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LIPIDS
LIPIDS
 Are organic substances made up of fatty acids
  and their naturally existing compounds and
  derivatives.
 a group of naturally occurring compounds, which
  have in common a ready solubility in such
  organic solvents as hydrocarbons, chloroform,
  benzene, ethers and alcohols. They include a
  diverse range of compounds, like fatty acids and
  their derivatives, carotenoids (yellow-red
  pigments found in plants) , terpenes (group of
  unsaturated HC, responsible for scent of
  plants/oils), steroids and bile acids.
LIPIDS
 Lipids are fatty acids and their derivatives,
  and substances related biosynthetically or
  functionally to these compounds.
 are broadly defined as any fat-soluble
  (lipophilic), naturally-occurring molecules,
  such as fats, oils, waxes, cholesterol,
  steroids, fat-soluble vitamins (such as
  vitamins A, D, E and K), monoglyceride,
  diglyceride, phospholipids, and others.
Lipids may be defined according to
         whether they are:
 Esters or potential esters
 Soluble in fat solvent such as acetone ,
  ether, chloroform, benzene, ether, hexane
  and methanol.
 Biologically active, that is, lipids are utilized
  by living organisms.
Characteristics
 Lipids refer to oils and fats and related
  compound. They constitute 2-25% of daily
  diet.
 They contain C, H2, O2, P and N
 They are insoluble in water but soluble in
  organic solvents.
 Chemically they are esters of alcohols and
  fatty acids of high molecular weight.
 True fats generally constitute the storage
  material for energy in both plants and
  animals.
 Fat depot in animals derived from ingested
  foods are abundant in subcutaneous and
  intramuscular connective tissue.
 Constitute a part of the cell wall and play a
  role in the permeability of cellular
  membranes.
Functions of Fats
 Major source of calorie energy especially fatty
  acids.
 Insulating material for internal organs
 Structural components of membrane
 Enzyme-co-factor (plays an essential role in the
  reaction)
 Vehicle for transport of fat soluble vitamins
 Regulatory substance
 Preventors of some steroid, prostaglandin
  hormone and Vit. D.
 Important constituent of biomemebranes
  notably phospholipids, cholesterol and
  glycolipids.
 Thermal insulators in subcutaneous tissue
  and around certain organs.
 For transport or as carriers. Lipoprotein
  solubilize non polar and hydrophobic
  substances.
 As precursor of other physiologically
  functional substances. Cholesterol is the
  precursor of bile acids and salts and
  steroidal hormones.
 As hormones. The prostaglandins derived
  from polyunsaturated fatty acids whose
  potent biological activities are regulatory in
  nature.
c
       Classification of LIPIDS
      I. SIMPLE LIPIDS – esters of fatty acids
         and glycerol with various alcohols and
         the yield on hydrolysis.

A.Neutral Fats – glycerol esters of fatty acids
  a. oil – under ordinary conditions are liquid,
  made up of higher proportions of
  unsaturated fatty acids.
b. Fats – under ordinary conditions are solids,
made up of greater percentage of saturated
Fatty acids.

B. Waxes – esters of fatty acids with monohydric
alcohol both of higher molecular weight.
II. Compound LIPIDS – lipids in combination with
other compounds which yields on hydrolysis of
   some other products beside alcohol and fatty
   acids.
A.Phospholipid – contains H2PO4 and nitrogenous
   group.
   a. lecithin (phosphatidyl choline) contain choline
   as nitrogenous base.
   b. cephalin –( phosphatidyl ethanolamine) –
   contains ethanolamine/serine as nitrogenous
   base.
   c. Sphingomyelin – splingosine and choline are
   the nitrogenous base.
B. Glycolipids- contain carbohydrate and
nitrogenous base without phosphorous and
glycerol.
C. Ill –defined lipids – amino acids and sulfolipids
having amino and sulfate groups respectively. Also
known as sulfolipids.
D. Lipoproteins – Those are lipids bound to
proteins. Ex. Chylomicrons, VLDL, LDL and HDL.
III. Derived lipids – products of the decomposition of
   lipids like fatty acids and glycerol but still
   exhibiting the general physical characteristics of
   lipids.

