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LIPIDS

Structures and Functions


Prepared by: TARojas

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Lipids
Discussion Outline
1. Structure and Classification of Lipids
2. Fatty Acids
3. Triacylglycerols
4. Membrane Lipids and Cell Membranes
5. Emulsification Lipids
6. Messenger Lipids
7. Biological Waxes
8. Saponifiable and Non-saponifiable Lipids

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Lipids
Lipid
organic compound found in living organisms that is _________
(or _____________) in water but _______ in non-polar organic solvents
Unlike other biomolecules, lipids do not have a common structural feature
that may serve as basis for definition ____________________
different functional groups
present, thus different basic
structural units/building blocks

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Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids

phospholipids
steroid hormones

triacylglycerols sphingoglycolipids bile acids biological waxes

eicosanoids
cholesterol

Classifications of Lipids | 4 of 108


Lipids Classifications of Lipids
Based on Saponification
Saponification – __________ reaction occurring in a ______________

Saponifiable Lipids Non-saponifiable Lipids


triacylglycerols cholesterol
phospholipids
steroid hormones
sphingolipids
biological waxes eicosanoids

Classifications of Lipids | 5 of 108


Lipids
Discussion Outline
1. Structure and Classification of Lipids
2. Fatty Acids
3. Triacylglycerols
4. Membrane Lipids and Cell Membranes
5. Emulsification Lipids
6. Messenger Lipids
7. Biological Waxes
8. Saponifiable and Non-saponifiable Lipids

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Lipids Fatty Acids ➢ most commonly encountered building blocks of lipids
➢ naturally occurring _____________________ with linear (unbranched)
carbon chain
➢ Because of their biosynthesis, they nearly always contain an
______________ of carbon atoms.

o Long-chain fatty acids : C12 to C26


o Medium-chain fatty acids : C8 to C10
o Short-chain fatty acids : C4 to C6

o Two types according to saturation: _________ and ____________

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Lipids Types of Fatty Acids
Saturated Fatty Acids (SFAs) ➢ all C—C bonds are _____________

Other possible structural notations:

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Lipids Types of Fatty Acids
Unsaturated Fatty Acids ➢ presence of _______________

Monounsaturated Fatty Acids (MUFAs)


o one double bond (_____)

o Presence of ___ double bond in


the carbon chain puts a rigid 30o
bend in the chain that may affect
the properties of the fatty acid.

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Lipids Types of Fatty Acids
Unsaturated Fatty Acids ➢ presence of double bond/s

Polyunsaturated Fatty Acids (PUFAs)

o two or more cis- double bonds


o up to six double bonds are found
in biochemically important PUFAs

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Lipids Types of Fatty Acids
Unsaturated Fatty Acids ➢ presence of double bond/s

Polyunsaturated Fatty Acids (PUFAs)


Denoting the positions of the double bonds:
✓ start numbering at the C atom of —COOH _______________
_______________
18:0 18:3(Δ9,12,15)
_____________ _________________

Therefore, ____ signifies a C18 fatty acid


with two double bonds.

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Lipids Types of Fatty Acids
Unsaturated Fatty Acids ➢ presence of double bond/s

Polyunsaturated Fatty Acids (PUFAs)


Denoting the positions of the double bonds:
✓ if starting at the methyl end (_____________) end of the fatty acid chain

omega-3 fatty acid


(ω-3)

omega-6 fatty acid


(ω-6)

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Lipids Selected fatty acids of biological importance

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Lipids Types of Fatty Acids
EXERCISE
Classify the fatty acid with the following structural formula in the ways indicated.

1. Type designation (SFA, MUFA, or PUFA) for the fatty acid

2. Numerical shorthand designation

3. “Omega” family

4. “Delta” designation

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Lipids Physical Properties of Fatty Acids
The fatty acids present in naturally occurring lipids
almost always have the following characteristics:

• ____________ carbon chain


• ___________ of C atoms in the carbon chain
• double bonds, when present, is in _____ configuration

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Lipids Physical Properties of Fatty Acids
Water Solubility
✓ solubility ___________ as carbon chain length increases

long-chain fatty acids are insoluble


short-chain fatty acids are sparingly soluble
due to the more predominating non-polar
due to the polarity of the carboxyl group
nature of the hydrocarbon chain

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Lipids Physical Properties of Fatty Acids
Melting Point
✓ strongly influenced by carbon chain length and degree of unsaturation
↑ surface area of contact between molecules,
________________

more double bonds,


more bends,
less surface area of contact

✓ melting point is lower


✓ tend to be liquid at room
temperature

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Lipids Recall

A fatty acid is a naturally occurring _________________ acid that nearly


always contains an ________ number of carbon atoms with a carbon
chain that is ____________________.

