substantialextentfromthispracticeexam.However,
thispracticeexamshouldroughlyreflectthetypeof
material/chemistryIprefertotest.Youshouldnot
abandonreadingthetextbook'cuztherewillbestuff
deviatingsignificantlyfromthispracticeexam.
Chem109C2stInClassExam
Nov.5th,2010
PracticeExam
Name:________________________
Permnumber:_________________
Name:____________________________________Permnumber:__________________
Question
1)multiplechoices(50pts)
2)reactions(12pts)
3)shortanswerquestions(33pts)
Total(90pts)
Yourscore
1.MULTIPLECHOICE.Choosetheonealternativethatbestcompletesthestatementoranswersthequestion(50pts)
1)Howdoenzymesdifferfromnonbiologicalcatalysts?
1)_______
A)TheyrequirelowerpHtobefunctional.
B)Theyrequirehigherpressuretobefunctional.
C)Theyaremorepolarthannonbiologicalcatalysts.
D)Theyhavespecificityforthesubstrate.
E)Theyhavelowermolecularweightsthannonbiologicalcatalysts.
2)Whichofthefollowingcoenzymesisrequiredfortheenzymecatalyzedreactionshownbelow?
2)_______
transketolase
Xylose-5-P+Ribose-5-P
Glyceraldehyde-3-P+Sedoheptulose-7-P
A)NADH
B)NADPH
C)PLC
D)THF
E)TPP
3)Whichofthefollowingvitaminsareradicalinhibitorsorantioxidants?
3)_______
A)vitaminsB2andB6
B)vitaminsCandE
C)niacin
D)vitaminsAandD
E)vitaminsB1andB12
4)Whichofthefollowingsetsofparametersareallalteredwhenareactioniscarriedoutinthe
presenceofacatalyst?
A)G,H,Keq
4)_______
B)H,S,krate
C)Ea,freeenergyofactivation,krate
D)G,krate,Keq
E)H,DS,Ea
5)Whichofthefollowingisnottrueabouttheenzymealdolase?
A)Theenzymeiscalledaldolasebecausethereversereactionisanaldolcondensation.
B)Itcatalyzesthecleavageofasixcarboncompoundintotwothreecarboncompounds.
C)ItcatalyzesthecleavageofD-fructose1,6-diphosphateintoglyceraldehyde-3-phosphate
anddihydroxyacetonephosphate.
D)ItcatalyzesthecleavageofD-galactoseintotwomoleculeseachcontaining3-carbons.
E)Itusesalysinesidechainaminogrouptoformaniminewiththesubstrateattheactive
site.
6)Whichofthefollowingresiduesarefoundattheactivesiteoflysozyme?
A)His57,Asp102
5)_______
6)_______
B)His57,Asp52
C)Glu35,His57
D)Asp102,Glu35
E)Glu35,Asp52
7)Aquinoneispartofthestructureofvitamin__________.
A)B12
B)K
C)C
7)_______
D)B1
E)B2
8)Whichofthefollowingarerequiredspeciesforbiotin-requiringenzymes?
A)Mg+2
B)HCO3-
8)_______
C)ATP
D)AandB
E)A,BandC
9)Whichofthefollowingisthebestdefinitionofacatalyst?
A)Itincreasestherateofachemicalreaction.
B)Itdecreasestherateofareaction.
C)Itdecreasesactivationenergy.
D)Itincreasesactivationenergy.
E)AandC
10)Generallyspeaking,whichofthefollowingoxidation-reductionreactionsutilizeNAD+and
NADP+asoxidationcoenzymes?
9)_______
10)______
A)alcoholsoxidizedtocarboxylicacids
B)alcoholsoxidizedtoaldehydes
C)alcoholsoxidizedtoketones
D)AandB
E)A,B,andC
11)Whichofthefollowingisnotneededforthepyruvatedehydrogenasesystem?
A)NAD+
11)______
B)biotin
C)lipoate
D)coenzymeA
E)FAD
12)Atwhatpositionofthepyridineringinthecoenzymebelowwilloxidation-reductionreactions
takeplace?
12)______
A)1
B)2
C)3
D)4
E)5
13)Whatdoesthemodeltermedlock-and-keystandfor?
A)TheN-terminalandtheC-terminalendsofaproteinfiteachotherlikeakeyfitsalock.
B)Thenonpolarsitesofproteinsfiteachotherlikeakeyfitsalock.
C)Thehydrogenbondsinthe-helixfiteachotherlikeakeyfitsalock.
13)______
D)Thesubstratefitstheactivesiteoftheenzymelikeakeyfitsalock.
E)Theaminoacidsinapeptidechainfiteachotherlikeakeyfitsalock.
14)Whichofthefollowingstatementsbestdescribeswhatcofactorsare?
A)Theyareorganicmoleculesderivedfromcompoundscommonlyknownasvitamins.
B)Theyareorganicmoleculescalledcoenzymes.
C)Theyareorganicmoleculesthatassistenzymesincarryingouttheircatalyticreactions.
D)Theyaremetalionsthatassistenzymesincarryingouttheircatalyticreactions.
E)alloftheabove
15)Whichofthefollowingstatementsisnottrueofcoenzymes?
A)Coenzymescatalyzechemicalreactionssimilartoenzymes.
B)Coenzymesmayfunctionasoxidizingandreducingagents.