a. Saturated and unsaturated fatty acids
b. Mono and diglycerides
c. Alcohols
   1.straight chain –products of hydrolysis of waxes
   usually water insoluble alcohol of higher
   molecular weight.
   2. Alcohol containing beta-ionene ring – vitamin A
   and some carotenoids.
   3. sterols
IV. Miscellaneous lipids
a. Alipathic HC – iso-ocatadane from liver, fats
   and certain hydrocarbons.
b. Squalene HC – in shark , liver and human
   sebum
c. Carotenoids
d. Fat soluble vitamins A,D,E,K.
Fatty acids (saturated and
    unsaturated) –product of fatty
             hydrolysis
Types
Saturated fatty acids – belonging to the acetic
 acid series with empirical formula:
CnH2n + 1 COOH or CnH2nO2
Name             No. of C   Chemical     Sources
                 atoms      formula
Straight chain   4          C 4 H 8 O2   Butter
butyric acid

Caproic acid     6          C6H12O2      Butter, coconut
                                         and palm

Caprylic acid    8          C8H16O2      ditto

Capric acid      10         C10H20O2     ditto

Lauric acid      12         C12H24O2     Laurel and
                                         coconut oil
Sources of saturated FA
Coconut palm
Myristic acid   14   C14H28O2   Coconut,
                                nutmeg,
                                animal fat

Palmitic acid   16   C16H32O2   Plant and
                                animal fat

Stearic acid    18   C18H36O2   Plant and
                                animal fat

Arachidic acid 20    C20H40O2   Peanut butter
                                lard

Lignoceric      24   C24H48O2   Peanut oil,
acid                            glyco and
                                phospholipid
Myristic acid
Arachidic acid
Properties of Saturated Fatty acids

Low molecular weight
Solid at ordinary temperature
Low melting point
Volatile
Note those with 4 or less carbons are miscible
  with water in all proportions but as the chain
  increases, the solubility decreased
  proportionately.
Unsaturated fatty acids- unstable in air, the
 degree of unsaturation varies with the
 number of double bonds present in the
 structure.
Empirical formula:
CnH2n + 1-2m COOH
Where m stands for the number of double
 bonds
Name               No. of Carbon   Chemical     Sources
                   atoms           formula

1. Double bond     1               C16H31COOH   Butter, fish oils,
Palmitoleic        16              C18H35COOH   hen fat
Oleic acid         18                           Plant and animal
                                                fat, olive oil
2. Double bonds    2               C18H33COOH   Linseed oil, lard,
Linoleic acid      18                           cottonseed oil.

3. Double bonds    5               C18H27COOH   Linseed oil fish
Linolenic acid     18                           liver oil


4. Double bonds    7               C20H27COOH   Lecithin,
Arachidonic acid   20                           cephalin, butter,
                                                liver fat
Linolenic acid, Linoleic acid
Oleic acid
Cotton seed oil
Properties of unsaturated fatty acids

Unstable and reactive due to the presence of
  double bonds in their molecules.
Reactivity increases with the increase of the
  double bonds degree of unsaturation.
Insoluble in ordinary solvents
Liquid at ordinary temperature, non-volatile.
The greater the degree of unsaturation, the
  lower the melting points.
Free Fatty Acids (FFA, NEFA, UFA)
Composed of carboxylic acid (COOH) with
 long hydrocarbon chains or R- COOH where
 the R maybe unsaturated (dehydrogenated
 with double bonds) or saturated (without
 double bonds)
 a. saturated fatty acids
 b. unsaturated fatty acids
 c. essential fatty acids
Essential fatty acids – are polyunsaturated
 fatty acids found in structural lipids which
 includes.
     a. linoleic acid
     b. linoleinic acid
     c. arachidonic acid
These fatty acids (saturated, unsaturated and
 essential ) must be present in diet to
 prevent:
 a. dermatitis
 b. poor growth
 c. decrease resistance to stress
 d. impaired lipid transport
Simple lipids
A. Fats (neutral fats)/
   Tryglycerides/Triacylglycerol (TAG)- these
   are esters of alcohol glycerol and 3 fatty
   acids.
   They are neutral esters of monobasic fatty
   acids with trihydric alcohol, glycerol
Structure

          CH2-O-CO-R1
          CH -O-CO-R2
          CH2-O-CO-R3
R with common fatty acid chain (simple
triacylglycerol)
R with different fatty acid chain (mixed
triacylglycerol)
Example
Simple

CH2-O-CO-C15-H31 CH2-O-CO-C17-H35
CH -O-CO-C15-H31 CH2-O-CO-C17-H35
CH2-O-CO-C15-H31 CH2-O-CO-C17-H35

Tripalmitoylglycerol   Tristearoylglycerol
  tripalmitin                Tristearin
Mixed