A) monocarboxylic; even; branched


B) dicarboxylic; odd; unbranched
C) monocarboxylic; even; unbranched
D) dicarboxylic; even; branched

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Lipids
Discussion Outline
1. Structure and Classification of Lipids
2. Fatty Acids
3. Triacylglycerols
4. Membrane Lipids and Cell Membranes
5. Emulsification Lipids
6. Messenger Lipids
7. Biological Waxes
8. Saponifiable and Non-saponifiable Lipids

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Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids

phospholipids
steroid hormones

triacylglycerols sphingoglycolipids bile acids biological waxes

eicosanoids
cholesterol

Classifications of Lipids | 20 of 108


Lipids Triacylglycerols (TAGs) ➢ energy-storage lipids
With the notable exception of nerve cells, human cells store small amounts of energy-providing materials.

Glycogen is the most widespread Triacylglycerols are more efficient in


energy storage material present energy storage than glycogen
in small amounts in most cells. because large quantities of them can
be packed into a very small volume.

Triacylglycerols are the _________________


__________ in the human body.
TAGs are concentrated in special cells
called __________________ that are
nearly filled with the material.
Adipocytes are present in adipose tissues located
under the skin, in the abdominal cavity, in
mammary glands, and around other organs.

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Lipids Triacylglycerols (TAGs) ➢ __ (three ester groups present in one TAG)

TAGs are formed by the esterification of three fatty acids to a glycerol molecule.

Ester linkage

Block diagram
triacylglycerols = ___________
(old name)

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Lipids Triacylglycerols (TAGs)
Types of Triacylglycerols
_________ ________
Triacylglycerol Triacylglycerol

glycerol + three identical fatty acids glycerol + more than one kind of fatty acids

Naturally occurring
simple TAGs are rare.

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Lipids Fats and Oils ➢ naturally occurring mixtures of triacylglycerols
➢ cannot be represented by a single specific chemical formula

FAT OIL
Physical state at room temp (25°C) solid or semi-solid liquid
Source animal plant (and fish)
lard, butter vegetable oil, fish oil

Examples

Although solids at RT, warmer body Fishes would have some serious
temp of the living animal keeps the problems if the TAGs “solidified”
fat somewhat liquid (semi-solid). in cold water.

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Lipids Fats and Oils ➢ naturally occurring mixtures of triacylglycerols
➢ cannot be represented by a single specific chemical formula

FAT OIL
Composition predominantly saturated fatty acids, predominantly unsaturated fatty acids
or trans- fatty acids

Effect in melting point _______________ ______________


(The “linearity” of the FA chains results to (The “bends” in the FA chains make the
close packing and higher surface area of TAGs not pack as tightly; lower surface
contact) area of contact)

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Lipids Fats and Oils

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Lipids Fats and Oils
Margarine
• alternative to butter
• mainly made of refined vegetable oil
(some may have animal fat additive)

decrease in the no. of double bonds,


decrease in “bends” in FA chains,
______________ increased melting point (solidified)

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Lipids Dietary Considerations and Triacylglycerols
• Generally, nations having high dietary intakes of triacylglycerols (fats and oils) tend
to have higher incidences of heart diseases and some types of cancer.
• The relationship of the daily TAGs intake and the risk for such diseases is not just
dependent on the amount of intake.

In dietary discussions,
dietary fat = triacylglycerols
Thus, dietary fat can be either a “fat” or an “oil”.

