Research Topics
| Felix RohdichSummaryCountry: Germany Publications
| Collaborators
|
Detail Information
Publications
Biosynthesis of terpenes. Preparation of (E)-1-hydroxy-2-methyl-but-2-enyl 4-diphosphate, an intermediate of the deoxyxylulose phosphate pathwaySabine Amslinger
, , Lichtenbergstrasse 4, D-85747 Garching, Federal Republic of Germany
J Org Chem 67:4590-4. 2002..The compound was shown to be identical with the product of IspG protein, which serves as an intermediate in the nonmevalonate terpene biosynthetic pathway...
Studies on the nonmevalonate terpene biosynthetic pathway: metabolic role of IspH (LytB) proteinFelix Rohdich
Lehrstuhl fur Organische Chemie und Biochemie, Technische Universitat Munchen, Lichtenbergstrasse 4, D 85747 Garching, Germany
Proc Natl Acad Sci U S A 99:1158-63. 2002..coli strain engineered for the expression of the ispH (lytB) gene in addition to recombinant xylB and ispCDEFG genes...
Biosynthesis of isoprenoids. purification and properties of IspG protein from Escherichia coliFerdinand Zepeck
Lehrstuhl fur Organische Chemie und Biochemie, Technische Universitat Munchen, Lichtenbergstrasse 4, D 85747 Garching, Germany
J Org Chem 70:9168-74. 2005....
Biosynthesis of isoprenoids: studies on the mechanism of 2C-methyl-D-erythritol-4-phosphate synthaseSusan Lauw
Center for Integrated Protein Research, Lehrstuhl für Biochemie, Department Chemie, Technische Universitat Munchen, Garching, Germany
FEBS J 275:4060-73. 2008....
The deoxyxylulose phosphate pathway of isoprenoid biosynthesis: studies on the mechanisms of the reactions catalyzed by IspG and IspH proteinFelix Rohdich
Lehrstuhl fur Organische Chemie und Biochemie, Technische Universitat Munchen, Lichtenbergstrasse 4, D 85747 Garching, Germany
Proc Natl Acad Sci U S A 100:1586-91. 2003..The striking similarities of IspG and IspH protein are discussed, and plausible mechanistic schemes are proposed for the two reactions...
IspH protein of Escherichia coli: studies on iron-sulfur cluster implementation and catalysisTobias Grawert
Contribution from the Lehrstuhl für Organische Chemie und Biochemie, Technische Universitat Munchen, Lichtenbergstrasse 4, D 85747 Garching, Germany
J Am Chem Soc 126:12847-55. 2004..Replacement of any of the conserved cysteine residues reduced the catalytic activity by a factor of more than 70 000...
Stereochemical studies on the making and unmaking of isopentenyl diphosphate in different biological systemsRalf Laupitz
Lehrstuhl fur Organische Chemie und Biochemie, Technische Universitat Munchen, Lichtenbergstrasse 4, D 85747 Garching
Chem Biodivers 1:1367-76. 2004....
Biosynthesis of terpenes: studies on 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate reductasePetra Adam
Lehrstuhl fur Organische Chemie und Biochemie, Technische Universitat Munchen, Lichtenbergstrasse 4, D 85747 Garching, Germany
Proc Natl Acad Sci U S A 99:12108-13. 2002..The low intrinsic catalytic activities of wild-type E. coli cell extract and isolated chromoplasts of red pepper (Capsicum annuum) are enhanced by the addition of purified recombinant IspH protein...
A high-throughput screening platform for inhibitors of the riboflavin biosynthesis pathwayJohannes Kaiser
Lehrstuhl fur Organische Chemie und Biochemie, Technische Universitat Munchen, D 85748 München, Germany
Anal Biochem 365:52-61. 2007..The assays can be monitored photometrically and have been shown to be robust, as indicated by Z factors 0.87. A (13)C NMR assay for hit verification of 3,4-dihydroxy-2-butanone 4-phosphate synthase inhibitors is also reported...