        CH2-O-CO-C17-H35
        CH - O-CO-C15-H31
        CH -O-CO-C17-H33
 Naturally existing fats are usually of this
  type. They do not contain three molecules of
  the same fatty acids. There is always a
  mixture of acids. These explain the
  presence of different fats in different organs
  of the same animals.
Animal fats contains mostly: palmitic, oleic
 and stearic acids.
Butter fat contains mostly: palmitic, oleic,and
 butyric and caproic acids in small amounts.
Human fats is mostly oleic acid. It has a
 yellowish tinge due to carotene and
 xanthophyll pigments derived from ingested
 food.
TAG is divided into two groups:
    1. fats
    2. vegetable oils
Physiologic consideration
1. These are esters of fatty acids and glycerol
   which is the main storage form of lipids
   (fats) in man.
2. Stored fats are more efficient in its energy
   storage than carbohydrate, because:
   a. purity of storage-interaction of lipids and
   water are minimal, thus fats can be stored
   in its pure form (anhydrous).
b. unlimited storage – CHO can be stored
  chiefly in the liver and to a lesser extent
  skeletal muscle, whereas adipose tissues
  covers different parts of organs of the body.
c. Greater ATP yield- the energy yield from
  complete oxidation of fatty acids is about
  9cal/g in contrast to 4cal/g for CHO and
  CHON.
3. The TAG in adipose tissue are continuously
  undergoing hydrolysis and reesterification.
  The result of this determines the levels of
  FFA in the circulating plasma.
4. Excessive CHO intake leads to lipogenesis
  and eventually obesity due to provision of
  substrate, cofactors and activation of
  lipogenetic enzymes in its metabolism.
B. Waxes - esters of fatty acids with certain
   alcohols-not glycerol and not the sterols.
Properties:
1. Insoluble in water and soluble in fat
   solvents.
2. Not easily hydrolyzed as the fats are not
   digested by the fat splitting enzymes.
3. From the nutritional standpoints, they have
    so many uses from the economic
    viewpoint such as:
    a. In the manufacture of shoe polishes,
    varnish, candles, lubricants and cosmetics.
Examples:
a. Bees wax – Secreted by the honey bee to
   form the comb. It is a mixture, the chief
   constituent being myricyl palmitate.
b. Spermaceti wax- found in the skull of
   certain whales and dolphins it is chiefly
   cetyl palmitate and used in the
   manufacture of candles.
c. Chinese wax/carhauba wax – derived from
   cuticle of the leaves.
Source of spermaceti wax
Bee wax
Compound lipids
PHOSPHOLIPIDS- are compound lipids which
  contain the phosphate group. They also contain
  another non-lipid component. Choline,
  ethanolamine, amino acid serine or inositol. They
  are subdivided according to the alcohol which they
  contain.
They are found in cells of both plants and animals.
Types of phospholipids
1. lecithin/phosphatidyl choline
   a. present in great quantities in egg yolk,
   liver and nervous tissues.
   b. derived from the greek word lecithes
   meaning yolk.
   c. plays an important role in metabolism
   d. under physiologic condition lecithin
   occurs in the form of zwitter ion.
2. Cephalins/P. serine/ethanolamine
  a. nitrogenous base is either ethanolamine
  or serine.
  b. thromboplastic substance which initiates
  the process of coagulation.
  c. differs in lecithin only on it nitrogenous
  base.
  d. found in brain tissues and blood.
3. Sphingomyelin – most abundant
  sphingolipid.
  a. Phosphatides without glycerol
  components.
  b.Marked increase in the liver, spleen and
  tissues in case of Niemann-Pick’s disease.
  c. Fatty acids maybe lignoceric, stearic or
  nervonic acid.
GLYCOLIPIDS – occurs in nerve tissues,
 especially in the white matter of the brains
 so they are referred to as the cerebrosides.
 The well known cerebrosides are keratin,
 phrenosine, nervene and oxynervone.
Keratin – lignoceric acid, saturated fatty acids
 (may also be found in spleen and liver in
 Gaucher’s disease keratin is stored in along
 with other lipids in spleen and liver)
Phrenosine – yields cerebronic acid and
 hydroxylignoceric acid
Oxynervone – oxynervone acid, unsaturated
  hydroxylignoceric acid
 Nervone – nervonic acid and unsaturated
  lignoceric acid present in nerves.
SULFOLIPIDS
 These are sulfuric acid esters of
 cerebrosides. The sulfate is joined as an
 ester to C-6 or C-3 of galactose. 20% of
 brain cerebrosides occur as sulfate esters.
Derived Lipids
 Products of decomposition of lipids like fatty
  acids and glycerol but still exhibiting the
  general physical characteristics of lipids.
 Tarpenes – are class of compounds
  containing multiple of five carbon atoms so
  related to each other. It includes essential
  oils such as camphor, citral, plant pigments
  and vitamin A as well as squalene.
 Steroids – these constitutes a variety of