Determinants of body ❑ _____ of dietary fat


responses to dietary fat: ❑ _______ of dietary fat

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Lipids Dietary Considerations and Triacylglycerols
“Good Fats” versus “Bad Fats” Current dietary
recommendations:
Saturated fats = “_______”
Studies showed that saturated fats Fat intake = 30% of total
can increase the risk for CVDs. calories
comprising of:
Monounsaturated FAs = “________”
Studies showed that MUFAs decrease heart
15% monounsaturated fats
disease and breast cancer risks. 10% polyunsaturated fats
High amounts in olive, avocado, canola oil <10% saturated fats

Polyunsaturated FAs can be “Good


Fats” or “Bad Fats”
*depends on the omega FA classification
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Lipids Dietary Considerations and Triacylglycerols
Omega-3 and Omega-6 Fatty Acids
✓ intake of foods rich in _________ fatty acids
→ low risk for heart diseases (among other benefits)

Cold-water fish or
“fatty fish” are rich
in omega-3 FAs.
Fish do not make the omega-3
fatty acids within themselves.
These FAs are from the algae
they feed on.

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Lipids Dietary Considerations and Triacylglycerols
Omega-3 and Omega-6 Fatty Acids

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Lipids Dietary Considerations and Triacylglycerols
Essential Fatty Acids ➢ fatty acids that must be obtained from dietary sources
because they ______________________ within the body

Both are needed for proper


membrane structure and are
starting materials for other
longer ω-6 and ω-3

Linoleic Acid (18:2) Linolenic Acid (18:3)


primary member of omega-6 family primary member of omega-3 family

Arachidonic acid – major starting EPA and DHA – constituents of the


material of eicosanoids (messenger lipids) communication membranes of the brain;
necessary for normal brain development

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Lipids Chemical Reactions of Triacylglycerols

Hydrolysis

Saponification

Hydrogenation

Oxidation

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Lipids Chemical Reactions of Triacylglycerols
Hydrolysis
➢ ______________________ process by which TAGs were formed
➢ cleavage of ester bonds in the presence of water

When carried out in the laboratory, free fatty acids

acidic
conditions

basic
conditions

fatty acid salts


(carboxylates)

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Lipids Chemical Reactions of Triacylglycerols
Hydrolysis

Final products of
complete hydrolysis of TAGs:



(identity depends if simple or
mixed TAG)

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Lipids Chemical Reactions of Triacylglycerols
Hydrolysis
In the human body, TAGs hydrolysis happens through digestion with the help of enzymes (lipase)
With enzymes, outer ester linkage is
cleaved producing DAG then further
cleavage produces MAG

Final products of
partial hydrolysis of TAGs:
(in human body)
lipase
✓ 2-MAG
(________________)

(identity depends if simple or
mixed TAG)

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Lipids Chemical Reactions of Triacylglycerols
Saponification
➢ hydrolysis in ______ solution producing ______________________

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Lipids Chemical Reactions of Triacylglycerols
Saponification

reaction involved in
soap-making
process

(animal fat or
cooking oil)

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Lipids Cleansing Action of Soaps and Detergents
Soap Detergent
- carboxylic acid salt - sulfonic acid salt

SOAP

DETERGENT

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Lipids Cleansing Action of Soaps and Detergents

The cleansing action of soaps and


detergents relates to the ___________
of the carboxylate or sulfonate ions
interacts with
interacts with water
grease/oil

micelle
Chemical Reactions of Triacylglycerols | 40 of 108
Lipids Cleansing Action of Soaps and Detergents
Handwashing Against Coronavirus

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Lipids Cleansing Action of Soaps and Detergents
Handwashing Against Coronavirus

Explainer: How soap destroys COVID-108 coronavirus - YouTube


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Lipids Chemical Reactions of Triacylglycerols
Hydrogenation
➢ addition of hydrogen across C—C multiple bonds, which __________________________

complete
hydrogenation

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Lipids Chemical Reactions of Triacylglycerols
Hydrogenation
Peanut butter from peanut oil, Risk:
and soft-spread margarine from Some of the cis- bonds can be converted
to trans- bonds producing trans fats
vegetable oil are formed via
partial hydrogenation
Trans fats are known to raise “bad” (LDL)
cholesterol. Thus, too much dietary
intake of trans fat is not healthy.

In some applications, oils


are being ____________
_____________ to have a
“trans fat free” product.

