Nutrition: CH 5

Lipids are

Fats

Which lipids are most abundant in both foods and the body

Triglycerides

Why can lipids supply more energy per gram than carbohydrates?

Because lipids have many more carbons and hydrogens in proportion to their oxygens.

Every triglyceride contains how many glycerols and fatty acids?

1 glycerol and 3 fatty acids

What family of compounds are lipids?

Triglycerides, phospholipids, and sterols

Define fats

Lipids that are solid at room temperature

TRUE or FALSE: Lipids are insoluble in water

TRUE

Define oils

Lipids that are liquid at room temperature

Omega-3 and Omega-6 are what type of fatty acid?

Polyunsaturated

How many carbons long can fatty acids be?

4 - 24 (even numbers of) carbons long

What are the most common fatty acids in foods

18-carbon long ones

Name of 18-carbon fatty acids of Omega-3 and Omega-6

Linolenic Acid = Omega-3 ; Linoleic Acid = Omega-6

Benefits of Omega-3 and Omega-6 's

They are part of longer-chain fatty acids that help regulate blood pressure, blood clotting and other body functions.

The following is acetic acid, describe

Two-carbon organic acid with a Methly end (left CH3) and an acid end (right COOH). Acetic acid is the shortest acid.

Compound that gives vinegar its sour taste

Acetic acid

Fatty acid is inorganic or organic?

Organic

Describe a fatty acid chemical make-up/structure.

Chain of carbons and hydrogens; acids groups (COOH) on one and and Methyl group (CH3) on the other end.

The length of a fatty acid carbon chain is?

Even numbers up to 24

What length fatty acid carbon chain is most abundant in our food supply?

18-carbon fatty acids

Simplest of 18-carbon fatty acids

Stearic Acid

Stearic acid is saturated or unsaturated?

Saturated

The following structure represents?

Stearic Acid

Long-chain fatty acids have carbon chains of what length?

12 - 24 carbons

Examples of long-chain fatty acids most common in the diet are

Meats, fish, and vegetable oils

Medium-chain and short-chain fatty acids have carbon chains of what length?

6 - 10 carbons and < 6 carbons respectively

Examples of medium-chain and short-chain fatty acids most common in the diet are

Primarily dairy products

Every carbon MUST have how many bonds?

4

A fatty acid carrying the maximum possible number of hydrogen atoms is called

Saturated fatty acid

An example of a saturated fatty acid is

Stearic acid

A fatty acid that lacks hydrogen atoms and has at least one double bond between carbons is called

Unsaturated fatty acid

The following structure represents _. Why is it considered monounsaturated?

(18-Carbon) It is monounsaturated because it lacks two hydrogen atoms and has one double bond between carbons

Define point of unsaturation

(at the double bond) the double bond of a fatty acid, where hydrogen atoms can easily be added to the structure

Define polyunsaturated fatty acid

(PUFA) A fatty acid that lacks four or more hydrogen atoms and has two or more double bonds between carbons.

An example of a 18-carbon polyunsaturated fatty acid

Linoleic Acid (2 double bonds - Omega-6) [Linolenic acid = 3 double bonds, Omega-3)

Linoleic Acid

An essential fatty acid with 18 carbons and 2 double bonds

Linolenic Acid

An essential fatty acid with 18 carbons and 3 double bonds

Common food source of Stearic acid

Most animal fats

Common food source of Oleic acid

Olive, canola oils

Common food source of Linoleic acid

Sunflower, safflower, corn, and soybean oils

Common food source of Linolenic acid

Soybean and canola oils, flaxseed, walnuts

Define monounsaturated fatty acid

(MUFA) a fatty acid that lacks 2 hydrogen atoms and has one double bond between carbons

An example of a monounsaturated fatty acid

Oleic acid

What does the numbers in Omega-3 and Omega-6 represent?

The numbers indicate the position of the first double bond in a fatty acid counting from the methyl (CH3) end.

