintain cholesterol homeostasis
- Blood cholesterol is more important than dietary cholesterol
- Uses include sex hormones, adrenal hormones, Vit D and bile
- Approved health claim for plant sterols: reduce blood cholesterol, linked to heart disease
Fat Digestion
- Fat digestion begins in the small intestine
- Cholecystokinin (CKK) and secretin are released when food enters the duodenum by the liver and is stored in the gallbladder
- Bile is required for emulsification of fat into small droplets
Fat Enzymes
- Pancreatic enzyme: breakdown of fat into 2 fatty acids and a monoglyceride
- Cholesterol esterase: breakdown of cholesterol to free cholesterol and 1 fatty acid
- Phospholipase: breakdown of phospholipids into 1 fatty acid and lysophospholipid
Micelle
- Fat is absorbed as micelle, a spherical compound of bile salts, phospholipids, fatty acids, cholesterol, monoglycerides
- Micelles transport lipid into enterocytes for absorption
- Within enterocytes, lipids are resynthesized into intact triglycerides and packed as a lipoprotein, specifically a chylomicron
- Chylomicrons transport lipids in circulation to tissues after a meal
Short and Medium Chain Fatty Acids
- Absorbed easily and are transported directly to the liver via portal circulation
- Are not packaged into chylomicrons, they are a ready source of energy for growing infants
- Aka MCTs (medium chain triglycerides)
- Breast milk is high in MCTs
Fat Storage and transportation
- Excess triglycerides stored in adipose tissue and muscle
- Lipoprotein lipase at the cellular level acts on chylomicrons to release fatty acids for cellular reuptake
- In addition to chylomicrons that transport fat after a meal, there are other lipoproteins
Lipoproteins
- Chylomicrons: transport dietary lipids
- Very low-density lipoprotein (VLDL): mostly triglycerides from liver
- Low density lipoprotein (LDL): mostly cholesterol, responsible for forward cholesterol transport (out to peripheral tissues)
- High density lipoprotein (HDL): mostly apoproteins, reverse cholesterol transport (back to central body and waste)
- good cholesterol
Lipid information
- See fig 5,10 for details
- See fig 5,10
- LDL-c, aka bad cholesterol, HDL-c aka good cholesterol
Function of Lipids
- Lipids provide energy, 9 kcal/g, source of 30-70% of energy used at rest by muscle/organs
- Glycogen stores can only last 1-2 days, therefore fat is an essential long-term source of energy
- Lipids aid in both absorption (aka part of micelles) and transport of fat soluble vitamins (A, D, E, and K)
- Essential for Cell membrane integrity, cell fluidity, and flexibility
- Transmission of nerve impulses
- Protection of organs
- Insulation of the body
- Provides flavour, texture to food
- Lipids Make us feel satiated
Fat Intake
- AMDR: 20-35%
- Active people need more energy from carbs; therefore, lower fat intake to 20-25% of energy
DRI for Fatty Acids
- There is no DRI for saturated fat
- Recommended to minimize saturated and trans (industrial) fats to lower heart disease risk
- Less than 10% of energy from saturated fat
- Reduce trans to absolute minimum
- DRI for linoleic acid (18:2n6): AMDR of 5-10% of energy
- DRI for alpha linolenic acid (18:3n3): AMDR of 0.6-1.2% of energy
- No DRI for EPA/DHA, not essential
- No DRI for cholesterol, made de novo in the liver
- no DRI for MUFA
Types of Fats
- Visible: fats we add to foods
- Invisible: hidden within foods, occur naturally or added during processing
- CVD: refers to coronary heart disease (CHD) and stroke
- CHD and stroke are the second and third leading causes of death in Canada
- High blood cholesterol, not dietary cholesterol linked to heart disease, is linked to heart disease
Target Blood Levels
- Total cholesterol <5.2mmol/L
- LDL-c <3.5, HDL >1.0 for men and 1.33 for women
- Triglyceride <1.5
Treatment for High Cholesterol
- American heart association recommends statins (cholesterol lowering drugs) for anyone at risk based on the highest quality drug trials (no diet studies)
Evidence for Diet
- Evidence suggests we were partly right: Its not what is present, but what is missing. the High unsaturated fat (PUFA better than MUFA) reduces LDL-c.
- forgot about/ignored role of MUFA/PUFA
Saturated Fats
- Take home: Saturated fat is not associated with heart disease, it was the MUFA/PUFA that was missing from the diet
- Saturated fats are good (not in excess), need more focus on getting MUFA and PUFA (healthy fats)
- le. canola oil, fish oil
What about Fat Replacers
- Replacers are used to lower fat content
- Found in chips, cakes, cookies
- le. olestra (not currently in CAD market)
- Generally safe to consume at low levels, but may cause GI side effects
Losing Fat
- Breakdown excess triglycerides by beta-oxidation making ATP
- Break down products into water and CO2
- The lungs are the primary excretory organ for fat
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