Diederichsen, Ulf

[["dc.bibliographiccitation.firstpage","5392"],["dc.bibliographiccitation.issue","23"],["dc.bibliographiccitation.journal","Angewandte Chemie International Edition"],["dc.bibliographiccitation.lastpage","5396"],["dc.bibliographiccitation.volume","50"],["dc.contributor.author","Nadler, Andre"],["dc.contributor.author","Strohmeier, Julian"],["dc.contributor.author","Diederichsen, Ulf"],["dc.date.accessioned","2018-11-07T09:00:39Z"],["dc.date.available","2018-11-07T09:00:39Z"],["dc.date.issued","2011"],["dc.description.sponsorship","DFG [IRTG 1422]"],["dc.identifier.doi","10.1002/anie.201100078"],["dc.identifier.isi","000291953200031"],["dc.identifier.pmid","21542071"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/24221"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Wiley-blackwell"],["dc.relation.issn","1433-7851"],["dc.title","8-Vinyl-2 '-deoxyguanosine as a Fluorescent 2 '-Deoxyguanosine Mimic for Investigating DNA Hybridization and Topology"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","449"],["dc.bibliographiccitation.issue","2"],["dc.bibliographiccitation.journal","Amino Acids"],["dc.bibliographiccitation.lastpage","456"],["dc.bibliographiccitation.volume","41"],["dc.contributor.author","Sachs, Eike-F."],["dc.contributor.author","Nadler, Andre"],["dc.contributor.author","Diederichsen, Ulf"],["dc.date.accessioned","2018-11-07T08:54:54Z"],["dc.date.available","2018-11-07T08:54:54Z"],["dc.date.issued","2011"],["dc.description.abstract","The natural product triostin A is known as an antibiotic based on specific DNA recognition. Structurally, a bicyclic depsipeptide backbone provides a well-defined scaffold preorganizing the recognition motifs for bisintercalation. Replacing the intercalating quinoxaline moieties of triostin A by nucleobases results in a potential major groove binder. The functionalization of this DNA binding triostin A analog with a metal binding ligand system is reported, thereby generating a hybrid molecule with DNA binding and metal coordinating capability. Transition metal ions can be placed in close proximity to dsDNA by means of non-covalent interactions. The synthesis of the nucleobase-modified triostin A analog is described containing a propargylglycine for later attachment of the ligand by click-chemistry. As ligand, two [1,4,7]triazacyclononane rings were bridged by a phenol. Formation of the proposed binuclear zinc complex was confirmed for the ligand and the triostin A analog/ligand construct by high-resolution mass spectrometry. The complex as well as the respective hybrid led to stabilization of dsDNA, thus implying that metal complexation and DNA binding are independent processes."],["dc.description.sponsorship","Deutsche Forschungsgemeinschaft [Di 542/7-1, IRTG 1422]"],["dc.identifier.doi","10.1007/s00726-010-0764-3"],["dc.identifier.isi","000291034000019"],["dc.identifier.pmid","20967559"],["dc.identifier.purl","https://resolver.sub.uni-goettingen.de/purl?gs-1/6646"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/22780"],["dc.notes.intern","Merged from goescholar"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Springer"],["dc.publisher.place","Wien"],["dc.relation.issn","1438-2199"],["dc.relation.issn","0939-4451"],["dc.rights","Goescholar"],["dc.rights.uri","https://goescholar.uni-goettingen.de/licenses"],["dc.title","Triostin A derived hybrid for simultaneous DNA binding and metal coordination"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dc.type.version","published_version"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","26"],["dc.bibliographiccitation.issue","1"],["dc.bibliographiccitation.journal","ChemistryOpen"],["dc.bibliographiccitation.lastpage","32"],["dc.bibliographiccitation.volume","1"],["dc.contributor.author","Fehr, Friederike"],["dc.contributor.author","Nadler, Andre"],["dc.contributor.author","Brodhun, Florian"],["dc.contributor.author","Feussner, Ivo"],["dc.contributor.author","Diederichsen, Ulf"],["dc.date.accessioned","2018-11-07T09:14:10Z"],["dc.date.available","2018-11-07T09:14:10Z"],["dc.date.issued","2012"],["dc.description.abstract","Total synthesis of proteins can be challenging despite assembling techniques, such as native chemical ligation (NCL) and expressed protein ligation (EPL). Especially, the combination of recombinant protein expression and chemically addressable solid-phase peptide synthesis (SPPS) is