  compounds such as sterols, bile acids, sex
  hormones, fat soluble vitamin D. steroids
  are found in the non-saponifiable fraction of
  lipids. The basic steroid nucleus is called
  cyclopentanoperhydrophenanthrene(CPPP).
A. Sterols
   CHOLESTEROL
   Representative member of sterols.
   Normal product of animal metabolism.
   It is unsaturated alcohol with 27 carbons.
   Important because of its effect in the
    degenerative hardening of the arterial wall
    leading to arteriosclerosis.
Color reaction test
 Liebermann burchard test – test for
  determination of chollesterol in the blood.
  That yields into an emeral green color upon
  acted by chloroform, acetic anhydride and
  conc. Sulfuric acid.
 Salkowski test – a test not specific for
  cholesterol but may also be used for other
  sterols. It yields a bluish red to purple color
  when cholesterol is treated with chloroform
  and concentrated sulfuric acid.
Other sterols
 7-dehydrocholesterol – a precursor of
  cholesterol which is found underneath the
  skin.
 Ergosterol – the yeast sterol.
 Sitosterols – complex mixture of sterols
  occuring in oils and higher plants.
B. Bile acids
 Secreted continuously in the and stored in
  the gall bladder. It is discharged into bowel
  during digestion by the relaxation of the
  sphincter of the digestive organs and the
  relaxation of the gall bladder.
Functions of bile
 Emulsifying fats and preparing them for the
  action of trypsin. It aid in the digestion and
  absorption of fats. Excellent emulsifying
  agents.
 Excretion of certain waste products.
 There are four acids that have been isolated
  in human bile like:
 Cholic acid
 Deoxycholic acid
 Chemodeoxycholic acid
 Lithocholic acid
 They are conjugated to form bile salts. The
  two principal bile salts are:
 Sodium glycholate
 Sodium laurocholate
 They function in digestion, helps in
  emulsification of fats by lowering the surface
  tension of water.
 Bile pigements (bilirubin and beliverdin)
 They give bile its characteristic color and are
  considered as excretory products.
 Oxidaton and reduction produce a series of
  various colored compounds some of which
  have received definite names:
 They derived from hemoglobin of worn out
  red blood cells.
Test for bile pigments
 Gmelin’s test – produces a rainbow or play
  of colors when bile reacted with
  concentrated nitric acid.
C. Steroidal hormones
 1. Adrenocortical hormone . If the adrenal
  cortex is removed the animal dies. A partail
  loss of the function of the gland results in
  retention of K+, increased excretion of Na+
  and Cl-, muscle weakness, decreased liver
  glycogen, lowered resistance to insulin and
  greater sensitivity to cold and stress
 Addisons disease. Is a result of
  adrenocortical insufficiency and responds to
  treatment with extracts from adrenal cortex.
 ACTH. Is secreted by the pituitary.
  Stimulated the adrenal cortex to produce
  steroid hormone which in turn exert an
  inhibitory effect on the pituitary gland. These
  steroids contitutes a family of hormones of
  which cortisol and aldosterone are the major
  representative.
Functions of the ACTH
 1. affects metabolism of the food stuff.
 2. maintain proper balance of electrolytes
  and control inflammation.
 Adrenal hormones are used in the treatment
  of rheumatic fever, arthritis, acute asthma
  and a number of other ailments.
 Prolonged used of cortisone can have
  serious side effects, some of which are
  characteristics of Cushing’s syndrome, a
  disease in which there is excessive
  production of adrenal steroids (including
  high blood pressure, wasting of muscle
  resorption of bones).
 2. Sex Hormones. Both male and female
  sex hormones are steroids. The male
  hormone, androgens are the generic name
  for hormone secreted chiefly by the testes
  and responsible for the development of the
  secondary sexual characteristics. However
  these hormones are also produced in other
  tissues such as the adrenals and ovary.
 Testosterone. Is the chief testicular
  androgen and is secreted by the leydig cells.
 In the female there are two types: estrogen
  and progesterone. There are three
  estrogens that have been
  identified.estradiol, estrone and estriol.
 The estrogen controls the ovulation cycle.
  They undergo oxidation process in the liver
  and subsequently conjugate with sulfate and
  glucoronic acid in which they are excreted
  in the bile and urine.
 The progesterone is elaborated in the
  corpus luteum of the ovary during the post-
  ovulatory phase of the menstrual cycle and
  in much longer amount during gestation by
  both corpus luteum and placenta. They are
  required for normal pregnancy.
D. Fat soluble vitamins
   Vitamin A (retinol)
   Vitamin D (calciferol)
   Vitamin E (tocopherol)
   Vitamin K (coagulation vitamin)
Understanding Lipids

