Inorganic chemical biology : principles, techniques and applications

433 Pages·2014·8.299 MB·English

by  Gasser, Gilles

Inorganic Chemical Biology

Inorganic Chemical
Biology
Principles, Techniques and Applications
Edited by
GILLES GASSER
Department of Chemistry, University of Zurich, Switzerland
Thiseditionfirstpublished2014
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Inorganicchemicalbiology:principles,techniquesandapplications/editor,GillesGasser.
p.;cm.
Includesbibliographicalreferencesandindex.
ISBN978-1-118-51002-5(cloth)
I. Gasser,Gilles,editorofcompilation.
[DNLM:1.BiochemicalPhenomena.2.Metals–chemistry.3.MacromolecularSubstances–chemistry.QU130.2]
QP606.D46
′
572.43–dc23
2013049090
AcataloguerecordforthisbookisavailablefromtheBritishLibrary.
ISBN:9781118510025
Typesetin10/12ptTimesLTStdbyLaserwordsPrivateLimited,Chennai,India
1 2014
Contents
AbouttheEditor xiii
ListofContributors xv
Preface xix
Acknowledgements xxi
1. NewApplicationsofImmobilizedMetalIonAffinityChromatography
inChemicalBiology 1
RachelCodd,JiesiGu,NajwaEjjeandTulipLifa
1.1 Introduction 1
1.2 PrinciplesandTraditionalUse 2
1.3 ABriefHistory 4
1.4 NewApplication1:Non-proteinBasedLowMolecularWeight
Compounds 5
1.4.1 Siderophores 6
1.4.2 AnticancerAgent:TrichostatinA 10
1.4.3 AnticancerAgent:Bleomycin 12
1.4.4 Anti-infectiveAgents 13
1.4.5 OtherAgents 14
1.4.6 SelectingaViableTarget 15
1.5 NewApplication2:Multi-dimensionalImmobilizedMetalIon
AffinityChromatography 17
1.6 NewApplication3:Metabolomics 20
1.7 NewApplication4:Coordinate-bondDependentSolid-phase
OrganicSynthesis 20
1.8 GreenChemistryTechnology 21
1.9 Conclusion 23
Acknowledgments 24
References 24
2. MetalComplexesasToolsforStructuralBiology 37
MichaelD.Lee,BimGrahamandJamesD.Swarbrick
2.1 StructuralBiologicalStudiesandtheMajorTechniquesEmployed 37
2.2 WhatdoMetalComplexeshavetoOffertheFieldofStructural
Biology? 38
2.3 MetalComplexesforPhasinginX-rayCrystallography 39
vi Contents
2.4 MetalComplexesforDerivationofStructuralRestraintsvia
ParamagneticNMRSpectroscopy 41
2.4.1 ParamagneticRelaxationEnhancement(PRE) 42
2.4.2 ResidualDipolarCoupling(RDC) 43
2.4.3 Pseudo-ContactShifts(PCS) 43
2.4.4 StrategiesforIntroducingLanthanideIonsinto
Bio-Macromolecules 44
2.5 MetalComplexesasSpinLabelsforDistanceMeasurements
viaEPRSpectroscopy 53
2.6 MetalComplexesasDonorsforDistanceMeasurementsvia
LuminescenceResonanceEnergyTransfer(LRET) 54
2.7 ConcludingStatementsandFutureOutlook 56
References 56
3. AAS,XRF,andMSMethodsinChemicalBiologyofMetalComplexes 63
IngoOtt,ChristopheBiotandChristianHartinger
3.1 Introduction 63
3.2 AtomicAbsorptionSpectroscopy(AAS) 64
3.2.1 FundamentalsandBasicPrinciplesofAAS 64
3.2.2 InstrumentalandTechnicalAspectsofAAS 65
3.2.3 MethodDevelopmentandAspectsofPracticalApplication 67
3.2.4 SelectedApplicationExamples 69
3.3 TotalReflectionX-RayFluorescenceSpectroscopy(TXRF) 72
3.3.1 FundamentalsandBasicPrinciplesofTXRF 72
3.3.2 Instrumental/MethodicalAspectsofTXRFandApplications 73
3.4 SubcellularX-rayFluorescenceImagingofaRutheniumAnalogueof
theMalariaDrugCandidateFerroquineUsingSynchrotronRadiation 74
3.4.1 ApplicationofX-rayFluorescenceinDrugDevelopment
UsingFerroquineasanExample 75
3.5 MassSpectrometricMethodsinInorganicChemicalBiology 80
3.5.1 MassSpectrometryandInorganicChemicalBiology:
SelectedApplications 83
3.6 Conclusions 90
Acknowledgements 90
References 90
4. MetalComplexesforCellandOrganismImaging 99
KennethYinZhangandKennethKam-WingLo
