B₁₂ - the Organometallic Cofactor 

Discovery, structure analysis, synthesis and biological chemistry of vitamin B₁₂ and antivitamin B₁₂ (applying electro-synthesis and supramolecular design; in cooperation with Austrian and foreign research teams). 

Recent publications 

Ricardo Pérez-Castaño, Juan Aranda, Florian J. Widner, Christoph Kieninger, Evelyne Deery, Martin J. Warren, Modesto Orozco, Montserrat Elías-Arnanz, S. Padmanabhan, and Bernhard Kräutler
The Rhodium Analogue of Coenzyme B₁₂ as an Anti-Photoregulatory Ligand Inhibiting Bacterial CarH Photoreceptors
Angew. Chem. Int. Ed. 63, e202401626 (2024)

Karl Gruber, Vanessa Csitkovits, Andrzej Łyskowski, Christoph Kratky and Bernhard Kräutler
Structure-Based Demystification of Radical Catalysis by a Coenzyme B₁₂-dependent Enzyme – Crystallographic Study of Glutamate Mutase with Cofactor Homologues
Angewandte Chemie Int. Ed. 61, e202208295 (2022)

Alexandra Tsybizova, Christopher Brenig, Christoph Kieninger, Bernhard Kräutler, Peter Chen
Surprising Homolytic Gas Phase Co−C Bond Dissociation Energies of Organometallic Aryl-Cobinamides Reveal Notable Non-Bonded Intramolecular Interactions
Chem. – Eur. J. 27, 7252-7264 (2021)

Christoph Kieninger, Evelyne Deery, Andrew D. Lawrence, Maren Podewitz, Klaus Wurst, Emi Nemoto-Smith, Florian J. Widner, Joseph A. Baker, Steffen Jockusch, Christoph R. Kreutz, Klaus R. Liedl, Karl Gruber, Martin J. Warren & Bernhard Kräutler
The Hydrogenobyric Acid Structure Reveals the Corrin Ligand as an Entatic State Module Empowering B12-Cofactors for Catalysis
Angew. Chem. Int. Ed. 58, 10756-10760 (2019)

Markus Ruetz, A. Shanmuganathan, Carmen Gherasim, A. Karasik, Robert Salchner, Christoph Kieninger, Klaus Wurst, Ruma Banerjee, Markos Koutmos and Bernhard Kräutler 
Antivitamin B₁₂ Inhibition of Human B₁₂-Processing Enzyme CblC - Crystal Structure of Abortive Ternary Complex with Cosubstrate Glutathione
Angew. Chem. Int. Ed. 56, 7387-7392 (2017)

Marissa B. Guzzo, Hoa T. Nguyen, Thanh H. Pham, Monika Wyszczelska-Rokiel, 
Hieronim Jakubowski, Kerstin A. Wolff, Sam Ogwang, Joseph L. Timpona, Soumya Gogula, 
Michael R. Jacobs, Markus Ruetz, Bernhard Kräutler, Donald W. Jacobsen, Guo-Fang Zhang, 
Liem Nguyen 
Methylfolate Trap Promotes Bacterial Thymineless Death by Sulfa Drugs
PLOS Pathogens, DOI: 10.1371/journal.ppat.1005949

F. J. Widner, A. D. Lawrence, E. Deery, D. Heldt, S. Frank, K. Gruber, K. Wurst, M. J. Warren,
B. Kräutler
Total Synthesis, Structure and Biological Activity of Adenosylrhodibalamin - 
the Nonnatural Rhodium Homologue of Coenzyme B₁₂
Angew. Chem. Int. Ed. 55, 11281-11289, (2016)

B. Kräutler
Antivitamins B₁₂ - A Structure- and Reactivity-Based Concept
Chem. Eur. J., 21, 11280-11287 (2015)

M. Hunger, E. Mutti, A. Rieder, B. Enders, E. Nexo, B. Kräutler
An Organometallic B₁₂-DNA-Conjugate-Synthesis, Structure Analysis & 
Studies of Binding to Human B₁₂-Transporter Proteins
Chem. Eur. J., 20, 13103-13107 (2014)

M. Ruetz, R. Salchner, K. Wurst, S. Fedosov, B. Kräutler
Phenylethinylcobalamin: a Light-stable and Thermolysis-resistant Organometallic B₁₂-Derivative
Prepared by Radical Synthesis
Angew. Chem. Int. Ed., 52, 11406-11409 (2013), Angew. Chem., 125, 11617-11620 (2013)

E. Mutti, M. Ruetz, H. Birn, B. Kräutler, E. Nexo
4-Ethylphenyl-cobalamin impairs tissue uptake of vitamin B₁₂ and causes vitamin B₁₂
deficiency in mice
PLOS one, 8, e75312 (2013)

Chlorophyll Breakdown 

Discovery, structure analysis, synthesis and biological chemistry in the area of chlorophyll breakdown (using electrosynthesis and enzymology; in cooperation with Austrian and foreign research teams). 