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Understanding Lipids

  • 2. LIPIDS  Are organic substances made up of fatty acids and their naturally existing compounds and derivatives.  a group of naturally occurring compounds, which have in common a ready solubility in such organic solvents as hydrocarbons, chloroform, benzene, ethers and alcohols. They include a diverse range of compounds, like fatty acids and their derivatives, carotenoids (yellow-red pigments found in plants) , terpenes (group of unsaturated HC, responsible for scent of plants/oils), steroids and bile acids.
  • 3. LIPIDS  Lipids are fatty acids and their derivatives, and substances related biosynthetically or functionally to these compounds.
  • 4.  are broadly defined as any fat-soluble (lipophilic), naturally-occurring molecules, such as fats, oils, waxes, cholesterol, steroids, fat-soluble vitamins (such as vitamins A, D, E and K), monoglyceride, diglyceride, phospholipids, and others.
  • 5.
  • 6. Lipids may be defined according to whether they are:  Esters or potential esters  Soluble in fat solvent such as acetone , ether, chloroform, benzene, ether, hexane and methanol.  Biologically active, that is, lipids are utilized by living organisms.
  • 7. Characteristics  Lipids refer to oils and fats and related compound. They constitute 2-25% of daily diet.  They contain C, H2, O2, P and N  They are insoluble in water but soluble in organic solvents.
  • 8.  Chemically they are esters of alcohols and fatty acids of high molecular weight.  True fats generally constitute the storage material for energy in both plants and animals.  Fat depot in animals derived from ingested foods are abundant in subcutaneous and intramuscular connective tissue.
  • 9.  Constitute a part of the cell wall and play a role in the permeability of cellular membranes.
  • 10.
  • 11. Functions of Fats  Major source of calorie energy especially fatty acids.  Insulating material for internal organs  Structural components of membrane  Enzyme-co-factor (plays an essential role in the reaction)  Vehicle for transport of fat soluble vitamins  Regulatory substance  Preventors of some steroid, prostaglandin hormone and Vit. D.
  • 12.  Important constituent of biomemebranes notably phospholipids, cholesterol and glycolipids.  Thermal insulators in subcutaneous tissue and around certain organs.  For transport or as carriers. Lipoprotein solubilize non polar and hydrophobic substances.
  • 13.  As precursor of other physiologically functional substances. Cholesterol is the precursor of bile acids and salts and steroidal hormones.  As hormones. The prostaglandins derived from polyunsaturated fatty acids whose potent biological activities are regulatory in nature.
  • 14. c Classification of LIPIDS I. SIMPLE LIPIDS – esters of fatty acids and glycerol with various alcohols and the yield on hydrolysis. A.Neutral Fats – glycerol esters of fatty acids a. oil – under ordinary conditions are liquid, made up of higher proportions of unsaturated fatty acids.
  • 15. b. Fats – under ordinary conditions are solids, made up of greater percentage of saturated Fatty acids. B. Waxes – esters of fatty acids with monohydric alcohol both of higher molecular weight.
  • 16. II. Compound LIPIDS – lipids in combination with other compounds which yields on hydrolysis of some other products beside alcohol and fatty acids. A.Phospholipid – contains H2PO4 and nitrogenous group. a. lecithin (phosphatidyl choline) contain choline as nitrogenous base. b. cephalin –( phosphatidyl ethanolamine) – contains ethanolamine/serine as nitrogenous base. c. Sphingomyelin – splingosine and choline are the nitrogenous base.
  • 17. B. Glycolipids- contain carbohydrate and nitrogenous base without phosphorous and glycerol. C. Ill –defined lipids – amino acids and sulfolipids having amino and sulfate groups respectively. Also known as sulfolipids. D. Lipoproteins – Those are lipids bound to proteins. Ex. Chylomicrons, VLDL, LDL and HDL.
  • 18. III. Derived lipids – products of the decomposition of lipids like fatty acids and glycerol but still exhibiting the general physical characteristics of lipids. a. Saturated and unsaturated fatty acids b. Mono and diglycerides c. Alcohols 1.straight chain –products of hydrolysis of waxes usually water insoluble alcohol of higher molecular weight. 2. Alcohol containing beta-ionene ring – vitamin A and some carotenoids. 3. sterols
