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Priv.-Doz. Dr. Goran Angelovski

Address:	TTR, Paul-Ehrlich- Str. 15 72076 Tübingen
Room number:	E.2.131
Phone:	+49 7071 601 916
Fax:	+49 7071 601 919
E-Mail:	goran.angelovski

Picture of Angelovski, Goran, Priv.-Doz. Dr.

Goran Angelovski

Position: Project Leader Unit: Logothetis

Overview
Projects
Curriculum Vitae
Publications

The undergoing research in my chemistry group is concentrated on the development of smart (dynamic) and target-specific (anatomical) contrast agents.

Interaction of the smart agent with ions and molecules involved in the neural signaling should alter its magnetic properties and would permit the translation of the MR signal and visualization of the neural activation. Development of the successful smart functional marker would lead to the introduction of novel type of functional MRI method.

Target-specific contrast agents possess a ligand which specifically binds to the genetically engineered receptor expressed on the surface of targeted neuronal cells. Selective targeting of neuronal groups may permit the structure-specific monitoring of functional changes with high resolution MRI.

Our main interests are:

synthesis of MRI contrast agents; employment of novel synthetic routes in the functionalization and derivatization of macrocyclic careers for paramagnetic metals.
investigation of coordination and physicochemical aspects responsible for the events underlying the change of MR signal.
development of methods for in vitro and in vivo characterization of novel probes.

Recent publications:

“Aryl-phosphonate lanthanide complexes and their fluorinated derivatives: investigation of their unusual relaxometric behaviour and potential application as dual frequency ¹H/¹⁹F MRI probes”

M. P. Placidi, M. Botta, F. K. Kálmán, G. E. Hagberg, Z. Baranyai, A. Krenzer, A. K. Rogerson, I. Tóth, N. K. Logothetis, G. Angelovski, Chem. Eur. J. 2013, doi: 10.1002/chem.201300763

"Synthesis and Characterization of pH-sensitive, Biotinylated MRI Contrast Agents and Their Conjugates with Avidin"

S. M. Vibhute, J. Engelmann, T. Verbić, M. E. Maier, N. K. Logothetis, G. Angelovski, Org. Biomol. Chem. , 2013, 11, 1294-1305.

"An aryl-phosphonate appended macrocyclic platform for lanthanide based bimodal imaging agents"

M. P. Placidi, J. Engelmann, L. S. Natrajan, N. K. Logothetis, G. Angelovski, Chem. Commun. 2011, 47, 11534 - 11536.

”Structure-related Variable Responses of Calcium Sensitive MRI Probes”

I. Mamedov, N. K. Logothetis, G. Angelovski, Org. Biomol. Chem. 2011, 9, 5816-5824.

"Influence of Calcium-induced Aggregation on the Sensitivity of Aminobis(methylenephosphonate)-Containing Potential MRI Contrast Agents"

J. Henig, I. Mamedov, P. Fouskova, É. Tóth, N. K. Logothetis, G. Angelovski, H. A. Mayer, Inorg. Chem. 2011, 50, 6472-6481.

“Cation-Responsive MRI Contrast Agents Based on Gadolinium(III)”

G. Angelovski, I. Mamedov, Current Inorganic Chemistry 2011, 1, 76-90.

“Calcium-Responsive Paramagnetic CEST Agents”

G. Angelovski, T. Chauvin, R. Pohmann, N. K. Logothetis, E. Toth, Bioorg. Med. Chem. 2011, 19, 1097-1105.

Development of Smart Contrast Agents

The aim of the project is the development of smart probes that can be used to study functional changes in the brain by detecting changes in the concentration of ions and molecules related to neural signaling. Read more...

Project Collaborators:	External Project Collaborators:
Prof. Dr. Nikos K. Logothetis	Prof. Dr. Martin M. Maier
Karolina Jankowska	Prof. Dr. Hermann Mayer
Sandip Vibhute	Dr. Eva Jakab-Tóth
Dr. Ilgar Mamedov	Prof. Dr. Pavle Andjus
Dr. Gisela Hagberg
Michael Beyerlein

Development of Target-specific Contrast Agents

The goal of this project is development of the dendrimer molecule coupled to a ligand which specifically interacts with the targeting receptor (e.g. avidin/biotin as a receptor/ligand pair), and additionally a fluorescent dye to aid the initial in vitro characterization with specific cell lines or brain slices and tissues. This multimodal agent specifically binds to genetically expressed cell receptors that include avidin, yielding a target-specific contrast agent that displays a much stronger MR signal allowing MRI with high spatial resolution.