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Lipids Chemical Reactions of Triacylglycerols
Oxidation
➢ double bonds in TAGs are oxidized by molecular oxygen (O2 from air) as the oxidizing agent
➢ leads to C=C __________ producing aldehyde and carboxylic acid products

• such products have objectionable odors: ________________


• To avoid rancidity, ____________ are added as preservatives.

• During perspiration, rapid oxidation of the TAGs in sweat is promoted


by microorganisms in the skin, generating “body odor”.

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Lipids Chemical Reactions of Triacylglycerols

Hydrolysis

Saponification

Hydrogenation

Oxidation

Chemical Reactions of Triacylglycerols | 46 of 108


Lipids Recall

What are the important triacylglycerol reactions?

A) hydrolysis, hydrogenation, oxidation


B) hydrogenation, saponification, hydrolysis
C) hydrolysis, saponification, hydrogenation, oxidation
D) hydrolysis, saponification, oxidation, hydrohalogenation

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Lipids Bonus Quiz (worth 1 pt)

Cell Membrane | 48 of 108


Lipids
Discussion Outline
1. Structure and Classification of Lipids
2. Fatty Acids
3. Triacylglycerols
4. Membrane Lipids and Cell Membranes
5. Emulsification Lipids
6. Messenger Lipids
7. Biological Waxes
8. Saponifiable and Non-saponifiable Lipids

49 of 108
Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids

phospholipids
steroid hormones

triacylglycerols sphingoglycolipids bile acids biological waxes

eicosanoids
cholesterol

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Lipids Membrane Lipids ➢ comprise _____ of the cell membrane
(the rest are primarily proteins)

Three common types of membrane lipids:

Phospholipids Sphingoglycolipids Cholesterol

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Lipids Phospholipids ❑ glycerol / sphingosine backbone
❑ one or more fatty acid/s
❑ phosphate group
❑ alcohol attached to the phosphate group

Glycerophospholipid Sphingophospholipid

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Lipids Phospholipids
Glycerophospholipid • structurally looks like a triacylglycerol

Differences:
o TAG has ________
____________
o 3 ester linkages

o TAG as __________
____________
o TAG is __________;
glycerophospholipid
is _______

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Lipids Phospholipids
Glycerophospholipid

Phosphoric acid is the parent


source of phosphate.

forms an ester
linkage with the
glycerol backbone

phosphate group

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Lipids Phospholipids
Glycerophospholipid

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Lipids Phospholipids
Glycerophospholipid

If the glycerophospholipid contains choline, it is called

phosphatidylcholine

✓ also known as _________


✓ waxy solid that forms colloidal
suspensions in water
✓ prevalent in the cell membrane
✓ good dietary sources: egg yolk, soybeans

✓ also used as emulsifiers in mayonnaise,


custard, ice cream

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Lipids Phospholipids
Glycerophospholipid

If the glycerophospholipid contains ethanolamine, it is called

phosphatidylethanolamine

✓ both are known as _________


If the glycerophospholipid contains serine, it is called
✓ found in heart and lung tissues,
high concentration in the brain phosphatidylserine
✓ important in blood clotting
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Lipids Phospholipids
Glycerophospholipid
polar non-polar
(hydrophilic) (hydrophobic)

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Lipids Phospholipids
Sphingophospholipid

forms the amide


linkage with the forms an ester
fatty acid linkage with the
phosphate group

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Lipids Phospholipids
Sphingophospholipid
If the sphingophospholipid contains choline
(esterified to the phosphate group), it is called

sphingomyelin

✓ sphingomyelins are
found in all cell
membranes
✓ important structural
component of
_______________

protective and insulating


coating surrounding the
neurons

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Lipids Phospholipids
Sphingophospholipid

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Lipids Sphingoglycolipids ❑ sphingosine backbone
❑ one fatty acid

Membrane Lipids: Sphingoglycolipids | 62 of 108


Lipids Sphingoglycolipids
cerebroside - single monosaccharide unit
(either __________________)

galactocerebroside

✓ occurs primarily in the brain (7% of dry mass)

Membrane Lipids: Sphingoglycolipids | 63 of 108


Lipids Sphingoglycolipids
ganglioside - complex sphingoglycolipid
- with branched chain of up to
______ monosaccharide residues