well suited for the redesign of native protein structures. Incorporation of analytical probes and artificial amino acids into full-length natural protein domains, such as the sequence-specific DNA binding zinc-finger motifs, are of interest combining selective DNA recognition and artificial function. The semi-synthesis of the natural 90 amino acid long sequence of the zinc-finger domain of Zif268 is described including various chemically modified constructs. Our approach offers the possibility to exchange any amino acid within the third zinc finger. The realized modifications of the natural sequence include point mutations, attachment of a fluorophore, and the exchange of amino acids at different positions in the zinc finger by artificial amino acids to create additional metal binding sites. The individual constructs were analyzed by circular dichroism (CD) spectroscopy with respect to the integrity of the zinc-finger fold and DNA binding."],["dc.description.sponsorship","Deutsche Forschungsgemeinschaft (DFG) [IRTG 1422]"],["dc.identifier.doi","10.1002/open.201100002"],["dc.identifier.isi","000328606600005"],["dc.identifier.pmid","24551489"],["dc.identifier.purl","https://resolver.sub.uni-goettingen.de/purl?gs-1/8371"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/27345"],["dc.notes.intern","Merged from goescholar"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Wiley-v C H Verlag Gmbh"],["dc.relation.issn","2191-1363"],["dc.rights","CC BY-NC 3.0"],["dc.rights.uri","https://creativecommons.org/licenses/by-nc/3.0"],["dc.title","Semi-Synthesis and Analysis of Chemically Modified Zif268 Zinc-Finger Domains"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dc.type.version","published_version"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","4593"],["dc.bibliographiccitation.issue","27"],["dc.bibliographiccitation.journal","European Journal of Organic Chemistry"],["dc.bibliographiccitation.lastpage","4599"],["dc.contributor.author","Nadler, Andre"],["dc.contributor.author","Hain, Christina"],["dc.contributor.author","Diederichsen, Ulf"],["dc.date.accessioned","2018-11-07T11:24:50Z"],["dc.date.available","2018-11-07T11:24:50Z"],["dc.date.issued","2009"],["dc.description.abstract","Metalloproteins are of utmost importance for nearly all biological processes. Valuable information about their functionalities came from mutagenesis studies and led to the de novo design of artificial proteins. Advances in peptide chemistry enable the total synthesis of complete proteins and allow the incorporation of non-proteinogenic amino acids. Chelating amino acids utilized to introduce artificial metal-binding sites into proteins should mimic the side chains of the natural residues in order to minimize structural consequences within the target proteins. In this paper a synthetic method is described for the preparation of amino acids bearing a metal ligand system connected to the P-carbon via triazole formation. Thereby, a histidine isoster is generated with an additional metal-binding site in proximity to the peptide backbone. Two representative building blocks bearing the ligands triazacyclononane (tacn) and bis(picoloyl)-amine (bpa) were synthesized and incorporated into model peptides. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)"],["dc.description.sponsorship","Deutsche Forschungsgemeinschaft (DFG) [IRTG 1422]"],["dc.identifier.doi","10.1002/ejoc.200900472"],["dc.identifier.isi","000270166100005"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/56495"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Wiley-v C H Verlag Gmbh"],["dc.relation.issn","1434-193X"],["dc.title","Histidine Analog Amino Acids Providing Metal-Binding Sites Derived from Bioinorganic Model Systems"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","no"],["dc.bibliographiccitation.issue","19"],["dc.bibliographiccitation.journal","ChemInform"],["dc.bibliographiccitation.lastpage","no"],["dc.bibliographiccitation.volume","42"],["dc.contributor.author","Strohmeier, Julian"],["dc.contributor.author","Nadler, Andre"],["dc.contributor.author","Heinrich, Daniel"],["dc.contributor.author","Fitzner, Ansgar"],["dc.contributor.author","Diederichsen, Ulf"],["dc.date.accessioned","2021-12-08T12:29:55Z"],["dc.date.available","2021-12-08T12:29:55Z"],["dc.date.issued","2011"],["dc.identifier.doi","10.1002/chin.201119194"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/96255"],["dc.language.iso","en"],["dc.notes.intern","DOI-Import