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Antidiabetic vanadium compound and membrane interfaces: interface-facilitated metal complex hydrolysis

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Abstract

The interactions of metabolites of the antidiabetic vanadium-containing drug bis(maltolato)oxovanadium(IV) (BMOV) with lipid interface model systems were investigated and the results were used to describe a potentially novel mechanism by which these compounds initiate membrane-receptor-mediated signal transduction. Specifically, spectroscopic studies probed the BMOV oxidation and hydrolysis product interaction with interfaces created from cetyltrimethylammonium bromide (CTAB) which mimics the positively charged head group on phosphatidylcholine. 1H and 51V NMR spectroscopies were used to determine the location of the dioxobis(maltolato)oxovanadate(V) and the maltol ligand in micelles and reverse micelles by measuring changes in the chemical shift, signal linewidth, and species distribution. Both micelles and reverse micelles interacted similarly with the complex and the ligand, suggesting that interaction is strong as anticipated by Coulombic attraction between the positively charged lipid head group and the negatively charged complex and deprotonated ligand. The nature of the model system was confirmed using dynamic light scattering studies and conductivity measurements. Interactions of the complex/ligand above and below the critical micelle concentration of micelle formation were different, with much stronger interactions when CTAB was in the form of a micelle. Both the complex and the ligand penetrated the lipid interface and were located near the charged head group. These studies demonstrate that a lipid-like interface affects the stability of the complex and raise the possibility that ligand exchange at the interface may be important for the mode of action for these systems. Combined, these studies support recently reported in vivo observations of BMOV penetration into 3T3-L1 adipocyte membranes and increased translocation of a glucose transporter to the plasma membrane.

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Abbreviations

BMOV:

Bis(maltolato)oxovanadium(IV)

cmc:

Critical micelle concentration

CTAB:

Cetyltrimethylammonium bromide

DLS:

Dynamic light scattering

DSS:

4,4-Dimethyl-4-silapentane-1-sulfonic acid sodium salt

RM:

Reverse micelle

AOT:

Sodium bis(2-ethylhexyl)sulfosuccinate (also abbreviated Aerosol-OT)

dipic:

2,6-pyridinedicarboxylate

ma:

maltolato

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Acknowledgments

D.C.C. and D.A.R. thank the National Science Foundation (0628260, CRC) for funding. We also thank Chris D. Rithner and the Department of Chemistry’s Central Instrument Facility for technical assistance.

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Authors and Affiliations

  1. Department of Chemistry, Colorado State University, Fort Collins, CO, 80523-1872, USA

    Debbie C. Crans

  2. Department of Biomedical Sciences, Colorado State University, Fort Collins, CO, 80523-1680, USA

    Samantha Schoeberl & Deborah A. Roess

  3. Vilnius University Institute of Biochemistry, Mokslininku 12, 08662, Vilnius, Lithuania

    Ernestas Gaidamauskas

  4. Department of Chemistry and Biochemistry, Kennesaw State University, Kennesaw, GA, 30144, USA

    Bharat Baruah

Authors
  1. Debbie C. Crans
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  2. Samantha Schoeberl
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  3. Ernestas Gaidamauskas
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  4. Bharat Baruah
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  5. Deborah A. Roess
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Correspondence to Debbie C. Crans or Deborah A. Roess.

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Crans, D.C., Schoeberl, S., Gaidamauskas, E. et al. Antidiabetic vanadium compound and membrane interfaces: interface-facilitated metal complex hydrolysis. J Biol Inorg Chem 16, 961–972 (2011). https://doi.org/10.1007/s00775-011-0796-5

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  • DOI: https://doi.org/10.1007/s00775-011-0796-5

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