19.11.2012 Views

Book of Abstracts - Ruhr-Universität Bochum

Book of Abstracts - Ruhr-Universität Bochum

Book of Abstracts - Ruhr-Universität Bochum

SHOW MORE
SHOW LESS

Create successful ePaper yourself

Turn your PDF publications into a flip-book with our unique Google optimized e-Paper software.

P-75<br />

ISBOMC `10 5.7 – 9.7. 2010 <strong>Ruhr</strong>-<strong>Universität</strong> <strong>Bochum</strong><br />

Raman Microscopic Cell Uptake Studies <strong>of</strong><br />

Bioactive Organometal Peptide Conjugates<br />

Thomas Sowik a , Eugen Edengeiser b , Martina Havenith-Newen, b and Ulrich Schatzschneider a *<br />

a Lehrstuhl für Anorganische Chemie I – Bioanorganische Chemie, <strong>Ruhr</strong>-<strong>Universität</strong> <strong>Bochum</strong>,<br />

<strong>Universität</strong>sstr. 150, D-44801 <strong>Bochum</strong>, Germany, E-Mail: thomas.sowik@rub.de.<br />

b Lehrstuhl für Physikalische Chemie II, <strong>Ruhr</strong>-<strong>Universität</strong> <strong>Bochum</strong>, <strong>Universität</strong>sstr. 150, D-44801<br />

<strong>Bochum</strong>, Germany.<br />

A major problem is the lack <strong>of</strong> molecular markers which do not influence the intracellular distribution<br />

and biological activity and show signals where constitutions <strong>of</strong> the cell normal do not. Raman<br />

microscopy, however, is a potent technique for cell imaging and drug uptake studies. 1 The C-D<br />

stretching vibration <strong>of</strong> deuterated compounds appears in a spectroscopic window between 2100 and<br />

2350 cm -1 where bio (macro) molecules do not show vibrational signals. Thus, it is possible to<br />

investigate the cell uptake and metabolism <strong>of</strong> these compounds. 2 Peptide bioconjugates with<br />

cyclopentadienylrhenium- or cyclopentadienylmangenese tricarbonyl are known for their biological<br />

activity depending on the peptide sequence. 3 Their analogues with deuterated metal complexes are<br />

promising candidates for Raman microscopy (Fig. 1). An example is sC18 with the sequence<br />

GLRKRLRKFRNKIKEK-NH2 which delivers metal complex bioconjugates to cancer cells.<br />

Rayleigh signal<br />

1650<br />

1907<br />

1942<br />

2020<br />

2352<br />

0 1000 2000 3000 4000<br />

Wavenumber cm -1<br />

3119<br />

Figure 1: Raman spectrum (left) <strong>of</strong> deuterated cyclopentadienylrhenium(I) tricarbonyl carbocylic acid (right). The C-D<br />

stretching vibrations appear at 2352 cm -1 .<br />

Within this work we have prepared deuterated cyclopentadienyl carboxylic acid, which was reacted<br />

with dirhenium decacarbonyl to deuterated cyclopentadienylrhenium(I) tricarbonyl carboxylic acid.<br />

Subsequently, bioconjugates were prepared and their biodistribution and cell-uptake was studied using<br />

Raman spectroscopy and microscopy.<br />

Reference<br />

1. C. Matthäus, T. Chernenkoa, L. Quinteroc, L. Milanb, A. Kaleb, M. Amijib, V. Torchilinb, M.<br />

Diema, Proc. SPIE 2008, 6991.<br />

2. H.-J. v. Manen, A. Lenferink, C. Otto, Anal. Chem. 2008, 80, 9576–9582.<br />

3. K. Meister, J. Niesel, U. Schatzschneider, N. Metzler-Nolte, D. A. Schmidt, M. Havenith, Angew.<br />

Chem. 2010, accepted for publication.<br />

133<br />

D<br />

D<br />

D<br />

COOH<br />

D<br />

Re<br />

CO<br />

OC CO

Hooray! Your file is uploaded and ready to be published.

Saved successfully!

Ooh no, something went wrong!