What types of fatty acids belong to the omega-9 group

Monounsaturated. Oleic acid (common in olive oil) is an omega-9 fatty acid. Also predominant in monounsaturated fatty acid in the diet

Define triglycerides

The chief form of fat in the diet and major storage form of fat in the body. Composed of a molecule of glycerol and three fatty acids attached; also called triacylglycerols (try-ay-seel-GLISS-er-ols)

Define glycerol

An alcohol composed of a three-carbon chain, which can serve as a backbone for a glycerol

How are triglycerides made

Series of condensation reaction combine hydrogen atom (H) from the glycerol and a hydroxyl (OH) group from a fatty acid forming water (H2O)

REVIEW: Glycerol structure

When glycerol is free an OH group is attached to each carbon. When glycerol is part of a triglyceride each carbon is attached to a fatty acid by a carbon-oxygen bond

Key points on regarding "firmness

#NAME?

Saturated vegetable oils are

Tropical oils" (cocoa butter, palm oil, palm kernel oil, coconut oil)

How are fats effected when exposed to oxygen (oxidation / oxidation reaction)

become spoiled

TRUE or FALSE: Saturation affects stability

TRUE

Define oxidation

process of a substance combining with oxygen; oxidation reactions involve loss of electrons

Which fats spoil more readily? Why?

Polyunsaturated because their double bonds are unstable (monounsaturated are less susceptible)

Which fats are most resistant to oxidation

Saturated fats (least likely to become rancid)

3 ways manufactures can protect fat-containing products again rancidity:

1. Sealed air-tight, nonmetallic containers, protected from light and refrigerated
2. Add antioxidants to compete for the oxygen (ex. BHA and BHT and Vit E)
3. Hydrogenation

Define antioxidants

food additive, preservatives that delay or prevent rancidity of fats in foods and other damage to food cause by oxygen

Define hydrogenation

A chemical process by which hydrogens are added to monounsaturated or polyunsaturated fatty acids to reduce the number of doubly bonds, making the fats more saturate (solid) and more resistant to oxidation (protecting against rancidity). Process produces

How are trans-fatty acids produced

by hydrogenation

Cis

On the near side of; refers to a chemical configuration in which the H atoms are located on same side of double bond

Trans

on the other side of; refers to chemical configuration in which H atoms are on opposite sides of double bond

TRUE or FALSE: Total hydrogenation often occurs during food processing

False, most often fat is paritally hydrogenated

Two advantages of hydrogenation

1. Protects against oxidation (thereby, prolonging shelf life) by making polyunsaturated fats more saturated
2. Alters texture of foods by making liquid vegetable oils more solid (as in margarine - improves texture, makes more spreadable)

In nature most double bonds are cis or trans?

cis

Naturally occurring trans-fatty acids are found commonly where?

milk and meat

Conjugate linoleic acids

Naturally occurring fatty acids that have at trans configuration (may have health benefits).
Not counted as trans fats on food labels

Define conjugated linoleic acid

Several fatty acids that have the same chemical formula as linoleic acid (18-carbons, 2-double bonds) but with different configurations (the double bonds occur on adjacent carbons)

Phospholipids and sterols make up what percent of the lipids in the diet?

5%

Define phospholipid

A compound similar to a triglyceride but having a phosphate group (a phosphorus-containing salt) and choline (or another nitrogen-containing compound) in place of one of the fatty acids

the word ending -ase denotes an

Enzyme

Define Emulsifier

Substances with both water-soluble and fat-soluble portions that promote the mixing of oils and fats in watery solutions

Lecithin is what type/family of lipids

Phospholipids

Define choline

nitrogen-containing compound found in foods and made in the body from amino acid methionine. Choline is part of phospholipid lecithin and the neurotransmitter acetylcholine.

Relating to the chemical structure, how are phospholipids emulsifiers?