GROB-476"],["dc.relation.issn","0931-7597"],["dc.rights.uri","http://doi.wiley.com/10.1002/tdm_license_1.1"],["dc.title","ChemInform Abstract: Synthesis of 8,1′-etheno and 8,2′-ethano Bridged Guanosine Derivatives Using Radical Cyclization."],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","3095"],["dc.bibliographiccitation.issue","14"],["dc.bibliographiccitation.journal","European Journal of Organic Chemistry"],["dc.bibliographiccitation.lastpage","3102"],["dc.contributor.author","Nadler, Christina"],["dc.contributor.author","Nadler, Andre"],["dc.contributor.author","Hansen, Christine"],["dc.contributor.author","Diederichsen, Ulf"],["dc.date.accessioned","2018-11-07T09:57:45Z"],["dc.date.available","2018-11-07T09:57:45Z"],["dc.date.issued","2015"],["dc.description.abstract","To extend the scope of native chemical ligations beyond X-Cys connections, auxiliaries that contain thiol moieties were developed to mimic the function of the Cys residue in the ligation reaction/capture step. Auxiliaries known so far feature complicated attachment protocols and generally need harsh conditions for their cleavage. Herein, we present the development of a new photoremovable ligation auxiliary, which is easily synthesized and attached to peptides that contain a variety of N-terminal amino acids by a reductive amination reaction. Ligations at Gly-Gly and Ala-Gly junctions were carried out with high conversion, and the auxiliary can be cleaved from the final product by using a mild photolysis protocol. This methodological advancement is an important step forward in peptide ligation chemistry."],["dc.description.sponsorship","Deutsche Forschungsgemeinschaft (DFG) [IRTG 1422, SPP 1623]"],["dc.identifier.doi","10.1002/ejoc.201500033"],["dc.identifier.isi","000354212000016"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/37232"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Wiley-v C H Verlag Gmbh"],["dc.relation.issn","1099-0690"],["dc.relation.issn","1434-193X"],["dc.title","A Photocleavable Auxiliary for Extended Native Chemical Ligation"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","1544"],["dc.bibliographiccitation.issue","9"],["dc.bibliographiccitation.journal","European Journal of Organic Chemistry"],["dc.bibliographiccitation.lastpage","1549"],["dc.contributor.author","Nadler, Andre"],["dc.contributor.author","Diederichsen, Ulf"],["dc.date.accessioned","2018-11-07T11:17:33Z"],["dc.date.available","2018-11-07T11:17:33Z"],["dc.date.issued","2008"],["dc.description.abstract","The stabilization of left-handed Z-DNA double strands by chemical modifications is especially of interest regarding investigations of its biological role. Incorporation of modified nucleotide building blocks in DNA allows recognition studies under physiological conditions without the need for a Z-DNA inducing environment. Approaches to enforce the Z-DNA double helix using guanosine derivatives are the introduction of sterically demanding groups at guanine C8 or of 2'-ribosyl substitutions determining the ribosyl conformation. 8-Bromo-2'-ethynyl-arabino-deoxyguanosine was synthesized as phosphoramidite building block. Incorporated in suitable oligonucleotides the potential to induce the Z-form DNA was investigated by CD spectroscopy. With a nucleotide containing the 8-bromo and the 2'-ethynyl group a synergistic effect of the two modifications was expected to provide stronger stabilization of Z-DNA."],["dc.identifier.doi","10.1002/ejoc.200700991"],["dc.identifier.isi","000254376600007"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/54833"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Wiley-blackwell"],["dc.relation.issn","1434-193X"],["dc.title","Guanosine analog with respect to Z-DNA stabilization: Nucleotide with combined C8-bromo and C2'-ethynyl modifications"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","713"],["dc.bibliographiccitation.issue","1"],["dc.bibliographiccitation.journal","Heterocycles"],["dc.bibliographiccitation.lastpage","728"],["dc.bibliographiccitation.volume","82"],["dc.contributor.author","Strohmeier, Julian"],["dc.contributor.author","Nadler, Andre"],["dc.contributor.author","Heinrich, Daniel"],["dc.contributor.author","Fitzner, Ansgar"],["dc.contributor.author","Diederichsen, Ulf"],["dc.date.accessioned","2018-11-07T08:35:44Z"],["dc.date.available","2018-11-07T08:35:44Z"],["dc.date.issued","2010"],["dc.description.abstract","Conformationally