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MacromoleculesMacromoleculesBIOL222
Ch.5
Overview:TheMoleculesofLifeOverview:TheMoleculesofLife
• Macromolecules
• largemoleculescomposedofthousandsofcovalentlyconnectedatoms
• Builtfromcarbonbackbone
• AlsocontainlargenumbersofHandO
• fourclasses:
• Carbohydrates
• Lipids
• Proteins
• Nucleicacids
MacromoleculesMacromolecules
• Polymer
• longmoleculeconsisEngofmanysimilarsubunits
• Monomers
• Buildingblocksofpolymers
• Threeofthefourclassesofmacromoleculesarepolymers:
• Carbohydrates
• Proteins
• Nucleicacids
• dehydra9onsynthesis(condensa9onreac9on)
• occurswhentwomonomersbondtogether
• throughthelossofawatermolecule
• hydrolysis
• Processofbreakingpolymersdowntomonomers
• essenEallythereverseofthedehydraEonreacEon
TheSynthesisandBreakdownofPolymersTheSynthesisandBreakdownofPolymers
Fig.5‐2Fig.5‐2
Short polymer
HO 1 2 3 H HO H
Unlinked monomer
Dehydration removes a watermolecule, forming a new bond
HO
H2O
H1 2 3 4
Longer polymer
(a) Dehydration reaction in the synthesis of a polymer
HO 1 2 3 4 H
H2OHydrolysis adds a watermolecule, breaking a bond
HO HH HO1 2 3
(b) Hydrolysis of a polymer
TheDiversityofPolymersTheDiversityofPolymers
2 3 HOH
• cellsholdthousandsofdifferentkindsof
macromolecules
• Humanscanmakeupto150,000different
proteins
• Macromoleculardiversity
• indicaEveofbiologicaldiversity
• varietyofpossiblepolymersvirtuallylimitless
• fromasmallsetofmonomers
Carbohydrates:fuelandbuildingmaterialCarbohydrates:fuelandbuildingmaterial
• Carbohydrates
• Polymersofsimplesugarmonomers
• Monosaccharides
• Polysaccharides
• Carbohydratemacromolecules
• Builtofmonosacharides
SimpleSugarsSimpleSugars
• Monosaccharides
• Typically(CH2O)n
• Glucose(C6H12O6)
• mostcommonmonosaccharide
• Monosaccharidesclassifiedby
• LocaEonofthecarbonylgroup(C=O,asaldoseorketose)
• Numberofcarbonsinthecarbonskeleton
Fig.5‐3Fig.5‐3
Dihydroxyacetone
Ribulose
Ket
oses
Ald
oses
Fructose
Glyceraldehyde
RiboseGlucose Galactose
Hexoses (C6H12O6)Pentoses (C5H10O5)Trioses (C3H6O3)
• OVendrawnaslinearskeletons
• manysugarsformringsinaqueoussoluEons
• Monosaccharides
• majorfuelforcells
• Glucose
• rawmaterialforbuildingmolecules
• CarbonskeletonsforaminoacidsandfaYyacids
SimpleSugarsSimpleSugars
Fig.5‐4Fig.5‐4
(a) Linear and ring forms (b) Abbreviated ring structure
• Disaccharide
• twomonosaccharides
• JoinedbydehydraEonsynthesis
• glycosidiclinkage
• covalentbondbetween1CofonemonosaccharideandOon4C
ofnextmonosaccharide
PolysaccharidesPolysaccharides
Fig.5‐5Fig.5‐5
(b) Dehydration reaction in the synthesis of sucroseGlucose Fructose Sucrose
MaltoseGlucoseGlucose(a) Dehydration reaction in the synthesis of maltose
1–4glycosidic
linkage
1–2glycosidic
linkage
PolysaccharidesPolysaccharides
• Polysaccharides
• polymersofsugars
• storageandstructuralroles
• structureandfuncEon
• determinedbymonomersandposiEonsofglycosidiclinkages
StoragePolysaccharidesStoragePolysaccharides
• Starch
• storagepolysaccharideofplants
• asgranuleswithinchloroplastsandotherplasEds
• consistsenErelyofglucosemonomers
• maybethousandsofmonomerslong
Fig.5‐6Fig.5‐6
(b) Glycogen: an animal polysaccharide
Starch
GlycogenAmylose
Chloroplast
(a) Starch: a plant polysaccharide
Amylopectin
Mitochondria Glycogen granules
0.5 µm
1 µm
• Glycogen
• storagepolysaccharideinanimals
• Humansandothervertebratesstoreglycogenmainlyinliverand
musclecells
StoragePolysaccharidesStoragePolysaccharides
Fig.5‐6Fig.5‐6
(b) Glycogen: an animal polysaccharide
Starch
GlycogenAmylose
Chloroplast
(a) Starch: a plant polysaccharide
Amylopectin
Mitochondria Glycogen granules
0.5 µm
1 µm
StructuralPolysaccharidesStructuralPolysaccharides
• Cellulose
• Polysaccharide
• majorcomponentofplantcellwalls
• alsopolymerofglucose
• glycosidiclinkagesdiffer
