Lipid chemistry.pdf lipid for example shows how to make us

e3943279 28 views 23 slides May 25, 2024
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chemistry lipid Congenital and Developmental Anomalies of Permanent and Deciduous Posterior Teeth
Introduction
Congenital and developmental anomalies of teeth refer to variations in tooth number, size, form, and structure that occur during tooth development. These anomalies can affect both permanent...


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FieldofMedicine
MedicineAndSurgery Program
Lecture:Lipidchemistry
Date:19/3/2024Dr:MoatazMaherand Abeer Eid

LipidChemistry

Objectives:
Bytheendofthislecture,thestudentwillbeable to:
1.DefineLipidsandenumeratetheirfunctions.
2.Recognizethegeneralclassificationoflipids
3.Describethegeneralstructureandcharactersoffattyacids.
4.Recognizeimportantformsof lipids&theirroleinthehumanbody

1a.NatureofLipids
Lipidsarea collectionof organicmolecules,having the following properties:
Theyarehydrophobicduetothepresenceofapolyhydrocarbon chain
(—CH
2)
nintheirstructure.
Theyareinsolubleor poorlysolubleinwater,butreadilysolublein
nonpolarsolventssuchasetherandbenzene.

1b.BiologicalFunctionofLipids
1.Importantdietaryconstituent:
-They are used as a source and storage form of energy ( in adipose
tissue).1g offatprovides9kcal.
-Lipid-solublevitamins(A,D,E, andK) aresuppliedbydiet
-It’stheonly sourceofessentialfattyacids neededbythehumanbody.
2.Theyserveascellularconstituentsinthecellmembrane&
mitochondria
3.Protectionand supportof the internal organs as fat acts as shock
absorber
4.Source of hormones(e.g., Steroidhormones).
5.Thermalinsulators.

2.LipidClassification
1.Simple
-Estersoffattyacids(FA)with
variousalcohols
1.Fats–estersofFAwith
glycerol(liquid stateis-OIL)
2.Waxes –esters of fatty acids
withhighermolecularweight
alcohol
2.Compound (Conjugated)
-EstersofFAscontainingothergroups
inadditiontoanalcoholandaFA
1.Phospholipids
2.Glycolipids
3.Lipoproteins are complexes of
proteins and lipids e.gVLDL, LDL and
HDL
3.DerivedLipids
Theyaresubstancederivedfromhydrolysis oftheprevious2 groups(simple and
complex) or produced from a lipid compound. They include fatty acids, glycerol,
cholesterol,andhormones (Steroidhormones)

3.GeneralFeaturesof Fatty acids
I.Theyarelong-chainmonocarboxylicacids
II.Theyusuallycontainanevennumberofcarbonatomsand fatty acid has
amphipathic nature (i.e. having both a hydrophilic and a hydrophobic region).
O
RCOH
Non-polarEnd-HydrophobicEnd
(Fat-solubletail)
PolarEnd-HydrophilicEnd

3.GeneralFeaturesof Fatty acids
III.Fattyacidsnumbering:
-Carbon atoms are numbered
from the carboxyl carbon
(C1).
-Carbon atom adjacent to C1
(C2)isα-carbon.
-C3andC4are theβ-andγ
carbons.
-Terminalcarbonis
ω-carbonorn-carbon.

3.GeneralFeaturesofFatty acids
IV.Classificationof Fattyacids
1.According tothelengthoftheCarbonChain
-Short-chain(Lessthan8carbons)
-Medium-chain(8-10carbons)
-Long-chain(Morethan10 carbons)
2.Accordingtothe degree ofsaturation
-Saturated=containsno doublebonds
Palmiticacid(16:0)
-Unsaturated=Containsoneormoredoublebond(s)(MonoorPolyunsaturated)
Palmitoleicacid(16:1;9)

3.GeneralFeaturesofFatty acids
V.Somefattyacids(FA)shouldbesuppliedindiet.Thesefattyacids
arecalled“essentialFA”.
1.Nonessentialfattyacidscanbesynthesizedfromproductsofglucose
and,therefore,do nothavetobe includedinthediet.
2.Essentialfattyacidsmustbeobtainedfromthediet[ω-3FA:Linolenic
acid(18:3);ω-6FA:Linoleicacid(18:2)].