C)Coenzymesplayavarietyofchemicalrolesexactlylikethoseplayedbytheaminoacidside
chainsofenzymes.
D)Coenzymesmayfunctionasnucleophilesorstrongbasesneededinareaction.
E)Coenzymesmayfunctionasactivatorsneededinareaction.
16)Whichofthefollowingis/aretrueaboutbase-catalysts?
A)Theyfacilitatetheformationofanegativelychargedtetrahedralintermediate.
B)Theyincreasetherateofareactionbyremovingaprotonfromareactant.
C)Theyincreasetherateofareactionbyprovidingapathwaywithamorestabletransition
state.
D)AandBonly
E)A,BandC
17)Whichofthefollowingrepresentsthefirststep(s)inthemechanisminvolvinggeneral-base
catalysisforthereactionshownbelow?
A)I
B)II
C)III
D)IV
E)V
14)______
15)______
16)______
17)______
18)WhataretheproductsobtainedfromthereactionofNADHwithFMNcatalyzedbyNADH
dehydrogenaseasshownbelow?
NADH
NADH+FMN
A)NAF+DHN
B)N2A2D2+FMNH2
C)NAD++FMNH2
18)______
?+?
D)NAF+DNH2
E)NAD++FMNH
19)Whichofthefollowingis/arewater-solublevitamins?
A)thiamine(vitaminB1)
19)______
B)pyridoxine(vitaminB6)
C)vitaminB12
D)riboflavin(vitaminB2)
E)alloftheabove
20)Whichofthefollowingstatementsis/aretrueaboutcatalysts?
A)Theyparticipateinthechemicalreaction,butarenotchangedorconsumed.
B)Theychangetheamountofproductformedinachemicalreaction.
C)Theycanbeusedonlyonce.
D)Theychangethestabilityofreactantsandproducts.
E)alloftheabove
21)Whichofthefollowingisnottrueaboutmetal-ioncatalysts?
A)Theycanmakealeavinggroupaweakerbaseandthereforeabetterleavinggroup.
B)Theycanmakeareactioncentermoresusceptibletoreceivingelectronsandstabilizea
developingchargeonthetransitionstate.
C)TheyactasLewisbases.
D)Theycoordinatewithatomswithnonbondedelectrons.
E)Theycanincreasetheelectrophilicityofareactioncenter.
22)WhichofthefollowingvitaminscatalyzesacyltransferreactionsandrequiresCoASHasa
coenzyme?
A)panthothenate
B)niacin
C)lipoate
D)thiamine
E)vitaminB12
23)Whichofthefollowingresiduesactsasageneral-acidcatalystinaldolasebutasageneral-base
catalystinchymotrypsin?
A)lysine
B)histidine
C)asparagine
D)cysteine
E)methionine
20)______
21)______
22)______
23)______
24)Apuresampleofthetrans-2-bromocyclopentanolenantiomershownbelowreactswithHCl.
Thereactionproceedsbywayofabromoniumion.Whatis/aretheproduct(s)ofthereaction?
24)______
A)IandIII
B)IIonly
C)Ionly
D)IIandIV
25)Whichofthefollowingisastepinthemechanismofthereactionshownbelow?
A)I
1)
2)
3)
4)
5)
6)
7)
8)
9)
10)
11)
12)
13)
D
E
B
C
D
E
B
E
E
E
B
D
D
B)II
C)III
D)IV
E)V
25)______
14) E
15) C
16) E
17) A
18) C
19) E
20) A
21) C
22) A
23) B
24) A
25) B
2.Pleasewritedownthecoenzymesderivedfromthespecifiedvitaminsandthereactiontypetheycatalyzes(12pts).
corestructure/
reactingunit
Vitamine
coenzyme(s)
pleaselistallpossible
reactioncatalyzed
NAD+,NADH
NADP+,NADPH
reduction
oxidation
coenzymeB12
isomerization
biotin
carboxylation
pyridoxalphosphate(PLP)
decarboxylation
transamination
racemization
CCbondcleavage
,elimination
substitution
B3
B12
O
HN
NH
B6
OH
3.Foreachofthefollowingenzymecatalyzedreactions,filltheemptyboxesasindicated(16pts).
1)
3)
4)
2)
4.Brieflyanswerthefollowingquestions(12pts).
1)Aldolasecatalyzesthefollowingreaction,pleaseprovideareasonablemechanismtoexplainhowitoccursintheactive
site(note:youdonothavetodrawtheactivesite,insteadyoucanusethesidechainfunctionalgroupstopromotethe
reaction).
(seepage1093)
2)TherateofthefollowingreactionismuchfasterthanthesubstratewiththeNreplacedwithacarbon.Pleaseproposea
mechanismtoexplain.
HO
Cl
OH-, H2O
N Me
N Me
HO
Cl
HO
HO
HO
Cl
N Me
N Me
N Me
Cl
HOCl
Cl
3)Dehydrataseisapyridoxalrequiringenzymethatcatalyzesan,eliminationreaction.Proposeamechanismforthis
reaction.
O
O
hydrolysis
dehydratase
HO
PLP
NH3
NH4+
O
O
E
N
transimination
PiO
B:H
NH2
B-H
HO
HO
O
N
PiO
N
H
H
O
O
O
N
PiO
N
H
H
O
H2O
O
N
PiO
N
H
H
O
O
NH
E-(CH2)4NH2
H
O
N
H
E-(CH2)4NH2
tautomerization