✓ occurs in the gray matter


of the brain as well as in
the myelin sheath

Membrane Lipids: Sphingoglycolipids | 64 of 108


Lipids Cholesterol
• third major type of membrane lipids Cholesterol is a steroid.
• a specific compound rather than a family
of compounds A steroid is a lipid whose structure is based on
a fused-ring system of three 6-membered rings
and one 5-membered ring.
❑ ___________
__________
❑ no ______ or
sphingosine
backbone

❑ lack of a large polar group causes cholesterol


to have limited water solubility

Membrane Lipids: Cholesterol | 65 of 108


Lipids Cholesterol
• third major type of membrane lipids
• a specific compound rather than a family
of compounds ✓ important in human cell membranes, nerve
tissue, brain tissue
✓ important in chemical synthesis of various
hormones and vitamins

• Liver synthesizes ~1 g of cholesterol every


day; thus, ________________ to consume
cholesterol from the diet

• Cholesterol ingestion __________ cholesterol


biosynthesis, but the reduction is less than
the amount ingested.

• ↑dietary intake of cholesterol


↑ total body cholesterol level

Membrane Lipids: Cholesterol | 66 of 108


Lipids Cell Membrane (Plasma Membrane)
✓ lipid-based structure that separates aqueous interior of a cell from the
aqueous environment surrounding the cell
✓ __________________________ into and out of the cell

up to 80% of plasma membrane is


lipid material

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Lipids Cell Membrane (Plasma Membrane)
fluid → cell membrane is _________ and molecules can move
Fluid-Mosaic Model around and within it
mosaic → membrane contains ____________________

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Lipids Cell Membrane
➢ Lipid Bilayer
up to 80% of plasma membrane
is lipid material

phospholipids
sphingoglycolipids

Lipid bilayer
• 6-9 nanometers thick
• contains at least one
polar head unsaturated fatty acid
(hydrophilic)
with the bends (due to the cis
bonds) in the carbon chain,
non-polar tail tight packing of the FA chains
(hydrophobic) is prevented (_____________)

Cell Membrane | 69 of 108


Lipids Membrane Lipids ➢ comprise 80% of the cell membrane
(the rest are primarily proteins)

Three common types of membrane lipids:

Phospholipids Sphingoglycolipids Cholesterol

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Lipids Cell Membrane
➢ Cholesterol
- helps regulate membrane fluidity
and permeability
- fused-ring system does not allow
rotation of fatty acid tails in the
vicinity
- fits between fatty acid chains of
the lipid bilayer preventing them
to stiffen when in contact

If ________, too many molecules


would pass into the cell.
If _______, not enough molecules
can pass into the cell.
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Lipids Cell Membrane
➢ Membrane Proteins Integral Membrane Protein
___________ the cell membrane
- responsible for moving substances
(nutrients, electrolytes) across the Peripheral Membrane Protein
membrane located ___________ of the cell membrane

- act as receptors that bind


hormones and neurotransmitters
- involved in cell-cell recognition

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Lipids Transport Across the Cell Membrane

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Lipids Transport Across the Cell Membrane

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Lipids Transport Across the Cell Membrane
Passive Transport Facilitated Transport Active Transport

Concentration high → low conc high → low conc low → high conc
gradient (with the gradient) (with the gradient) (against the gradient)
Cellular energy none none involves energy supplied
expenditure by ATP
Protein help none protein carriers/ protein pumps
transporters
Molecules/ions that O2, N2, urea, ethanol glucose, chloride (Cl–), Na+, K+, H+
cross through the bicarbonate (HCO3–)
process
Cell Membrane | 75 of 108
Lipids
Discussion Outline
1. Structure and Classification of Lipids
2. Fatty Acids
3. Triacylglycerols
4. Membrane Lipids and Cell Membranes
5. Emulsification Lipids
6. Messenger Lipids
7. Biological Waxes
8. Saponifiable and Non-saponifiable Lipids

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Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids

phospholipids
steroid hormones

triacylglycerols sphingoglycolipids bile acids biological waxes

eicosanoids
cholesterol

Classifications of Lipids | 77 of 108


Lipids Bile Acids ➢ Emulsification Lipids
Emulsifier – substance that can _________________ water-insoluble
substances as colloidal particles in an aqueous solution

Bile Acid
_____________________ that
functions as an emulsifying agent
that makes dietary lipids soluble
in an aqueous environment of the
digestive tract
• Approx. 1/3 of cholesterol produced
by the liver is converted to bile acids.
similar to the action of soap in
washing process
Emulsifying Lipids: Bile Acids | 78 of 108
Lipids Bile Acids
➢ tri- or dihydroxy
cholesterol derivatives

➢ The ___________ side chain is oxidized to a carboxylic acid

Simple (free)
Bile Acids

Simple bile acids are not the actual emulsifying agents in lipid digestion.