Fatty acids make them soluble in fat and the phosphate group allows them to dissolve in water

Riches food sources of phospholipids

In lechithin = eggs, liver, soybeans, wheat germ, peanuts

Phospholipids are soluble in

water and fat

Role of phospholipids in the body

1. help fat-soluble substances, including vitamins and hormones, pass easily in and out of cells
2. act as emulsifiers, helping to keep fats suspended in the blood and bodily fluids

Phospholipids are constituents of what in the body?

cell membranes

Where is lecithin made in the body

The liver

TRUE or FALSE: lecithin is an essential nutrient

FALSE, it is not an essential nutrient; it is just another lipid

Side effects of large doses of lecithin

GI distress, sweating, loss of appetite

How many kcalories per gram do lipids provide

9

Lecithin supplements, describe

Digestive enzyme lecithinase in intestine hydrolyzes most of it before it passes into the body, therefore little reaches the tissues. (supplement is useless :o )

Compounds made from cholesterol

#NAME?

Most famous sterol

Cholesterol

Sterols

compounds containing a four-ring carbon structure with any of a variety of side chains attached

Sterols are found

both plants and animals contain sterols

Most significant amounts of cholesterol (sterols) are found

from animals: eggs, fish, poultry, meats, and dairy products

Are "good" and "bad" cholesterols types found in foods?

No, the terms, "good" and "bad", refer to the way body transports cholesterol in the blood

Sterols other than cholesterol are naturally found

in plants

Plant sterols affect cholesterol absorption how

they interfere and inhibit it, lowers blood cholesterol levels

More than 90% of the body's cholesterol resides where

in the cells

Cholesterol made in the body is called

Endogenous

Cholesterol from outside the body (foods) is called

Exogenous

In the body, cholesterol is manufactured where and from what

#NAME?

How much cholesterol does the liver make

about 800-1500 milligrams per day

Plaque

an accumulation of fatty deposits, smooth muscle cells, and fibrous connective tissue that develops in the artery walls in atherosclerosis. Plaque associated with atherosclerosis is known as atheromatous plaque.

Atherosclerosis

Type of artery disease characterized by plaques (accumulations of lipid-containing material) on the inner walls of the arteries

Disease that causes heart attacks and strokes

Atherosclerosis

Lipids with a multiple-ring structure

Sterols

Hydrophobic

term referring to water-fearing, or non-water-soluble, substances; also known as lipophilic (fat loving)

Hydrophilic

water-loving, or water-soluble, substances

GI tract receives how many grams of triglycerides

50 - 100 grams

GI tract receives how many grams of phospholipids

4 - 8 grams

GI tract receives how many grams of choelsterol

200 - 350 grams

Fats are hydrophobic or hydrophilic?

Hydrophobic, they tend to separate from watery fluids of the GI tract

Fat digesting enzymes are hydrophobic or hydrophilic?

Hydrophilic

What is the goal of fat digestion

to dismantle triglycerides into small molecules that the body can absorb: namely monoglycerides, fatty acids, and glycerol

Monoglycerides

molecules of glycerol with 1 fatty acid attached

Diglycerides

A molecule of glycerol with 2 fatty acids attached

PH of the stomach is

just below 2

Enzyme that hydrolyzes lipids is called

lipase

lingual refers to

the tongue

When they reach body temperature fats...

melt

Where is lingual lipase released

through the salivary gland at the base of the tongue

In infants, which enzyme efficient digests the short- and medium-chain fatty acids found in milk

lingual lipase

T or F: Lingual lipase plays a minor role in fat digestion in adults and an active role in infants

TRUE

Muscle contractions of the stomach propel the stomach contents toward where

the pyloric sphincter

The churning of the chyme and partially digested food in the stomach as what effect of fat and digestion?

it grinds the solid pieces to finder particles, mixes the chyme, and disperses the fat into small droplets. These actions help expose the fat for attack by the gastric lipase enzyme

The gastric lipase enzyme performs best in what environment

acidic

Most of fat digestion takes place in the

small intestine

The acid-stable lingual lipase initiates lipid digestion how

by hydrolyzing one bond of triglycerides to produce diglycerides and fatty acids

Degree of hydrolysis by lingual lipase is slight for most fats but appreciable for what fats?