  • 19. IV. Miscellaneous lipids a. Alipathic HC – iso-ocatadane from liver, fats and certain hydrocarbons. b. Squalene HC – in shark , liver and human sebum c. Carotenoids d. Fat soluble vitamins A,D,E,K.
  • 20. Fatty acids (saturated and unsaturated) –product of fatty hydrolysis Types Saturated fatty acids – belonging to the acetic acid series with empirical formula: CnH2n + 1 COOH or CnH2nO2
  • 21. Name No. of C Chemical Sources atoms formula Straight chain 4 C 4 H 8 O2 Butter butyric acid Caproic acid 6 C6H12O2 Butter, coconut and palm Caprylic acid 8 C8H16O2 ditto Capric acid 10 C10H20O2 ditto Lauric acid 12 C12H24O2 Laurel and coconut oil
  • 24. Myristic acid 14 C14H28O2 Coconut, nutmeg, animal fat Palmitic acid 16 C16H32O2 Plant and animal fat Stearic acid 18 C18H36O2 Plant and animal fat Arachidic acid 20 C20H40O2 Peanut butter lard Lignoceric 24 C24H48O2 Peanut oil, acid glyco and phospholipid
  • 27. Properties of Saturated Fatty acids Low molecular weight Solid at ordinary temperature Low melting point Volatile Note those with 4 or less carbons are miscible with water in all proportions but as the chain increases, the solubility decreased proportionately.
  • 28. Unsaturated fatty acids- unstable in air, the degree of unsaturation varies with the number of double bonds present in the structure. Empirical formula: CnH2n + 1-2m COOH Where m stands for the number of double bonds
  • 29. Name No. of Carbon Chemical Sources atoms formula 1. Double bond 1 C16H31COOH Butter, fish oils, Palmitoleic 16 C18H35COOH hen fat Oleic acid 18 Plant and animal fat, olive oil 2. Double bonds 2 C18H33COOH Linseed oil, lard, Linoleic acid 18 cottonseed oil. 3. Double bonds 5 C18H27COOH Linseed oil fish Linolenic acid 18 liver oil 4. Double bonds 7 C20H27COOH Lecithin, Arachidonic acid 20 cephalin, butter, liver fat
  • 33. Properties of unsaturated fatty acids Unstable and reactive due to the presence of double bonds in their molecules. Reactivity increases with the increase of the double bonds degree of unsaturation. Insoluble in ordinary solvents Liquid at ordinary temperature, non-volatile. The greater the degree of unsaturation, the lower the melting points.
  • 34. Free Fatty Acids (FFA, NEFA, UFA) Composed of carboxylic acid (COOH) with long hydrocarbon chains or R- COOH where the R maybe unsaturated (dehydrogenated with double bonds) or saturated (without double bonds) a. saturated fatty acids b. unsaturated fatty acids c. essential fatty acids
  • 35. Essential fatty acids – are polyunsaturated fatty acids found in structural lipids which includes. a. linoleic acid b. linoleinic acid c. arachidonic acid
  • 36. These fatty acids (saturated, unsaturated and essential ) must be present in diet to prevent: a. dermatitis b. poor growth c. decrease resistance to stress d. impaired lipid transport
  • 37. Simple lipids A. Fats (neutral fats)/ Tryglycerides/Triacylglycerol (TAG)- these are esters of alcohol glycerol and 3 fatty acids. They are neutral esters of monobasic fatty acids with trihydric alcohol, glycerol
  • 38. Structure CH2-O-CO-R1 CH -O-CO-R2 CH2-O-CO-R3 R with common fatty acid chain (simple triacylglycerol) R with different fatty acid chain (mixed triacylglycerol)
  • 39. Example Simple CH2-O-CO-C15-H31 CH2-O-CO-C17-H35 CH -O-CO-C15-H31 CH2-O-CO-C17-H35 CH2-O-CO-C15-H31 CH2-O-CO-C17-H35 Tripalmitoylglycerol Tristearoylglycerol tripalmitin Tristearin
  • 40. Mixed CH2-O-CO-C17-H35 CH - O-CO-C15-H31 CH -O-CO-C17-H33
  • 41.  Naturally existing fats are usually of this type. They do not contain three molecules of the same fatty acids. There is always a mixture of acids. These explain the presence of different fats in different organs of the same animals.
  • 42. Animal fats contains mostly: palmitic, oleic and stearic acids. Butter fat contains mostly: palmitic, oleic,and butyric and caproic acids in small amounts. Human fats is mostly oleic acid. It has a yellowish tinge due to carotene and xanthophyll pigments derived from ingested food.
  • 43. TAG is divided into two groups: 1. fats 2. vegetable oils
  • 44. Physiologic consideration 1. These are esters of fatty acids and glycerol which is the main storage form of lipids (fats) in man. 2. Stored fats are more efficient in its energy storage than carbohydrate, because: a. purity of storage-interaction of lipids and water are minimal, thus fats can be stored in its pure form (anhydrous).
