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1、Chem.Rev.1998,98,1875-19171875ComplexationThermodynamicsofCyclodextrinsMikhailV.RekharskyandYoshihisaInoue*InouePhotochirogenesisProject,ERATO,JST,4-6-3Kamishinden,Toyonaka565-0085,Japan,andDepartmentofMolecularChemistry,FacultyofEngineering,OsakaUniversity,2-1Yamadaoka,Suita565-0871,JapanR
2、eceivedNovember3,1997(RevisedManuscriptReceivedMay20,1998)Contentsofthewatermoleculesoriginallysolvatedtoboththecyclodextrinandguestmolecules,andthisprocessI.Introduction1875alsoinducesthereleaseofwatermoleculesfromtheII.ScopeandLimitations1876cyclodextrincavityintothebulkwater.Theprincipal
3、III.DeterminationofThermodynamicQuantities1877factorsinvolvedinbindingarebelievedtobeprima-IV.WeakInteractionsInvolvedinInclusion1878rilyvanderWaalsandhydrophobicinter-Complexationactions,3,8,9,11,17-22althoughhydrogenbondingandV.InclusionThermodynamics1879stericeffectsalsohavecertainrolest
4、oplay.9,10TheA.NaturalCyclodextrins1902thermodynamicquantitiesobtainedfortheinclusion1.EffectsofAddingaMethyleneGroupto1903complexationbycyclodextrinsareaconsequenceoftheGuesttheweightedcontributionsoftheseinteractions.2.EffectofGuestHydroxylGroup1907Complexationreactionsinvolvingcyclodextr
5、insare3.EffectofGuestRingSizeand1908highlyimportanttodrugdeliverysystemstechnologySubstitutionandalsototheseparationandfoodindustries.2,23-274.EffectofGuestFlexibility1909Thesereactionsalsoserveasexcellentmodelsfor5.ChiralDiscrimination1909understandinggeneralinclusionphenomena,aswellB.Modi
6、fiedCyclodextrins1910asenzyme-substrateinteractions.3SeveralclassesC.HeatCapacity1910ofcompoundswhichcanbeincludedinnaturalR-,â-,andç-cyclodextrinshavebeensubjectedtosys-VI.Enthalpy-EntropyCompensation1911tematicthermodynamicstudies.ThesecoveralmostVII.Conclusions191328,29everyclassofcompou
7、ndsuchashydrocarbons,VIII.Acknowledgment1914aliphaticalcohols,8,11,17,30-32diols,31,33aminesandIX.References1914acids,9cyclohexanederivatives,12aminoacids,34,35origopeptides,36sugars,37phenols,38-40aromaticamines,13azocompounds,41-44naphthalenederiva-I.I