4.1 Introduction 99
4.2 PhotophysicalProperties 100
4.2.1 FluorescenceandPhosphorescence 100
4.2.2 Two-photonAbsorption 101
4.2.3 UpconversionLuminescence 102
Contents vii
4.3 DetectionofLuminescentMetalComplexesinanIntracellular
Environment 104
4.3.1 ConfocalLaser-scanningMicroscopy 104
4.3.2 FluorescenceLifetimeImagingMicroscopy 105
4.3.3 FlowCytometry 106
4.4 CellandOrganismImaging 107
4.4.1 FactorsAffectingCellularUptake 107
4.4.2 OrganelleImaging 116
4.4.3 Two-photonandUpconversionEmissionImaging
forCellsandOrganisms 133
4.4.4 IntracellularSensingandLabeling 136
4.5 Conclusion 143
Acknowledgements 143
References 143
5. CellularImagingwithMetalCarbonylComplexes 149
LucaQuaroniandFabioZobi
5.1 Introduction 149
5.2 VibrationalSpectroscopyofMetalCarbonylComplexes 151
5.3 MicroscopyandImagingofCellularSystems 154
5.3.1 TechniquesofVibrationalMicroscopy 155
5.4 InfraredMicroscopy 155
5.4.1 ConcentrationMeasurementswithIRSpectroscopyand
Spectromicroscopy 157
5.4.2 WaterAbsorption 158
5.4.3 MetalCarbonylsasIRProbesforCellularImaging 158
5.4.4 InVivoUptakeandReactivityofMetalCarbonylComplexes 162
5.5 RamanMicroscopy 167
5.5.1 ConcentrationMeasurementswithRamanSpectroscopyand
Spectromicroscopy 169
5.5.2 MetalCarbonylsasRamanProbesforCellularImaging 169
5.6 Near-fieldTechniques 171
5.6.1 ConcentrationMeasurementswithNear-fieldTechniques 172
5.6.2 High-resolutionMeasurementofIntracellularMetal–Carbonyl
AccumulationbyPhotothermalInducedResonance 173
5.7 ComparisonofTechniques 175
5.8 ConclusionsandOutlook 176
Acknowledgements 177
References 178
6. ProbingDNAUsingMetalComplexes 183
LionelMarcélis,WillemVanderlindenandAndréeKirsch-DeMesmaeker
6.1 GeneralIntroduction 183
6.2 PhotophysicsofRu(II)Complexes 184
6.2.1 TheFirstRu(II)ComplexStudiedintheLiterature:
[Ru(bpy) ]2+ 184
3
viii Contents
6.2.2 HomolepticComplexes 186
6.2.3 HeterolepticComplexes 186
6.2.4 PhotoinducedElectronTransfer(PET)andEnergy
TransferProcesses 188
6.3 State-of-the-artontheInteractionsofMononuclearRu(II)Complexes
withSimpleDouble-strandedDNA 190
6.3.1 StudiesonSimpleDouble-strandedDNAs 191
6.3.2 InfluenceofDNAontheEmissionProperties 193
6.4 StructuralDiversityoftheGeneticMaterial 194
6.4.1 MechanicalPropertiesofDNA 195
6.4.2 DNATopology 195
6.4.3 SMFStudywith[Ru(phen) (PHEHAT)]2+and
2
[Ru(TAP) (PHEHAT)]2+ 198
2
6.5 UnusualInteractionofDinuclearRu(II)ComplexeswithDifferent
DNATypes 200
6.5.1 ReversibleInteractionof[{(Ru(phen) } HAT]4+with
2 2
DenaturedDNA 201
6.5.2 TargetingG-quadruplexeswithPhotoreactive
[{Ru(TAP) } TPAC]4+ 204
2 2
6.5.3 ThreadingIntercalation 205
6.6 Conclusions 207
Acknowledgement 208
References 208
7. VisualizationofProteinsandCellsUsingDithiol-reactiveMetal
Complexes 215
DaniellePark,IvanHoShon,MinhHua,VivienM.ChenandPhilipJ.Hogg
7.1 TheChemistryofAs(III)andSb(III) 215
7.2 CysteineDithiolsinProteinFunction 217
7.3 VisualizationofDithiolsinIsolatedProteinswithAs(III) 218
7.4 VisualizationofDithiolsontheMammalianCellSurfacewithAs(III) 218
7.5 VisualizationofDithiolsinIntracellularProteinswithAs(III) 219
7.6 VisualizationofTetracysteine-taggedRecombinantProteinsinCells
withAs(III) 219
7.7 VisualizationofCellDeathintheMousewithOptically
LabelledAs(III) 220
7.7.1 CellDeathinHealthandDisease 220
7.7.2 CellDeathImagingAgents 222
7.7.3 VisualizationofCellDeathinMouseTumours,Brainand
ThrombiwithOpticallyLabelledAs(III) 223
7.8 VisualizationofCellDeathinMouseTumourswithRadio-labelled
As(III) 225
7.9 SummaryandPerspectives 227
References 227