• Thedifferenceisbasedontworingformsforglucose:alpha(α)and
beta(β)
Fig.5‐7Fig.5‐7
(a) α and β glucose ring structures
α Glucose β Glucose
(b) Starch: 1–4 linkage of α glucose monomers (b) Cellulose: 1–4 linkage of β glucose monomers
• αglucose
• Polymersarehelical
• Starch,glycogen
• βglucose
• Polymersarestraight
• Cellulose,chiEn
• InstraightstructuresHatomsononestrand
• canbondwithOHgroupsonotherstrands
• Parallelcellulosemoleculesheldtogetherthiswayaregrouped
intomicrofibrils
• whichformstrongbuildingmaterialsforplants
StructuralPolysaccharidesStructuralPolysaccharides
Fig.5‐8Fig.5‐8
β Glucosemonomer
Cellulosemolecules
Microfibril
Cellulosemicrofibrilsin a plantcell wall
0.5 µm
10 µm
Cell walls
• Enzymesthatdigeststarchbyhydrolyzingαlinkagescan’thydrolyzeβ
linkagesincellulose
• αamylase
• CelluloseinhumanfoodpassesthroughthedigesEvetractas
insolublefiber
• Somemicrobesuseenzymestodigestcellulose
• cellulase
• Manyherbivores,fromcowstotermites,havesymbioEc
relaEonshipswiththesemicrobes
StructuralPolysaccharidesStructuralPolysaccharides
• Chi9n
• structuralpolysaccharide
• exoskeletonofarthropods
• structuralsupportforthecellwallsofmanyfungi
StructuralPolysaccharidesStructuralPolysaccharides
Fig.5‐10Fig.5‐10
The structureof the chitinmonomer.
(a) (b) (c)Chitin forms theexoskeleton ofarthropods.
Chitin is used to makea strong and flexiblesurgical thread.
Lipids:diversegroupofhydrophobicmoleculesLipids:diversegroupofhydrophobicmolecules
• Lipids
• onlymacromoleculesthatdonotformpolymers
• unifyingfeatureoflipidsishavingliYleornoaffinityforwater
• hydrophobic
• consistmostlyofhydrocarbons
• nonpolarcovalentbonds
• Themostbiologicallyimportantlipidsarefats,phospholipids,and
steroids
LipidsLipids
• Fats
• constructedfromtwotypesofsmallermolecules
• Glycerol
• faYyacids
• Glycerol
• three‐carbonalcoholwithahydroxylgroupaYachedtoeachcarbon
• faGyacid
• acarboxylgroupaYachedtoalongcarbonskeleton
Fig.5‐11Fig.5‐11
Fatty acid(palmitic acid)
Glycerol(a) Dehydration reaction in the synthesis of a fat
Ester linkage
(b) Fat molecule (triacylglycerol)(triglyceride)
• Fatsseparatefromwater
• becausewatermoleculesformhydrogenbondswitheach
otherandexcludethefats
• Triacylglycerol(triglyceride)
• threefaYyacidsjoinedtoglycerolbyesterlinkages
• combingacidwithanalcohol
• faYyacidandglycerol
FatsFats
• FaYyacids
• varyinlength(numberofcarbons)
• andinthenumberandlocaEonsofdoublebonds
• SaturatedfaGyacids
• maximumnumberofhydrogenatomspossible
• nodoublebonds
• UnsaturatedfaGyacids
• oneormoredoublebonds
FaGyAcidsFaGyAcids
• saturatedfats
• FatsmadefromsaturatedfaYyacids
• solidatroomtemperature
• Mostanimalfatsaresaturated
• unsaturatedfatsoroils
• FatsmadefromunsaturatedfaYyacids
• liquidatroomtemperature
• Plantfatsandfishfatsareusuallyunsaturated
FaGyAcidsFaGyAcids
Fig.5‐12Fig.5‐12
Structuralformula of asaturated fatmolecule
Stearic acid, asaturated fattyacid(a) Saturated fat
Structural formulaof an unsaturatedfat molecule
Oleic acid, anunsaturatedfatty acid
(b) Unsaturated fat
cis doublebond causesbending
PhospholipidsPhospholipids
• Phospholipid
• twofaYyacidsandaphosphategroupaYachedtoglycerol
• faYyacidtailsarehydrophobic
• phosphategroupanditsaYachmentsformahydrophilichead
• Amphipathic
• Bothhydrophobicandhydrophilicregions
Fig.5‐13Fig.5‐13
(b) Space-filling model(a) (c)Structural formula Phospholipid symbol
Fatty acids
Hydrophilichead
Hydrophobictails
Choline
Phosphate
Glycerol
Hyd
roph
obic
tails
Hyd
roph
ilic
head
• Phospholipidbilayer
• Phospholipidsaddedtowater
• self‐assembleintoabilayer
• withthehydrophobictailspoinEngtowardtheinterior
• Phospholipidsarethemajorcomponentofallcellmembranes
AppliedPhospholipidsAppliedPhospholipids
Fig.5‐14Fig.5‐14
Hydrophilichead
Hydrophobictail WATER
WATER