  • 45. b. unlimited storage – CHO can be stored chiefly in the liver and to a lesser extent skeletal muscle, whereas adipose tissues covers different parts of organs of the body. c. Greater ATP yield- the energy yield from complete oxidation of fatty acids is about 9cal/g in contrast to 4cal/g for CHO and CHON.
  • 46. 3. The TAG in adipose tissue are continuously undergoing hydrolysis and reesterification. The result of this determines the levels of FFA in the circulating plasma. 4. Excessive CHO intake leads to lipogenesis and eventually obesity due to provision of substrate, cofactors and activation of lipogenetic enzymes in its metabolism.
  • 47. B. Waxes - esters of fatty acids with certain alcohols-not glycerol and not the sterols. Properties: 1. Insoluble in water and soluble in fat solvents. 2. Not easily hydrolyzed as the fats are not digested by the fat splitting enzymes.
  • 48. 3. From the nutritional standpoints, they have so many uses from the economic viewpoint such as: a. In the manufacture of shoe polishes, varnish, candles, lubricants and cosmetics.
  • 49. Examples: a. Bees wax – Secreted by the honey bee to form the comb. It is a mixture, the chief constituent being myricyl palmitate. b. Spermaceti wax- found in the skull of certain whales and dolphins it is chiefly cetyl palmitate and used in the manufacture of candles. c. Chinese wax/carhauba wax – derived from cuticle of the leaves.
  • 52. Compound lipids PHOSPHOLIPIDS- are compound lipids which contain the phosphate group. They also contain another non-lipid component. Choline, ethanolamine, amino acid serine or inositol. They are subdivided according to the alcohol which they contain. They are found in cells of both plants and animals.
  • 53. Types of phospholipids 1. lecithin/phosphatidyl choline a. present in great quantities in egg yolk, liver and nervous tissues. b. derived from the greek word lecithes meaning yolk. c. plays an important role in metabolism d. under physiologic condition lecithin occurs in the form of zwitter ion.
  • 54. 2. Cephalins/P. serine/ethanolamine a. nitrogenous base is either ethanolamine or serine. b. thromboplastic substance which initiates the process of coagulation. c. differs in lecithin only on it nitrogenous base. d. found in brain tissues and blood.
  • 55. 3. Sphingomyelin – most abundant sphingolipid. a. Phosphatides without glycerol components. b.Marked increase in the liver, spleen and tissues in case of Niemann-Pick’s disease. c. Fatty acids maybe lignoceric, stearic or nervonic acid.
  • 56. GLYCOLIPIDS – occurs in nerve tissues, especially in the white matter of the brains so they are referred to as the cerebrosides. The well known cerebrosides are keratin, phrenosine, nervene and oxynervone.
  • 57. Keratin – lignoceric acid, saturated fatty acids (may also be found in spleen and liver in Gaucher’s disease keratin is stored in along with other lipids in spleen and liver) Phrenosine – yields cerebronic acid and hydroxylignoceric acid
  • 58. Oxynervone – oxynervone acid, unsaturated hydroxylignoceric acid  Nervone – nervonic acid and unsaturated lignoceric acid present in nerves.
  • 59. SULFOLIPIDS These are sulfuric acid esters of cerebrosides. The sulfate is joined as an ester to C-6 or C-3 of galactose. 20% of brain cerebrosides occur as sulfate esters.
  • 60. Derived Lipids  Products of decomposition of lipids like fatty acids and glycerol but still exhibiting the general physical characteristics of lipids.
  • 61.  Tarpenes – are class of compounds containing multiple of five carbon atoms so related to each other. It includes essential oils such as camphor, citral, plant pigments and vitamin A as well as squalene.  Steroids – these constitutes a variety of compounds such as sterols, bile acids, sex hormones, fat soluble vitamin D. steroids are found in the non-saponifiable fraction of lipids. The basic steroid nucleus is called cyclopentanoperhydrophenanthrene(CPPP).
  • 62. A. Sterols  CHOLESTEROL  Representative member of sterols.  Normal product of animal metabolism.  It is unsaturated alcohol with 27 carbons.  Important because of its effect in the degenerative hardening of the arterial wall leading to arteriosclerosis.