Project Collaborators:

Prof. Dr. Nikos K. Logothetis

Dr. Anthony Power

Serhat Gündüz


1993 – 2000	Chemistry studies, University of Belgrade, Serbia
2000	Diploma in Chemistry, University of Belgrade, Serbia Diploma thesis. Supervisor: Prof. Dr. Bogdan A. Šolaja. Theme: “Synthesis of Tetraoxane Derivatives of Cholic Acid”
2000 – 2004	PhD studies in Organic Chemistry, University of Dortmund. Supervisor: Prof. Dr. Peter Eilbracht. Theme: “Synthesis of Azamacrocycles via Sequential Hydroformylation / Reductive Amination and Their Application as Fluorescent Dyes”
2004	PhD in Organic Chemistry, University of Dortmund
2005 –	Research scientist at the Max Planck Institute for Biological Cybernetics, Department for Physiology of Conigtive Processes. Director: Prof. Dr. Nikos K. Logothetis
2007 –	Group leader of the chemistry group at the Max Planck Institute for Biological Cybernetics, Department for Physiology of Conigtive Processes
2012	Venia legendi (Habilitation) in Organic Chemistry, Faculty of Natural Sciences, University of Tübingen. Habilitation thesis: "Synthesis and Characterization of Lanthanide-based Macrocyclic Complexes for Functional and Dual-modal Imaging."


Grants

2001 – 2004	DAAD PhD fellowship
2009 – 2011	DFG project grant


Memberships

German Chemical Society (GDCh), Liebig Division for Organic Chemistry
American Chemical Society (ACS), Organic Chemistry Division
Serbian Chemical Society
European Society for Molecular Imaging (ESMI)