4.LipidsOfPhysiological Importance
4a.Triacylglycerols
They are the most important and main storage form of lipids in
man(adipocytes).
Triacylglycerol=
Glycerol+3fattyacids
(R
1,R
2,R
3)
TAG is producedbytheesterificationof
glycerolwiththreefattyacids
CH2-COO-R1
|
R2-COO-CH
|
CH2-COO-R3

4.LipidsOfPhysiological Importance
4a.Triacylglycerols
Fat
Triglyceridescontaininghigh
proportionoflong-chain, saturated
fattyacids
Oil
Itisliquid fat
Containsbothunsaturated fattyacids
and saturatedfatty acids.
Hardening:
Itisthehydrogenationofoilstoform
solidfats(margarine).Thisprocess
involvesconversionofUSFAtoSFA.

4.LipidsOfPhysiological Importance
•Theyaremainlipidconstituentsof membranes.
•They arederivedfromglycerol-3-phosphate
•They contain 2 long chain fatty acids at C-1 and C-2 of glycerol-
3-phosphate
•At C-3, the glycerol is esterified to
phosphategroupand
anOHcontaining
compound[X].
4b.Phospholipids
Glycerophospholipids Sphingophospholipids

4.LipidsOfPhysiologicalImportance
4b.Phospholipids
Inthemembrane,thepresenceofthephosphategroupinglycerophospholipidsmakespartofitpolar
[head]whilethefattyacidisnonpolar[tail].
Examplesofglycerophospholipids
Phosphatidylcholine(lecithin):Mostabundantphospholipidsofcellmembrane
DipalmitoylLecithin: A major constituent of lung Surfactant.
•lung surfactant prevents adhesion of inner surfaces of the lungs.
Cardiolipinwhichis themajorlipid oftheinner mitochondrialmembrane.

4.LipidsOfPhysiological Importance
4b.Phospholipids
Glycerophospholipids Sphingophospholipids
Sphingolipidsarecomponentsofmembranesandarepresentin
nearlyallhumantissues.
Theirstructureincludessphingosine(NOTGlycerol),an18Calcohol,
+fattyacid+phosphate+others.
Thegreatestconcentrationofsphingolipidsisfoundinthecentral
nervoussystem(CNS)andisknownasSphingomyelins.Theyactas
insulatorsof thenervefibers.

4.LipidsOfPhysiological Importance
•Theyarewidelydistributedinourbodyparticularlyinthenervoustissues
•Majorglycolipidsinthebodyareglycosphingolipids=they
aresphingolipidsthatcontaincarbohydratemoieties.
Importance of Glycolipids:
1. Glycolipids are found in cell membranes, especially in myelin sheath.
2. Cell membrane receptorsare glycolipids in nature.
3. Glycolipids are important constituents of nervous tissue.

4.LipidsOfPhysiological Importance
Steroidsarelipidsthatcontainfourfused carbonringsthatform aringknown asthe
“steroidnucleus”.
Examples:
-Cholesterol
-Steroid hormones
-Bileacids
-VitaminD.

4.LipidsOfPhysiological Importance
Cholesterol(27C)isthemajorsteroidinthehumanbody.Itistheparent
moleculefromwhichmostofderivedlipidsaresynthesized.
Normallevel120to200mg/dL.
Importance:
-Steroid hormones
-Bileacids and bile salts.
-VitaminD.
-Present in cell membrane

4.LipidsOfPhysiological Importance
Importanceofbileacidsandbilesalts:Afteringestionofafattymeal,the
presenceofbilesaltsintheintestineisimportantforthedigestionand
absorptionoffatsaswellasfat-solublevitamins.Asbilesaltshelpto
emulsifyfatsintheintestine(emulsification).

SUMMARY
•Lipidsarepolyhydrocarbonsthatareinsolubleinwater.
•Theyareclassifiedintosimple,complexandderivedlipids.
•Fattyacidscanbeevenor odd,saturatedor unsaturated,essential
andnon-essential.Theyhavedifferentmeltingpointsthatdependon
thenumberof carbonsandunsaturatedbonds.
•Importantlipidsinhumanincludetriacylglycerols,phospholipids,
glycolipidsandcholesterol.

Reference:
–Lippincott'sIllustratedReviews:Biochemistry,7thEdition.Chapter16 &17.

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