Biosynthesis of isoprenoids: crystal structure of the [4Fe-4S] cluster protein IspGMatthias Lee
Lehrstuhl für Biochemie, Center for Integrated Protein Science Munich, Department Chemie, Technische Universitat Munchen, Lichtenbergstrasse 4, D 85747 Garching, Germany
J Mol Biol 404:600-10. 2010..This article completes the set of three-dimensional structures of the non-mevalonate pathway enzymes, which are of specific interest as potential targets for tuberculostatic and antimalarial drugs...
Nonmevalonate terpene biosynthesis enzymes as antiinfective drug targets: substrate synthesis and high-throughput screening methodsVictoria Illarionova
, Department Chemie, , Lichtenbergstrasse 4, D-85747 Garching, Germany
J Org Chem 71:8824-34. 2006..The preparation of 4-diphosphosphocytidyl-2C-methyl-D-erythritol 2-phosphate in multigram quantities is described for the first time...
Stimulation of Vgamma9/Vdelta2 T-lymphocyte proliferation by the isoprenoid precursor, (E)-1-hydroxy-2-methyl-but-2-enyl 4-diphosphateSabine Amslinger
Lehrstuhl fur Organische Chemie und Biochemie, Technische Universitat Munchen, Lichtenbergstr 4, 85747 Garching, Germany
Immunobiology 212:47-55. 2007..All phosphoantigens tested elicited the proliferation of two T-lymphocyte populations with different apparent ratios between the expression level of Vdelta2 and Vgamma9 chains...
Isoprenoid biosynthesis in plants - 2C-methyl-D-erythritol-4-phosphate synthase (IspC protein) of Arabidopsis thalianaFelix Rohdich
Lehrstuhl fur Organische Chemie und Biochemie, Technische Universitat Munchen, Garching, Germany
FEBS J 273:4446-58. 2006..The pH optimum is 8.0. NADH can substitute for NADPH, albeit at a low rate (14% as compared to NADPH). The enzyme catalyzes the reverse reaction at a rate of 2.1 micromol x min(-1) x mg(-1)...
Evolution of vitamin B2 biosynthesis: structural and functional similarity between pyrimidine deaminases of eubacterial and plant originMarkus Fischer
Lehrstuhl fur Organische Chemie und Biochemie, Technische Universitat Munchen, Lichtenbergstrasse 4, Garching D 85747, Germany
J Biol Chem 279:36299-308. 2004..These data show that the riboflavin biosynthesis in plants proceeds by the same reaction steps as in eubacteria, whereas fungi use a different pathway...
Perspectives in anti-infective drug design. The late steps in the biosynthesis of the universal terpenoid precursors, isopentenyl diphosphate and dimethylallyl diphosphateFelix Rohdich
Lehrstuhl fur Organische Chemie und Biochemie, Technische Universitat Munchen, Lichtenbergstr 4, D 85747 Garching, Germany
Bioorg Chem 32:292-308. 2004..A hitherto unknown family of IPP isomerases using FMN as coenzyme has been discovered recently in Archaea and certain eubacteria...
Biochemistry of the non-mevalonate isoprenoid pathwayTobias Grawert
Department Chemie, Lehrstuhl für Biochemie, Center for Integrated Protein Science München, Technische Universitat Munchen, Garching, Germany
Cell Mol Life Sci 68:3797-814. 2011..Biochemical and structural knowledge about all enzymes involved in the pathway established the basis for discovery and development of inhibitors by high-throughput screening of compound libraries and/or structure-based rational design...
Probing the reaction mechanism of IspH protein by x-ray structure analysisTobias Grawert
Center for Integrated Protein Science, Department Chemie, Lehrstuhl für Biochemie, Technische Universitat Munchen, Lichtenbergstrasse 4, Garching, Germany
Proc Natl Acad Sci U S A 107:1077-81. 2010..The reaction may be terminated by the transfer of a proton from the beta-phosphate of the substrate to C(1) (affording DMAPP) or C(3) (affording IPP)...