Milk fats

The stomachs churning action does what

mixes fats with water and acid

Gastric lipase accesses and hydrolyzes

only a small amount of fat

Bile contains

#NAME?

When fat enters the small intestine it triggers the release of what hormone

CCK : cholecysokinin

CCK signals what

gallbladder to release its stores of bile

Bile is made where

in the liver

Bile is stored

in the gallbladder

Bile acids are made from what

cholesterol

Amino acids are

building block proteins

Most hydrolysis of triglycerides occurs where in the body

small intestine

Major fat-digesting enzymes are

pancreatic lipases (some intestinal lipases are also active)

Bile acid + amino acid acts as

emulsifier, drawing fat molecules into surrounding watery fluids since amino acid end is hyrophilic and sterol end is lipophilic

Emulsification of fat by bile process:

1. In stomach -> fat and watery GI juices separate. Enzymes in GI juices can't get at the fat
2. Fat enters S.I. -> gallbladder secretes bile -> Bile has affinity for fat + water so brings fat into the water
3. Bile's emulsifying action converts large fat

Fat digestion in SI:

1. Bile flows from gallbladder
2. Fat -> Bile -> Emulsified fat
3. Pancreatic lipase flows from pancreas
4. Emulsified fat -> pancreatic (and intestinal) lipase -> monoglycerides, glycerol, fatty acids (absorbed)

Fat in the large intestine:

Some fat and cholesterol trapped in fiber exit in feces

Major fat-digesting enzymes

Pancreatic lipases

what do pancreatic lipases (enzymes) do to triglycerides

Remove one, then the other of each triglyceride's outer fatty acids, leaving a monoglyceride. Occasionally, enzymes remove all 3 fatty acids, leaving a free molecule of glycerol

Fatty acids, monoglycerides, and glycerol are absorbed where

into the intestinal walls

Lipids that can be absorbed as is

sterols (if any fatta cids are attached, they are first hydrolyzed off)

Two possible routes of bile after it enters SI and emulsifies fat:

1. Most of bile is reabsorbed from SI and recycled
2. Some trapped fiber in LI and excreted

Why does the excretion of bile effectively reduce blood cholesterol

because cholesterol is needed to make bile

Enterhepatic Ciculation

Cycle of bile being release into SI, reabsorbed, and the recycled (sent back for reuse)
(enteron = intestine , hepat = liver)

Micelles

tiny spherical complexes of emulsified fat that arise during digestion

What do most micelles contain

bile salts and products of digestion (fatty acids, monoglycerides, cholesterol)

Chylomicrons

class of lipoproteins that transport lipids from intestinal cells to the rest of the body

Short- and medium-chain fatty acids diffuse easily into intestinal cells and are absorbed where

directly into the bloodstream

Long-chain fatty acids and monoglycerides merge into spherical complexes known as

micelles

Emulsified fat droplets can be called

micelles

How are micelles formed

by molecules of bile surrounding monoglycerides and fatty acids

Micelles do what for lipids

they help create a configuration that permits solubility in watery digestive fluids and transportation (diffuse easily) into intestinal cells

What happens to lipid contents of micelles once inside intestinal cells

monoglycerides and long-chain fatty acids are reassembled into new triglycerides

Chylomicrons are released into where

by intestinal cells into lymphatic system

Following lymphatic entry where do chylomicrons go

glide through lymphatic system until they find the point of entry at the thoracic duct near the heart

The point of entry for chylomicrons into the blood stream is where

at the thoracic duct near the heart

Chylomicrons are

transport vehicles (lipids pack with protein into them)

Lipoproteins

transport vehicles for fats
- clusters of lipids associated with proteins that serve as transport vehicles for lipids in the lymph and blood

The more lipids the __ the density

lower

The more proteins the __ the density

higher

Four types of lipoproteins

1. Chylomicrons
2. VLDL (Very-Low-Density Lipoproteins)
3. LDL (Low-Density Lipoproteins)
4. HDL (High-Density Lipoproteins)

