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Lipids 1

Lipids are a diverse group of organic compounds that are insoluble in water but soluble in organic solvents. They play important structural and energy storage roles in cells. The main classes of lipids are simple lipids like fatty acids, fats, and waxes; compound lipids including phospholipids, sphingolipids, and glycolipids; and steroids. Fatty acids are the building blocks of more complex lipids and some can be converted into hormone-like compounds. Membrane phospholipids have a hydrophilic head and hydrophobic tails that allow them to form the bilayer structure of cell membranes.
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100% found this document useful (2 votes)
665 views56 pages

Lipids 1

Lipids are a diverse group of organic compounds that are insoluble in water but soluble in organic solvents. They play important structural and energy storage roles in cells. The main classes of lipids are simple lipids like fatty acids, fats, and waxes; compound lipids including phospholipids, sphingolipids, and glycolipids; and steroids. Fatty acids are the building blocks of more complex lipids and some can be converted into hormone-like compounds. Membrane phospholipids have a hydrophilic head and hydrophobic tails that allow them to form the bilayer structure of cell membranes.
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LIPIDS

Lipids

• Lipids are a broad group of macronutrients


which plays a major role as a structural
components of cellular membranes, signaling,
storing energy.
• Organic molecules that are insoluble in water
and soluble in organic solvents.
• Diverse groups of compounds that are largely
nonpolar in nature.

• They are hydrocarbons.

• They are hydrophobic.


LIPID STRUCTURE

• Lipids are the polymer


of fatty acids that
contain a long, non-
polar hydrocarbon
chain with a small
polar region containing
oxygen.
CLASSIFICATIONS OF LIPIDS
1. SIMPLE LIPIDS
a. Fats and Oils: esters of fatty acids and
glycerol
b. Waxes: esters of high-molar-mass fatty
acids and high-molar- mass alcohols.
2. COMPOUND LIPIDS
a. Phospholipids: substances that yield
glycerol, phosphoric acid, fatty acids, and
nitrogen-containing base upon hydrolysis.

b. Sphingolipids: substances that yield an


unsaturated amino alcohol (sphingosine), a
long-chain fatty acid, and either a carbohydrate or
phosphate and a nitrogen base upon
hydrolysis.
c. Glycolipids: substances that yield sphingosine, a
fatty acid, and a carbohydrate upon
hydrolysis.

3. STEROIDS
- Substances that possess the steroid nucleus,
which is a 17-carbon structure consisting of
four fused carbocyclic rings. Cholesterol and
several hormones are in this class.
4. MISCELLANEOUS LIPIDS
- Substances that do not fit into the
preceeding classifications; these includethe fat-
soluble vitamins A, D, E, and K and Lipoproteins.
SIMPLE LIPIDS
FATTY ACIDS
• Carboxylic acids wth long, hydrophobic carbon
chains.

• Certain fatty acids as well as lipids are


biochemical precursors of several types of
hormones.
• Arachidonic Acid and to less extent Linoleic Acid
are used by the body to make hormones.
• Biochemicals from arachidonic acid are termed
eicosanoids.
• Prostaglandins are the best known of the
cicosanoids class, which also includes
leukotrienes, prostacyclins, and thromboxanes.
• Cell membranes release arachidonic acids in
response to variety of circumstances, including
infection and allergic reactions.
• Enzymes in the surrounding fluid convert this fatty
acid to specific cicosanoids adding oxygen to the
arachidonic double bonds.
• Unlike hormones, eicosanoids take action in the
place where they are synthesized.
• Prostaglandins are the the primary cause of the
sweeling, redness, and pain associated with
tissue inflammation.
Saturated Fatty Acids -

