Research areas

B12 - the Organometallic Cofactor

Chlorophyll Breakdown

Functionalized Fullerenes and Porphyrins

B12 - the Organometallic Cofactor b12

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 

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, Klaus Wurst, Maren Podewitz, Maria Stanley, Evelyne Deery, Andrew Lawrence, Klaus R. Liedl, Martin J Warren and Bernhard Kräutler  
Replacement of the Cobalt-Center of Vitamin B12 by Nickel - Nibalamin and Nibyric Acid Prepared from Metal-Free B12-Ligands Hydrogenobalamin and Hydrogenobyric Acid
  
Angew. Chem. Int. Ed. 59, 20129-20136 (2020)

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

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. Vergeiner, M. Ulrich, C. Li, X. Liu, T. Müller, B. Kräutler
Stereo- and Regioselective Phyllobilane Oxidation in Leaf Homogenates of the Peace Lily
(Spathiphyllum wallisii) – Hypothetical Endogenous Path to Yellow Chlorophyll Catabolites

Chem. Eur. J., 21, 136-149 (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 fullerene

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)

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)

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