Largest and least dense of lipoproteins

chylomicrons

Within how many hours after absorption have most triglycerides been depleted

14 hours

After triglycerides have been depleted by absorption what remains

few remnants of protein, cholesterol, and phospholipid

What happens to Chylomicron remnants

special protein receptions on membranes of liver cells recognize and remove the remnants from blood -> liver cells dismantle them and either use or recycle pieces

Transports diet derived lipids (mostly triglycerides) from SI (via lymph system)

Chylomicrons

VLDL

Very low density lipoprotein
Type of lipoprotein made primarily by liver cells to transport lipids to various tissues in body
Composed primarily of triglycerides

LDL

Low-density lipoprotein
type of lipoprotein derived from VLDV as VLDL triglycerides are removed and broken down
Composed primarily of cholesterol

HDL

High-density lipoprotein
type lipoprotein that transports cholesterol back to the liver from the cells
Composed primarily of protein

Liver makes __ to remove cholesterol from the cells and carry it back to the liver for recycling/disposal

HDL

TIP

H = Healthy = HDL
L = Less Healthy = LDL

Reverse cholesterol transport or Scavenger pathway

transport of cholesterol from the tissues to the liver

The blood cholesterol linked to heart disease

LDL

Elevated HDL represents

cholesterol returning from the resto of the body to the liver for breakdown and excretion

Heart attack is associated with high __ cholesterol

LDL

Factors that lower LDL / raise HDL

#NAME?

The arrangement of hydrophobic molecules on the inside and hydrophilic molecules on the outside allows what

lipids to travel through the watery fluids of the blood

Lipoprotien that is half cholesterol

LDL

Lipoprotein that is half protein

HDL

Lipoprotein that is half triglycerides

VLDL

Chylomicrons contain mostly

triglycerides

Triglycerides role in the body

provide energy

Adipose tissue

The body's fat tissue; consists of masses of triglyceride-storing cells

Adipokines

Proteins synthesized and secreted by adipose cells

Essential fatty acids

fatty acids needed by the body but not made by it in amounts sufficient to meet physiological needs

Storage depot for fat

adipose tissue

Most body cells store how much fat

limited amounts

What hormone does adipose tissue actively secret

adipokines

What role do adipokens play

help regulate energy balance and influence several body functions

Essential nutrient

one that the body cannot make, or cannot make in sufficient quantities to meet its physiological needs

Obesity increases the release of what protein

adipokine (resistin)

Obesity decreases the release of what protein

adipokine (adiponectin)

Resistin does what in the body

promotes inflammation and insulin resistance - factors that predict heart disease and diabetes

Protein that protects again inflammation, diabetes, and heart disease

Adipokine (adiponectin)

Additional roles of fat

insulates the body
absorbs shock
provides structural material for cell membranes
participates in cell signaling pathways

Two fatty acids that the body can not make

Linoleic acids (18-carbon omega-6)
Linolenic acid (18-carbon omega-3)

Two essential fatty acids that must be supplied by the diet

Linoleic and linolenic fatty acids

Omega-3 and Omega-6 fatty acids most notably obtained from what foods

Vegetable oils, seeds, nuts, fish, and other marine foods

Conditionally essential

a nonessential nutrient (such as arachidonic acid) that must be supplied by the diet in special circumstances (as in linoleic acid deficiency)

Arachidonic Acid

omega-6 polyunsaturated fatty acid with 20 carbons and 4 double bonds
Present in small amounts in meat and other animal products and synthesized in the body from Linoleic acid

TIP

The body can not create omega-6 or -3 fatty acids from scratch nor convert an 6 to a 3 or vise versa
Cells can start with 18-carbon member of omega family and make longer fatty acids (forming double bonds/ desaturation) and lengthening the chain 2 carbons

EPA eicosapentaenoic (EYE-cossa-PENTA-ee-NO-ick)

omega-3 polyunsaturated fatty acid with 20 carbons and 5 double bonds
present inf atty fish and synthesized in limited amounts in the body from linolenic acid