Artemisinin biosynthesis in growing plants of Artemisia annua. A 13CO2 studyNicholas Schramek
Lehrstuhl für Biochemie, Technische Universitat Munchen, Lichtenbergstr 4, D 85747 Garching, Germany
Phytochemistry 71:179-87. 2010..They also support deprotonation of a terminal allyl cation intermediate as the final step in the enzymatic conversion of FPP to amorphadiene and show that either of the two methyl groups can undergo deprotonation...
Hexameric assembly of the bifunctional methylerythritol 2,4-cyclodiphosphate synthase and protein-protein associations in the deoxy-xylulose-dependent pathway of isoprenoid precursor biosynthesisMads Gabrielsen
Division of Biological Chemistry and Molecular Microbiology, School of Life Sciences, University of Dundee, Dow Street, Dundee DD1 5EH, United Kingdom
J Biol Chem 279:52753-61. 2004..We propose that complex formation of the three enzymes at the core of the DOXP pathway can produce an assembly localizing 18 catalytic centers for the early stages of isoprenoid biosynthesis...
Synthesis and characterization of cytidine derivatives that inhibit the kinase IspE of the non-mevalonate pathway for isoprenoid biosynthesisChristine M Crane
Laboratorium fur Organische Chemie, ETH Zurich, HCI, CH 8093 Zurich, Switzerland
ChemMedChem 3:91-101. 2008..aeolicus IspE directs the OH group of a tyrosine residue into a pocket in the active site. In the E. coli enzyme, on the other hand, this pocket is lined by phenylalanine and has a more pronounced hydrophobic character...
Characterization of Aquifex aeolicus 4-diphosphocytidyl-2C-methyl-d-erythritol kinase - ligand recognition in a template for antimicrobial drug discoveryTanja Sgraja
Division of Biological Chemistry and Drug Discovery, University of Dundee, UK
FEBS J 275:2779-94. 2008....
A tomato enzyme catalyzing the phosphorylation of 3,4-dihydroxy-2-butanoneStefan Herz
, , Lichtenbergstr. 4, D-85747 Garching, Germany
Phytochemistry 60:3-11. 2002..Genes with similarity to the 5' part of the dak gene from tomato were found in many other eubacteria. The physiological role of the dak gene is still incompletely known...
Inhibitors of the kinase IspE: structure-activity relationships and co-crystal structure analysisAnna K H Hirsch
Laboratorium fur Organische Chemie, ETH Zurich, HCI, CH 8093, Zurich, Switzerland
Org Biomol Chem 6:2719-30. 2008..This structure provides useful insights for future structure-based developments of inhibitors for the parasite enzymes...
Structure of 2C-methyl-d-erythritol-2,4-cyclodiphosphate synthase involved in mevalonate-independent biosynthesis of isoprenoidsStefan Steinbacher
Abteilung für Strukturforschung, Max Planck Institut fur Biochemie, Am Klopferspitz 18a, Martinsried, D 82152, Germany
J Mol Biol 316:79-88. 2002..The protein forms homotrimers that tightly bind one zinc ion per subunit at the active site, which helps to position the substrate for direct attack of the 2-phosphate group on the beta-phosphate...
Nonphosphate inhibitors of IspE protein, a kinase in the non-mevalonate pathway for isoprenoid biosynthesis and a potential target for antimalarial therapyAnna K H Hirsch
, , , HCI, , Switzerland
ChemMedChem 2:806-10. 2007
Structural basis of fosmidomycin action revealed by the complex with 2-C-methyl-D-erythritol 4-phosphate synthase (IspC). Implications for the catalytic mechanism and anti-malaria drug developmentStefan Steinbacher
Max Planck Institut fur Biochemie, Abteilung für Strukturforschung, Am Klopferspitz 18a, D 82152 Martinsried, Germany
J Biol Chem 278:18401-7. 2003..Both sites are connected by a spacer of three methylene groups. The substrate molecule, 1-d-deoxyxylulose 5-phosphate, can be superimposed onto fosmidomycin, explaining the stereochemical course of the reaction...