Emulsifying Lipids: Bile Acids | 79 of 108


Lipids Bile Acids
➢ The oxidized acid side chain
is bonded to an amino acid
(either _______ or _______)
through an amide linkage

➢ Complexed bile acids have


enhanced emulsifying ability
due to stronger hydrophilicity Complexed
Bile Acids

Emulsifying Lipids: Bile Acids | 80 of 108


Lipids Bile Acids
Bile
➢ fluid containing emulsifying agents secreted by the _____, stored in the
_____________, and released into the small intestine during digestion
➢ bile acids, bile pigments (breakdown products of hemoglobin)

Schematic representation
of the enterohepatic
circulation of bile acids

Emulsifying Lipids: Bile Acids | 81 of 108


Lipids Quick Quiz

What cholesterol derivative(s) function as a lipid-emulsifying


agent in the aqueous environment of the digestive tract?

A. Cholic acid
B. 12-deoxycholic acid
C. 7-deoxycholic acid
D. All of these

Bile Acids | 82 of 108


Lipids
Discussion Outline
1. Structure and Classification of Lipids
2. Fatty Acids
3. Triacylglycerols
4. Membrane Lipids and Cell Membranes
5. Emulsification Lipids
6. Messenger Lipids
7. Biological Waxes
8. Saponifiable and Non-saponifiable Lipids

83 of 108
Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids

phospholipids
steroid hormones

triacylglycerols sphingoglycolipids bile acids biological waxes

eicosanoids
cholesterol

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Lipids Messenger Lipids
Hormones – biochemical substances produced by a ductless gland
that has a messenger function; serve as a means of communication
between various tissues
(Some, but not all, hormones are lipids)

Steroid hormone Eicosanoid


derivative of _________ derivative of _________

Arachidonic acid

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Lipids Steroid Hormones
Sex Hormones control reproduction and secondary sex characteristics
Three major subclasses:
Estrogens Androgens Progestins
• _____________________ • _________________ • _________________
• synthesized in ovaries and • synthesized in testes • synthesized in ovaries
adrenal cortex
and adrenal cortex and placenta
• dev’t of female secondary sex
characteristics at puberty • dev’t of male secondary • prepare the lining of
• regulation of menstrual cycle sex characteristics at uterus for implantation
• stimulate dev’t of mammary puberty of fertilized ovum
glands during pregnancy • suppress ovulation
• promote muscle growth
• induce esterus (heat) in
animals

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Lipids Steroid Hormones
Sex Hormones control reproduction and secondary sex characteristics
Three major subclasses:
Estrogens Androgens Progestins

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Lipids Steroid Hormones
Sex Hormones control reproduction and secondary sex characteristics
Three major subclasses:
Estrogens Androgens Progestins

Testosterone and estradiol are ___________ to either


males or females. Only when the proportion of these
two hormones becomes upset can one observe
symptoms of ________________________.

Messenger Lipids: Steroid Hormones | 88 of 108


Lipids Steroid Hormones
Sex Hormones control reproduction and secondary sex characteristics

Oral Contraceptives
Estrogens Progestins
generally a _________ of synthetic
estrogen and progestin
to prevent ________, thus creating
a false state of pregnancy

Messenger Lipids: Steroid Hormones | 89 of 108


Lipids Steroid Hormones
Sex Hormones control reproduction and secondary sex characteristics

Anabolic Steroids Androgens


include illegal steroid drugs used by some
athletes to build up muscle strength and
enhance endurance, but are known to
have some serious side effects

Messenger Lipids: Steroid Hormones | 90 of 108


Lipids Steroid Hormones
Adrenocorticoid Hormones
➢ produced by _________________
➢ 28 different hormones have been isolated from the adrenal cortex
Mineralocorticoids Glucocorticoids
• control the balance of Na+ • control glucose metabolism
and K+ ions in cells and counteract inflammation