Found in the eyes and brain and are essential for nomral growth and cognitive development

omega-3 fatty acids

DHA docosahexaaenoci acid (DOE-cossa-HEXA-ee_NO-ick)

omega-3 polyunsaturated fatty acid with 22 carbons and 6 double bonds
present in fatty fish and synthesized in limited amts in the body from linolenic acid

EPA and DHA plays an important role in treatment of

heart disease

Eicosanoids

derivatives of 20-carbon fatty acids
biologically active compounds that help to regulate blood pressure, blood clotting, and other body functions. they include prostaglandins, thromboxanes, and leukotrienes

How are eicosanoids different from hormones

1. They affect only cells in which they are made or nearby cells in same localized environment (hormones secreted in 1 location and travel to affect cells all over body)
2. They often have different effects on different cells (hormones elicit same respons

The body uses arachidonic acid and EPA to make substances known as

eicosanoids

EPA eicosanoids play what role in body health

help to lower blood pressure, prevent blood clot formation, protect against irregular heartbeats, reduce inflammation

TIP

eicosanoids actions sometimes oppose one another

Classic deficiency symptoms of fatty acids include

growth retardation, reproductive failure, skin lesions, kidney and liver disorders, subtle neurological and visual problems

Historically, infants and young children who have been fed fat-free milk and low-fat diets or hospital clients who have been provided no polyunsaturated fatty acids for long periods of time had what deficiency

fatty acid deficiencies

T or F: most diets in the US and Canada do not meet the minimum essential fatty acid requirements adequately

False, they do

Eicosinoids are powerful compounds that participate in (body)

blood pressure regulation, blood clot formation, immune response to injury and infections, etc

Why are deficiencies of essential fatty acids unlikely

they are common in the diet and stored in the body

Nutrient most linked with heart disease, some types of cancer, and obesity

Fat

Blood lipid profile

results of blood tests that reveal a person's total cholesterol, triglycerides, and various lipoproteins

Desirable blood lipid profile
- Total Cholesterol: __ mg/dL
- LDL Cholesterol: __ mg/dL
- HDL Cholesterol: __ mg/dL
- Triglycerides: __ mg/dL

< 200 mg/dL
<100 mg/dL
>= 60 mg/dL
<150 mg/dL

Reveals concentrations of various lipids in the blood, notably triglycerides and cholesterol, and their lipoprotein carriers (VLDL, LDL, HDL)

Blood lipid profile

Elevated blood cholesterol is a major risk factor for

Cardiovascular disease (CVD)

Cardiovascular Disease (CVD)

general term for all disease of the heart and blood vessels.
Atherosclerosis is the main cause of CVD

When the arteries that carry blood to heart muscle become blocked the heat suffers damage known as

Coronary heart disease (CHD)

Used to predict the likelihood of a person's suffering a heart attack or stroke

Blood cholesterol level

Much of the effort to prevent heart disease focuses on

lowering blood cholesterol

Cholesterol accumulating in arteries causes

restricted blood flow and raised blood pressure - consequences are deadly

Nation's number one killer of adults

heart disease

The more saturated fat in the diet the higher ___ cholesterol

LDL

____ Cholesterol raises the risk of heart disease

LDL

Most notable saturated fatty acids that raise blood cholesterol

Lauric
Myristic
Palmitic Acids
(12, 14, and 16 carbons respectively)

Saturated fatty acid that does not raise blood cholesterol

Stearic acid (18-carbons)

Major sources of saturated fats:

#NAME?

Products that contain tropical oils

Candies, pastries, pies, doughnuts, cookies

The average daily intake of trans-fatty acids in the US is

6 grams per day

Major sources of trans fats:

#NAME?

When selecting margarine look for:

- soft (liquid or tub) vs hard stick
- <= 2g saturated fat
- Liquid vegetable oil (not hydrogenated or partially hydrogenated) as first ingredient
- "Trans fat free

Eggs contain what amount of saturated fat and cholesterol

1 gram of saturated fat but just over 200 mg of cholesterol (2/3rds of the recommended daily limit)

Difference of Olestra's chemical structure

Made of sucrose molecule with 6-8 fatty acids attached