  • 63. Color reaction test  Liebermann burchard test – test for determination of chollesterol in the blood. That yields into an emeral green color upon acted by chloroform, acetic anhydride and conc. Sulfuric acid.
  • 64.  Salkowski test – a test not specific for cholesterol but may also be used for other sterols. It yields a bluish red to purple color when cholesterol is treated with chloroform and concentrated sulfuric acid.
  • 65. Other sterols  7-dehydrocholesterol – a precursor of cholesterol which is found underneath the skin.  Ergosterol – the yeast sterol.  Sitosterols – complex mixture of sterols occuring in oils and higher plants.
  • 66. B. Bile acids  Secreted continuously in the and stored in the gall bladder. It is discharged into bowel during digestion by the relaxation of the sphincter of the digestive organs and the relaxation of the gall bladder.
  • 67. Functions of bile  Emulsifying fats and preparing them for the action of trypsin. It aid in the digestion and absorption of fats. Excellent emulsifying agents.  Excretion of certain waste products.
  • 68.  There are four acids that have been isolated in human bile like:  Cholic acid  Deoxycholic acid  Chemodeoxycholic acid  Lithocholic acid
  • 69.  They are conjugated to form bile salts. The two principal bile salts are:  Sodium glycholate  Sodium laurocholate  They function in digestion, helps in emulsification of fats by lowering the surface tension of water.
  • 70.  Bile pigements (bilirubin and beliverdin)  They give bile its characteristic color and are considered as excretory products.  Oxidaton and reduction produce a series of various colored compounds some of which have received definite names:  They derived from hemoglobin of worn out red blood cells.
  • 71. Test for bile pigments  Gmelin’s test – produces a rainbow or play of colors when bile reacted with concentrated nitric acid.
  • 72. C. Steroidal hormones  1. Adrenocortical hormone . If the adrenal cortex is removed the animal dies. A partail loss of the function of the gland results in retention of K+, increased excretion of Na+ and Cl-, muscle weakness, decreased liver glycogen, lowered resistance to insulin and greater sensitivity to cold and stress
  • 73.  Addisons disease. Is a result of adrenocortical insufficiency and responds to treatment with extracts from adrenal cortex.  ACTH. Is secreted by the pituitary. Stimulated the adrenal cortex to produce steroid hormone which in turn exert an inhibitory effect on the pituitary gland. These steroids contitutes a family of hormones of which cortisol and aldosterone are the major representative.
  • 74. Functions of the ACTH  1. affects metabolism of the food stuff.  2. maintain proper balance of electrolytes and control inflammation.  Adrenal hormones are used in the treatment of rheumatic fever, arthritis, acute asthma and a number of other ailments.
  • 75.  Prolonged used of cortisone can have serious side effects, some of which are characteristics of Cushing’s syndrome, a disease in which there is excessive production of adrenal steroids (including high blood pressure, wasting of muscle resorption of bones).
  • 76.  2. Sex Hormones. Both male and female sex hormones are steroids. The male hormone, androgens are the generic name for hormone secreted chiefly by the testes and responsible for the development of the secondary sexual characteristics. However these hormones are also produced in other tissues such as the adrenals and ovary.
  • 77.  Testosterone. Is the chief testicular androgen and is secreted by the leydig cells.  In the female there are two types: estrogen and progesterone. There are three estrogens that have been identified.estradiol, estrone and estriol.
  • 78.  The estrogen controls the ovulation cycle. They undergo oxidation process in the liver and subsequently conjugate with sulfate and glucoronic acid in which they are excreted in the bile and urine.  The progesterone is elaborated in the corpus luteum of the ovary during the post- ovulatory phase of the menstrual cycle and in much longer amount during gestation by both corpus luteum and placenta. They are required for normal pregnancy.
  • 79. D. Fat soluble vitamins  Vitamin A (retinol)  Vitamin D (calciferol)  Vitamin E (tocopherol)  Vitamin K (coagulation vitamin)