Biosynthesis of isoprenoids: a bifunctional IspDF enzyme from Campylobacter jejuniMads Gabrielsen
Division of Biological Chemistry and Molecular Microbiology, School of Life Sciences, University of Dundee, UK
Eur J Biochem 271:3028-35. 2004..These bifunctional proteins are potential drug targets in several human pathogens (e.g. Helicobacter pylori, C. jejuni and Treponema pallidum)...
Biochemical characterization of Bacillus subtilis type II isopentenyl diphosphate isomerase, and phylogenetic distribution of isoprenoid biosynthesis pathwaysRalf Laupitz
, , Garching, Germany
Eur J Biochem 271:2658-69. 2004..Type II isomerase is essential in some important human pathogens including Staphylococcus aureus and Enterococcus faecalis where it may represent a novel target for anti-infective therapy...
Biosynthesis of isoprenoids: crystal structure of 4-diphosphocytidyl-2C-methyl-D-erythritol kinaseLinda Miallau
Division of Biological Chemistry and Molecular Microbiology, School of Life Sciences, University of Dundee, Dundee DD1 5EH, United Kingdom
Proc Natl Acad Sci U S A 100:9173-8. 2003..Our model therefore provides an accurate template to facilitate the structure-based design of broad-spectrum antimicrobial agents...
Fluorescent inhibitors for IspF, an enzyme in the non-mevalonate pathway for isoprenoid biosynthesis and a potential target for antimalarial therapyChristine M Crane
, , HCI, , Switzerland
Angew Chem Int Ed Engl 45:1069-74. 2006
The crystal structure of a plant 2C-methyl-D-erythritol 4-phosphate cytidylyltransferase exhibits a distinct quaternary structure compared to bacterial homologues and a possible role in feedback regulation for cytidine monophosphateMads Gabrielsen
Division of Biological Chemistry and Molecular Microbiology, School of Life Sciences, University of Dundee, UK
FEBS J 273:1065-73. 2006....
Functional genomics by NMR spectroscopy. Phenylacetate catabolism in Escherichia coliWael Ismail
Mikrobiologie, Institut fur Biologie II, Universitat Freiburg, Germany
Eur J Biochem 270:3047-54. 2003..The subsequent beta-oxidation-type degradation of the resulting CoA dicarboxylate via beta-ketoadipyl-CoA to succinyl-CoA and acetyl-CoA appears to be catalyzed by the PaaJ, PaaF and PaaH proteins...
Crystal structure of the type II isopentenyl diphosphate:dimethylallyl diphosphate isomerase from Bacillus subtilisStefan Steinbacher
Abteilung für Strukturforschung, Max Planck Institut fur Biochemie, Am Klopferspitz 18a, D 82152 Martinsried, Germany
J Mol Biol 329:973-82. 2003..Regions harboring strictly conserved residues that are implicated in substrate binding or catalysis remain largely disordered even in the presence of FMN...
The identification of isoprenoids that bind in the intersubunit cavity of Escherichia coli 2C-methyl-D-erythritol-2,4-cyclodiphosphate synthase by complementary biophysical methodsLauris E Kemp
Division of Biological Chemistry and Molecular Microbiology, School of Life Sciences, University of Dundee, Dundee DD1 5EH, Scotland
Acta Crystallogr D Biol Crystallogr 61:45-52. 2005..The observation that MECP synthase binds three metabolites that are produced by enzymes two, three and four stages downstream in isoprenoid biosynthesis suggests that feedback regulation of the non-mevalonate pathway is possible...
Phenylalanine-independent biosynthesis of 1,3,5,8-tetrahydroxyxanthone. A retrobiosynthetic NMR study with root cultures of Swertia chirataChang-Zeng Wang
Biozentrum-Pharmazie, , Halle/Saale, Germany
Eur J Biochem 270:2950-8. 2003..The starter unit, 3-hydroxybenzoyl-CoA, is obtained from an early shikimate pathway intermediate. Phenylalanine, cinnamic acid and benzoic acid were ruled out as intermediates...