• There is only a single bonds neighboring between


carbons in the hydrocarbon chain.
• The numbers of hydrogen atoms attached to the
carbon skeleton is maximized.
• Long straight fatty acuds with single bonds tend
to get packed tightly and are solid at room
temperature.
• Mammals store fats in specialized cells called,
adipocytes.
Unsaturated Fatty Acids -
• The hydrocarbon chain contains a double bond.
• Unsaturated fats are liquid at room temperature and
are called oils.
• monounsaturated - one double bond in the molecule
• polyunsaturated - more than one double bond in the
molecule.
• Cis and Trans indicate the configuration of the
molecule around the double bond.
• monounsaturated - one double bond in the
molecule
• polyunsaturated - more than one double bond
in the molecule.
• Cis and Trans indicate the configuration of the
molecule around the double bond.
Cis - the hydrogens are
present on the same
plane.
-this causes a bend
that prevents the fatty
acids from packaging
tightly.
Trans - the hydrogen
atoms are on two
different planes.
POLYUNSATURATED FATTY ACIDS

• Linoleic Acid
• Linolenic Acid
• Arachidonic Acid
LINOLEIC ACID
• Has a double bond on the third carbon from the
end of the carbon chain (the omega (w)
position).
• It is an w-3 fatty acid.
• It has a chemical formula of C18H32O2
• Commonly found in nuts, seed and refined
vegetable oils.
LINOLENIC ACID
• Commonly found in nuts, vegetable and oils.
• Alpha-linolenic acid - essential polyunsaturated fatty
acid.
-most common type of omega-3 fatty acid
- most important from a dietary perspective
-acts as a precursor to other omega-3 fatty acids,
specifically eicosapentaenoic acid (EPA) and
docosahexaenoic acid (DHA).
-small amounts of ALA are coverted into DHA
and EPA.
ARACHIDONIC ACID
• Fatty acid most commonly found in peanut oil.
• Responsible for muscle inflammation.
• A polyunsaturated omega-6 fatty acid that
includes an organic chain of 20 carbon atoms.
• Found inside the human body particularly in the
muscles, liver and brain.
• These acids are essential for animal nutrition
and must be present in the diet.
• lacking these fstty acids lead to impaired growth
and reproduction and skin disorders such as
eczema and dermatitis.
• These fatty acids represent two nutrient classes
that are metabolized differently.
• Their difference lies with how close the
doublebonds are to the terminal methyl group.
ECZEMA
• Is a condition where patches of skin become
inflames, itchy, red, cracked and rough.
• Blisters may sometimes occur.
• The word “eczema” is also used to talk about atopic
dermatitis, the most common type of eczema.
• “atopic” refers to a collection of diseases involving
the immune system, including atopic dermatitis,
asthma, and hay fever.
DERMATITIS

• Can attribute to to an unsaturated fatty acid


deficiency if the symptoms cleared up when the
fatty acid is suplied in the diet.
• A general term that describes a skin irritation.
• Examples of this condition are dandruff and
contact dermatitis.
FATS AND OILS
Chemically, fats and oils are
esters of glycerol and have
higher molar-mass fatty acids.
+

=
• Fats and Oils fit the general description of a lipid.
• They are large molecules averaging more than
50 carbon atoms per molecule .
• They have many polar uncharged groups.
• Fats are an important food source for humans
and normally account about 25-50% of our
calorie intake.
• The average fat containes about 75% carbon by
mass while carbohydrate contains 40% carbin
only.
• Fats are a rich source of biochemical energy.
• Scientists developed fat substitutes.
• Fat substitutes need to have creamy teaxture
and taste to foods without the energy content of
fats.
• A cellulose-based substitute was introduced in
1960.
• Both carbohydrate and protein-based fat
substitutes are naturally have lower calories
than fats.
OLESTRA
• Contains long-chain fatty acids, so it tastes and
cooks like a fat.
• It is indigestible because it is esterified to
sucrose and not to glycerol.
• It has been approve to use in snacks foods.
WAXES
• esters og high-molar-mass fatty acids and high-
molar-mass alcohols.
• Waxes are very large molecules with almost no
polar groups.
• They represent one of the most hydrophobic
classes of lipids.
• Their extreme water insolubility allowas waxes
to serve a protection function.
• Leaves, feathers, fruit and fur are naturally
coated with wax