Articles (23):
•	Vibhute SM , Engelmann J , Verbić T , Maier ME , Logothetis NK and Angelovski G (February-2013) Synthesis and characterization of pH-sensitive, biotinylated MRI contrast agents and their conjugates with avidin Organic & Biomolecular Chemistry 11(8) 1294-1305.
•	Placidi MP , Engelmann J , Natrajan LS , Logothetis NK and Angelovski G (September-2011) An aryl-phosphonate appended macrocyclic platform for lanthanide based bimodal imaging agents Chemical Communications 47(41) 11534-11536.
•	Henig J , Mamedov I , Fousková P , Toth E , Logothetis NK , Angelovski G and Meyer HA (July-2011) Influence of Calcium-Induced Aggregation on the Sensitivity of Aminobis(methylenephosphonate)-Containing Potential MRI Contrast Agents Inorganic Chemistry 50(14) 6472–6481.
•	Mamdedov I , Logothetis NK and Angelovski G (July-2011) Structure-related variable responses of calcium sensitive MRI probes Organic & Biomolecular Chemistry 9(16) 5816-5824.
•	Angelovski G and Mamedov I (May-2011) Cation-Responsive MRI Contrast Agents Based on Gadolinium(III) Current Inorganic Chemistry 1(1) 76-90.
•	Kadjane P , Logothetis NK and Angelovski G (April-2011) A straightforward and convenient pathway for the synthesis of functional bismacrocyclic ligands Tetrahedron Letters 52(14) 1619-1622.
•	Angelovski G , Chauvin T , Pohmann R , Logothetis NK and Toth E (February-2011) Calcium-responsive paramagnetic CEST agents Bioorganic and Medicinal Chemistry 19(3) 1097-1105.
•	Mamedov I , Canals S , Henig J , Beyerlein M , Murayama Y , Mayer HA , Logothetis NK and Angelovski G (December-2010) In Vivo Characterization of a Smart MRI Agent That Displays an Inverse Response to Calcium Concentration ACS Chemical Neuroscience 1(12) 819-828.
•	Mamedov I , Parac-Vogt TN , Logothetis NK and Angelovski G (May-2010) Synthesis and characterization of dinuclear heterometallic lanthanide complexes exhibiting MRI and luminescence response Dalton Transactions 39(24) 5721-5727.
•	Mamedov I , Táborský P , Lubal P , Laurent S , Elst LV , Mayer HA , Logothetis NK and Angelovski G (August-2009) Relaxometric, Thermodynamic and Kinetic Studies of Lanthanide(III) Complexes of DO3A-Based Propylphosphonates European Journal of Inorganic Chemistry 2009(22) 3298-3306.
•	Angelovski G , Fousková P , Mamedov I , Canals S , Tóth É and Logothetis NK (July-2008) Smart Magnetic Resonance Imaging Agents that Sense Extracellular Calcium Fluctuations ChemBioChem 9(11) 1729-1734.
•	Dhingra K , Maier ME , Beyerlein M , Angelovski G and Logothetis NK (June-2008) Synthesis and Characterization of a Smart Contrast Agent Sensitive to Calcium Chemical Communications 29 3444-3446.
•	Mishra A , Fousková P , Angelovski G , Balogh E , Mishra AK , Logothetis NK and Tóth É (April-2008) Facile Synthesis and Relaxation Properties of Novel Bispolyazamacrocyclic Gd3+ Complexes: An Attempt towards Calcium-Sensitive MRI Contrast Agents - Correction Inorganic Chemistry 47(8) 3460.
•	Mishra A , Fousková P , Angelovski G , Balogh E , Mishra AK , Logothetis NK and Tóth É (February-2008) Facile Synthesis and Relaxation Properties of Novel Bis-polyazamacrocyclic Gd3+ Complexes: an Attempt towards Calcium Sensitive MRI Contrast Agents Inorganic Chemistry 47(4) 1370-1381.
•	Dhingra K , Fousková P , Angelovski G , Maier ME , Logothetis NK and Tóth É (January-2008) Towards extracellular Ca2+ sensing by MRI: synthesis and calcium-dependent 1H and 17O relaxation studies of two novel bismacrocyclic Gd3+ complexes. Journal of Biological Inorganic Chemistry 13(1) 35-46.
•	Mamedov I , Mishra A , Angelovski G , Mayer HA , L-O , Parker D and Logothetis NK (December-2007) Synthesis and Characterization of Lanthanide Complexes of DO3A-Alkylphosphonates Dalton Transactions 45 5260-5267.
•	Ricken S , Angelovski G , Schürmann M , Preut H and Eilbracht P (February-2007) (S)-()-2,2‘-Bis(2-methylallyloxy)-1,1‘-binaphthyl Acta Crystallographica Section E 63(2) o551-o552.
•	Angelovski G , Keränen MD , Linnepe P , Grudzielanek S and Eilbracht P (July-2006) A Rapid and Reliable Assay for Regioselectivity Using Fluorescence Spectroscopy Advanced Synthesis and Catalysis 348(10-11) 1193-1199.
•	Opsenica I , Terzic N , Opsenica D , Angelovski G , Lehnig M , Eilbracht P , Tinant B , Juranic Z , Smith KS , Yang YS , Diaz DS , Smith PL , Milhous WK , Djokovic D and Solaja BA (June-2006) Tetraoxane Antimalarials and Their Reaction with Fe(II) Journal of Medicinal Chemistry 49(13) 3790-3799.
•	Angelovski G , Keränen MD and Eilbracht P (2005) Fluorescence screening of tartaric acid-derived azamacrocycles synthesized via sequential hydroformylation/reductive amination as potential ligands for asymmetric catalysis Tetrahedron: Asymmetry 16 1919-1926.
•	Angelovski G , Costisella B , Kolaric B , Engelhard M and Eilbracht P (2004) Complexation of Metals with Piperazine-containing Azamacrocyclic Fluorophores J. Org. Chem. 59 5290-5294.