Messenger Lipids: Steroid Hormones | 91 of 108


Lipids Steroid Hormones
Adrenocorticoid Hormones
➢ produced by adrenal glands
➢ 28 different hormones have been isolated from the adrenal cortex
Glucocorticoids
Steroidal Anti-
inflammatory Drugs • control glucose metabolism
and counteract inflammation

Messenger Lipids: Steroid Hormones | 92 of 108


Lipids Messenger Lipids
Hormones – biochemical substances produced by a ductless gland
that has a messenger function; serve as a means of communication
between various tissues
(Some, but not all, hormones are lipids)

Steroid hormone Eicosanoid


derivative of cholesterol derivative of fatty acids

Arachidonic acid

Messenger Lipids | 93 of 108


Lipids Eicosanoids
➢ _______________ (20:4) derivatives
➢ hormone-like molecules that exert their effects in the tissues where they are
synthesized
➢ usually have a ________________
➢ have profound physiological effects at extremely low concentrations

Include mediation of:


• inflammatory response
• production of pain and fever
• regulation of blood pressure
• induction of blood clotting
• control of reproductive functions, such as induction of labor
• regulation of sleep/wake cycle

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Lipids Eicosanoids
Precursor

Messenger Lipids: Eicosanoids | 95 of 108


Lipids Eicosanoids
Prostaglandin
C20 fatty acid derivative containing
_____________ ring and oxygen-
containing functional groups

Involved in:
• raising body temperature
• inhibiting secretion of gastric juices
• increasing secretion of protective
mucus layer into the stomach
• relaxing and contracting smooth muscle
• directing water and electrolyte balance
Some steroidal (cortisone) and non-steroidal anti-inflammatory
drugs (NSAIDs) (aspirin, ibuprofen, naproxen) target the
• intensifying pain and enhancing
prostaglandin synthesis. inflammation responses
They have anti-pyretic (fever reducing) and mild analgesic
(pain relieving) properties).
Messenger Lipids: Eicosanoids | 96 of 108
Lipids Eicosanoids
Thromboxane
C20 fatty acid derivative containing
______________ ring and oxygen-
containing functional groups

Produced by blood platelets to promote


formation of blood clots

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Lipids Eicosanoids
Leukotriene
C20 fatty acid derivative containing
__________________________
and hydroxy groups

Promote inflammatory and


hypersensitivity (allergy) responses

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Lipids
Discussion Outline
1. Structure and Classification of Lipids
2. Fatty Acids
3. Triacylglycerols
4. Membrane Lipids and Cell Membranes
5. Emulsification Lipids
6. Messenger Lipids
7. Biological Waxes
8. Saponifiable and Non-saponifiable Lipids

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Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids

phospholipids
steroid hormones

triacylglycerols sphingoglycolipids bile acids biological waxes

eicosanoids
cholesterol

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Lipids Biological Waxes ➢ Protective-Coating Lipids
➢ ___________ of a long-chain fatty acid and a long-chain alcohol
Ester linkage

Fatty acids in biological waxes: Alcohols in biological waxes:


- generally saturated fatty acids - may be saturated or unsaturated
- contain 14-36 carbon atoms - contain 16-30 carbon atoms

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Lipids Biological Waxes ➢ Protective-Coating Lipids
➢The water-insoluble and
water-repellent properties
result from the complete
dominance of the
______________ of the
long hydrocarbon chains

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Lipids
Discussion Outline
1. Structure and Classification of Lipids
2. Fatty Acids
3. Triacylglycerols
4. Membrane Lipids and Cell Membranes
5. Emulsification Lipids
6. Messenger Lipids
7. Biological Waxes
8. Saponifiable and Non-saponifiable Lipids

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Lipids Saponifiable and Non-saponifiable Lipids
Saponifiable Lipids
- lipids that can undergo saponification to yield two or more small
molecules

Linkage makeup:
3 ester bonds
4 ester bonds
1 amide and 2 ester bonds
1 amide, 1 ester, 1 glycosidic bond
1 ester bond

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Lipids Bonus Quiz (worth 1 pt)

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Lipids

END OF CHAPTER

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