• Waxes tend to be the hardest of the lipids


because their carbon chains are long and have
very few double bonds.
COMPOUND LIPIDS
PHOSPHOLIPIDS
• Are a group of compounds that yield one or
more fatty acid molecules, a phosphate group,
usually a nitrogenous base upon hydrolysis.
• The phosphate group and the nitrogen
base,which are found at one end of the
phospholipid molecule, often have negative and
positive charges.
• Phospholipids have a hydrophilic end that
interacts with water.
• Lipid with hydrophobic and hydrophilic character
is needed to make membranes.
• Phospholipids are one of the most important
membrane components.
• Most of the phosphilipids that enter the
bloodstream are formed in the liver.
PHOSPHATIDIC ACID
• Are glyceral esters of fatty acids and phosphoric
acid.
• Important intermediates in the synthesis of
triacylglycerols and other phospholipids.
• Other phospholipids are formed from a
phophatidic acids when specific nitrogen-
containing compounds are linked to the
phosphate group by an ester bond.
• Three commonly used nitrogen are choline,
ethanolamine, and L-serine
PHOSPHATIDYL CHOLINES (Lecithins)
• Glyceral ester of fatty acids, phosphoric acid and
choline.
• Lecithin, an old term that is still used,
particularly in commercial products that contain
phosphatidyl choline.
• Are synthesized in the liver and are present in
considerable amounts in nerve tissue and brain
substance.
• Most commercial phosphatidyl choline is
obtained from soybean oil and contains palmitic,
stearic, palmitoleic, oleic, linoleic, linolenic,
arachidonic acids.
• An edible and digestible emulsifying agent used
in food industry.
• Chocolate and margarine are emulsified with
phosphatidyl choline.
• Emulsifier in many pharmaceutical preparations.
• This phospholipid make up between 10 and 20 %
of many membranes.
PHOSPHATIDYL ETHANOLAMINES (Cephalins)

• Another important constituent of biological


membranes in the phosphatidyle ethanolamines.
• Are glyceral esters of fatty acids, phosphoric acid
and ethanolamine (HOCH2CH2NH2)
• Found essentially in living organisms.
SPHINGOLIPIDS
• Compounds that, when hydrolized, yield a
hydroplihic group (either phosphate and
choline or a carbohydrate)
• A long-chain fatty acid (18-26 carbons) and
• Sphingosine (an unsaturated amino alcohol)
GLYCOLIPIDS

• A sphingolipids that contain s carbohydrate


group
• The two most important classes of
glycolipids:
CEREBROSIDE- may contain either D-
galactose or D-glucose.

GANGLIOSIDES- resemble cerebrosides in


structure, but contain complex
oligosaccharides instead of simple
monosaccharides.
STEROIDS

• Have a fused ring structure.


• Although they do not resemble the other
lipids, steroids are grouped with lipids
because they are also hydrophobic and
insoluble in water.
• Have four linked carbon rings and several of
them, like cholesterol, have a short tail.
• Many steroids also have the –OH functional
group, which puts them in the alcohol
classification (sterols) .
CHOLESTEROL
• Most common steroid
• Mainly synthesized in the liver and is the
precursor to many steroid hormones such as
testosterone and estradiol, which are
secreted by the gonads and endocrine
glands
• It is necessary for proper functioning of the
body.
• It is a component of the plasma membrane
of animal cells and is found within the
phospholipid bilayer
ATHEROSCLEROSIS
• Metabolic disease that leads to deposits of
cholesterol and other lipids on the inner wall of
the arteries.
• Came from the greek word “athere” which
means “mush” and nicely describes the
appearance of tehse fatty deposits called
plaque.
• Improper transport of cholesterol through the
blood contributes to atherosclerosis.
• Atherosclerosis might be decribed as a disease
partly caused by unwanted lipid aggregation.
BIOLOGICAL MEMBRANES
• Biological membranes are thin, semipermeable
cellular barriers.
• It exclude dangerous chemicals from the cell
while allowing nutrients to enter.
• A membrane can be visualized as being layered
much like a piece of laminated plywood.
• The hydrophobic interior provides the barrier
while the hydrophilic exterior interacts with the
aqueus environment.

LIPID BILAYER
• composed of two adjoining layers of lipid
molecules aligned so that their hydrophobic
portions form the bilayer interior while their
hydrophilic portions form the bilayer exterior.

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