constrained nucleosides can be readily generated by radical cyclization reactions. The radical cyclization of two guanosine derivatives containing a 2,2'-dibromovinyl group or a iodovinyl group tethered at the C8 position is described, respectively. The cyclization of the guanosine derivative with the 2,2'-dibromovinyl group initiated by tributyltin hydride formed an anomeric Spiro nucleoside with an 8,1'-etheno bridge as the major cyclization product. In contrast, the conversion of guanosine and 2'-deoxyguanosine derivatives carrying the iodovinyl group provided 8,2'-ethano bridged nucleosides as the major products."],["dc.description.sponsorship","Deutsche Forschungsgemeinschaft [Di 542/5]"],["dc.identifier.doi","10.3987/COM-10-S(E)51"],["dc.identifier.isi","000286906100048"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/18143"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Pergamon-elsevier Science Ltd"],["dc.relation.issn","1881-0942"],["dc.relation.issn","0385-5414"],["dc.title","SYNTHESIS OF 8,1 '-ETHENO AND 8,2 '-ETHANO BRIDGED GUANOSINE DERIVATIVES USING RADICAL CYCLIZATION"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","728"],["dc.bibliographiccitation.issue","5"],["dc.bibliographiccitation.journal","ChemBioChem"],["dc.bibliographiccitation.lastpage","737"],["dc.bibliographiccitation.volume","12"],["dc.contributor.author","Nadler, Andre"],["dc.contributor.author","Koch, Christian"],["dc.contributor.author","Brodhun, Florian"],["dc.contributor.author","Wehland, Jan-Dirk"],["dc.contributor.author","Tittmann, Kai"],["dc.contributor.author","Feussner, Ivo"],["dc.contributor.author","Diederichsen, Ulf"],["dc.date.accessioned","2018-11-07T08:58:03Z"],["dc.date.available","2018-11-07T08:58:03Z"],["dc.date.issued","2011"],["dc.description.abstract","PpoA is a bifunctional enzyme that catalyzes the dioxygenation of unsaturated C18 fatty acids. The products of this reaction are termed psi factors and have been shown to play a crucial role in conferring a balance between sexual and asexual spore development as well as production of secondary metabolites in the fungus Aspergillus nidulans. Studies on the reaction mechanism revealed that PpoA uses two different heme domains to catalyze two subsequent reactions. Initially, the fatty acid substrate is dioxygenated at C8, yielding an 8-hydroperoxy fatty acid at the N-terminal domain. This reaction is catalyzed by a peroxidase/dioxygenase-type domain that exhibits many similarities to prostaglandin H2 synthases and involves a stereospecific homolytic hydrogen abstraction from C8 of the substrate. The C terminus harbors a heme thiolate P450 domain in which rearrangement of the 8-hydroperoxide to the final product, a 5,8-dihydroxy fatty acid, takes place. To obtain further information about the intrinsic kinetics and reaction mechanism of PpoA, we synthesized C5-dideutero- and C8-dideutero- oleic acid by a novel protocol that offers a straightforward synthesis without employing the toxic additive hexamethylphosphoramide (HMPA) during C-C coupling reactions or mercury salts upon thioketal deprotection. These deuterated fatty acids were then employed for kinetic analysis under multiple-turnover conditions. The results indicate that the hydrogen abstraction at C8 is the rate-determining step of the overall reaction because we observed a KIE (V(H)/V(D)) of similar to 33 at substrate saturation that suggests extensive nuclear tunneling contributions for hydrogen transfer. Deuteration of the substrate at C5, however, had little effect on V(H)/V(D) but resulted in a different product pattern presumably due to an altered lifetime and partitioning of a reaction intermediate."],["dc.description.sponsorship","DFG [IRTG 1422]"],["dc.identifier.doi","10.1002/cbic.201000669"],["dc.identifier.isi","000288563000013"],["dc.identifier.pmid","21365732"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/23552"],["dc.notes.status","zu prüfen"],["dc.notes.submitter","Najko"],["dc.publisher","Wiley-blackwell"],["dc.relation.issn","1439-4227"],["dc.title","Influence of Substrate Dideuteration on the Reaction of the Bifunctional Heme Enzyme Psi Factor Producing Oxygenase A (PpoA)"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.status","published"],["dspace.entity.type","Publication"]]