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Study on specific interaction of new ferrocene-substituted carborane conjugates with hemoglobin protein

Science China Chemistry 2012年第4期55卷 594-603页

作者： WU ChunHui1,3, YE HongDe2, JIANG Hui1, WANG XueMei1 & YAN Hong2 1State Key Lab of Bioelectronics (Chien-Shiung Wu Lab), Southeast University, Nanjing 210096, China 2State Key Laboratory of Coordination Chemistry School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China 3School of Life Science and Technology, University of Electronic Science and Technology of China, Chengdu 610054, China State Key Lab of Bioelectronics (Chien-Shiung Wu Lab) Southeast University Nanjing China School of Life Science and Technology University of Electronic Science and Technology of China Chengdu China State Key Laboratory of Coordination Chemistry School of Chemistry and Chemical Engineering Nanjing University Nanjing China

The interactions between the new organometallic complexes, ferrocenesubstituted dithioocarborane conjugates （denoted as FcSB1, FcSB2 and FcSBCO） and hemoglobin （Hb） are investigated by electrochemistry, fluorescence and UVvis absorption spectroscopy. The results demonstrate that FcSB1, FcSB2 and FcSBCO can bind to the heme iron center through the replacement of the weakly bound H20/02 in the distal heme pocket of Hb by their sulfur donor atoms, inducing the allosteric change from the R state （oxygenated conformation, relax） to T state （deoxygenated conformation, tense）. The binding affinity is in the order of FcSBCO〉FeSB2〉FeSB1. Moreover, the fluorescence study illustrates that the three ferrocenecarborane conjugates differently affect the quarterly and tertiary structures as well as the polarity in the surrounding of the Trp and Tyr residues in Hb. Typically, FcSB2 mainly induces alterations of the microenvironment around the 1337Trp residue which is located on the cql32 interface of Hb. Such distinct influences are attributed to the structural features of FcSB1, FcSB2 and FcSBCO containing hydrophobic ferrocenyl and carboranyl units as well as C=O group. Screening the proteinbinding behavior can signify the potential bioactivity of such molecules and may be helpful in the future development of promising multifunctional metallodrugs.

关键词： fluorescence – UV vis absorption spectroscopy – differential pulse voltammetry – biomolecular interaction – ferrocene substituted carborane conjugates – hemoglobin

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