•	Opsenica D , Angelovski G , Pocsfalvi G , Juranic Z , Zizak Z , Kyle D , Milhous WK and Solaja BA (2003) Antimalarial and Antiproliferative Evaluation of Bis-Steroidal Tetraoxanes Bioorg. Med. Chem. 11 2761-2768.
•	Angelovski G and Eilbracht P (2003) Synthesis of hydroquinone-, biphenol-, and binaphthol-containing aza macroheterocycles via regioselective hydroformylation and reductive amination Tetrahedron 59 8265-8274.
Posters (13):
•	Angelovski G , Mamdeov I , Engelmann J , Gottschalk S , Balla DZ , Pohmann R and Logothetis NK (September-2010): The Use of Gadolinium-based Contrast Agents for Molecular and Cellular MRI: Quantitative Considerations, 2010 World Molecular Imaging Congress (WMIC), Kyoto, Japan.
•	Mamedov I , Parac-Vogt T , Logothetis NK and Angelovski G (September-2010): Title Dinuclear Heterometallic Lanthanide Complexes Exhibiting MRI and Luminescence Response, 2010 World Molecular Imaging Congress (WMIC), Kyoto, Japan.
•	Angelovski G , Chauvin T , Fousková P , Mamedov I , Canals S , Pohmann R , Tóth É and Logothetis NK (October-2009): Smart Calcium-sensitive MRI Agents, 442. Wilhelm und Else Heraeus-Seminar "Molecular Imaging", Bad Honnef, Germany.
•	Mamedov I , Henig J , Angelovski G , Tóth É , Logothetis NK and Mayer HA (September-2009): Unusual Calcium Sensitivity of Aminobis(methylenephosphonate)-Containing MRI Contrast Agents, 2009 World Molecular Imaging Congress (WMIC), Montréal, Canada.
•	Mamedov I , Táborský P , Lubal P , Laurent S , Elst LV , Logothetis N and Angelovski G (April-2009): Relaxometric, Thermodynamic and Kinetic Studies of Lanthanide(III) Complexes of DO3A-based Propylphosphonates, CMST COST Action D38: Metal-Based Systems for Molecular Imaging Applications, Tübingen, Germany.
•	Dhingra K , Maier ME , Beyerlein M , Angelovski G and Logothetis NK (September-2008): Novel Calcium Sensitive MRI Contrast Agent: A Potential Agent for in vivo testing, 2008 World Molecular Imaging Congress (WMIC), Nice, France.
•	Angelovski G , Fousková P , Mamedov I , Canals S , Tóth É and Logothetis NK (September-2008): Smart MRI Agents Sensing Extracellular Calcium Fluctuations, 2008 World Molecular Imaging Congress (WMIC), Nice, France.
•	Mamedov I , Angelovski G , Henig J , Mayer HA and Logothetis NK (September-2007): Azamacrocyclic Ca2+ Sensitive Contrast Agents for MR Imaging, AMI/SMI Joint Molecular Imaging Conference 2007, Providence, RI, USA.
•	Dhingra K , Fousková P , Angelovski G , Meier ME , Logothetis NK and Tóth É (September-2007): Synthesis and Calcium Dependent Relaxation Studies of new Bismacrocyclic Ligands, AMI/SMI Joint Molecular Imaging Conference 2007, Providence, RI, USA.
•	Mishra A , Fousková P , Balogh E , Angelovski G , Logothetis NK and Tóth É (September-2007): Synthesis and Relaxation Properties of Three Novel Bis-macrocycles: Attempt towards Calcium Sensitive MRI Contrast Agents, AMI/SMI Joint Molecular Imaging Conference 2007, Providence, RI, USA.
•	Angelovski G , Costisella B , Kolaric B , Engelhard M and Eilbracht P (2004): A Piperazine Containing Azamacrocyclic Fluorecent Sensor for Metals, 4th International Conference of the Chemical Societies of the South-East European Countries, Belgrade, Serbia and Montenegro.
•	Angelovski G , Keränen MD , Kolaric B , Engelhard M and Eilbracht P (2004): Azamacrocyclic Fluorescent Dyes and Sensors Synthesized via Sequential Rhodium-catalyzed Regioselective Hydroformylation and Reductive Amination, ORCHEM 2004, Bad Nauheim, Germany.
•	Angelovski G , Koc F and Eilbracht P (2002): Synthesis of Macroheterocyclic and Dendrimeric Polyamines via Rhodium Catalyzed Tandem Hydroformylation / Reductive Amination, ORCHEM 2002, Bad Nauheim, Germany.
Theses (1):
•	Angelovski G : Synthesis of Azamacrocycles via Sequential Hydroformylation / Reductive Amination and Their Application as Fluorescent Dyes, Universität Dortmund, Dortmund, (2004). PhD thesis
Talks (4):
•	Angelovski G (November-2011): Development of dynamic and target-specific MRI probes for neuroimaging, Symposium on MRI Probes for Molecular Imaging: From Design to Application, Tübingen, Germany.
•	Angelovski G (August-25-2009): Unusual Calcium Sensitivity of Aminobis(methylenephosphonate)-Containing MRI Contrast Agents, 7th International Conference on f-Elements, Köln, Germany.
•	Angelovski G (August-2008): Ion-sensitive Gd(III)-chelates as "smart" MRI contrast agents, 236th National Meeting & Exposition of the American Chemical Society, Philadelphia, PA,, USA(ANYL 361).
•	Mishra A , Mamedov I , Pfeuffer J , Angelovski G , Laurent S , van der Elst L , Müller R , Lubal P , Logothetis NK and Mayer H (June-2006) Abstract Talk: DO3A-Based mono(alkylphosphonate) complexes as potential pH-sensitive contrast agents for MR Imaging, 10th Bi-Annual Conference of the European Magnetic Resonance Forum (EMRF 2006), Vilnius, Lithuania.