Recent publications

Theresia Erhart; Christian Nadegger; Stefan Vergeiner; Christoph Kreutz; Thomas Müller; Bernhard Kräutler
Novel Types of Phyllobilins in a Fern - Molecular Reporters of the Evolution of Chlorophyll Breakdown in the Paleozoic Era
Chem. Eur. J. 2024, e202401288

Simone Moser, Theresia Erhart and Bernhard Kräutler
Phyllobilins from senescence associated chlorophyll breakdown in leaves of basil (Ocimum basilicum) show increased abundance upon herbivore attack
J. Agr. Food Chem. 68, 7132-7142 (2020)

Iris Süssenbacher, Damian Menghini, Gerhard Scherzer, Kathrin Salinger, Theresia Erhart, Simone Moser,
Clemens Vergeiner, Stefan Hörtensteiner, Bernhard Kräutler
Cryptic chlorophyll breakdown in non-senescent green Arabidopsis thaliana leaves
Photosynthesis Research, 142, 69-85 (2019)

Theresia Erhart, Stefan Vergeiner, Bernhard Kräutler and Thomas Müller
Chlorophyll Breakdown in a Fern – Discovery of Carbon-Skeleton Rearranged Phyllobilin Isomers
Angew. Chem. Int. Ed., 57, 14937-14941 (2018); Angew. Chem 130, 15153-15157 (2018)

Chengjie Li, Klaus Wurst, Steffen Jockusch, Karl Gruber, 
Maren Podewitz, Klaus R. Liedl, Bernhard Kräutler
Chlorophyll-Derived Yellow Phyllobilins of Higher Plants are Medium-Responsive, 
Chiral Photoswitches
Angew. Chem. Int. Ed. 55, 15760-15765, (2016), DOI: 10.1002/anie.201609481

M. Scherl, T. Müller, C. R. Kreutz, R. G. Huber, E. Zass, K. R. Liedl, B. Kräutler
Chlorophyll Catabolites in Fall Leaves of the Wych Elm Tree Present a Novel Glycosylation Motif
Chem. Eur. J. 22, 9498-9503 (2016)

B. Kräutler
Breakdown of Chlorophyll in Higher Plants - Phyllobilins as Abundant, Yet Hardly Visible Signs
of Ripening, Senescence and Cell Death (Review)
Angew. Chem. Int. Ed., 55, 4882-4907(2016), Angew. Chem., 128, 4964-4990 (2016)

I. Süssenbacher, S. Hörtensteiner, B. Kräutler
A Dioxobililn-Type Fluorescent Chlorophyll Catabolite as a Transient Early Intermediate
of the Dioxobilin-Branch of Chlorophyll Breakdown in Arabidopsis thaliana
Angew. Chem. Int. Ed., 54, 13777-13781(2015), Angew. Chem., 127, 13981-13985 (2015),

M. Roiser, T. Müller, B. Kräutler
Colorless Chlorophyll Catabolites in Senescent Florets of Broccoli (Brassica oleracea var. Italica)
J. Agric. Food Chem., 63, 1385-1392 (2015)

C. Li, M. Ulrich, K. Wurst, T. Müller, B. Kräutler
Blue Transition Metal Complexes of a Natural Bilin-Type Chlorophyll Catabolite
Chem. Sci., 5, 3388-3395, (2014)

Functionalized Fullerenes and Porphyrins 

Design, synthesis and structural investigations in solution and in the solid state (solid state chemistry, supramolecular design and crystal design; in cooperation with Austrian and foreign research teams).

Recent publications

Radu A. Talmazan, Klaus. R. Liedl, Bernhard Kräutler and Maren Podewitz
The intermolecular anthracene-transfer in a regiospecific antipodal C₆₀ difunctionalization
Org. & Biomol. Chem. 18, 4090-4103 (2020)

S. Banala, K. Wurst, B. Kräutler
Panchromatic π-Extended Porphyrins from Conjugation with Quinones
ChemPlusChem, 81, 477-488, (2016), DOI: 10.1002/cplu.201600115

S. Banala, R. Huber, T. Müller, M. Fechtel, K. Liedl, B. Kräutler
Porphyrin-LEGO: Synthesis of a Hexafullereno-Diporphyrin Using Porphyrins Programmed 
for [4+2]-Cycloaddition
ChemmComm, 48, 4359-4361 (2012)
    in the News:
LEGO mit farbigen Molekülen
i-point, Universität Innsbruck, April 2012

S. Banala, T. Rühl, K. Wurst, B. Kräutler
Blackening Porphyrins by Conjugating with Quinones
Angew. Chem. Int. Ed 48, 599-603 (2009), Angew. Chem. 121, 607-611 (2009)

A. Duarte-Ruiz, K. Wurst, B. Kräutler
The Orthogonal (e, e, e)-tris-Adduct of 9, 10-Dimethylanthracene with
C60-Fullerene - a hidden Corner Stone of Fullerene Chemistry
Helv. Chim. Acta 91, 1401-1408 (2008)

A. Rieder, B. Kräutler
Loading a Porphyrin with Fullerene-Units
J. Am. Chem. Soc. 122, 9050-9051 (2000)