{"entity": "journal", "iuid": "238ab5b9c15f404196e32aaf3b8978e5", "timestamp": "2026-08-11T08:48:11.391Z", "links": {"self": {"href": "https://publications.scilifelab.se/journal/Chemistry.json"}, "display": {"href": "https://publications.scilifelab.se/journal/Chemistry"}}, "title": "Chemistry", "issn": "1521-3765", "issn-l": "0947-6539", "publications_count": 14, "publications": [{"entity": "publication", "iuid": "bb5630d98ea74ad8b637c8b74de8810b", "links": {"self": {"href": "https://publications.scilifelab.se/publication/bb5630d98ea74ad8b637c8b74de8810b.json"}, "display": {"href": "https://publications.scilifelab.se/publication/bb5630d98ea74ad8b637c8b74de8810b"}}, "title": "Orthogonal Phase Transfer of Oppositely Charged FeII 4L6 Cages.", "authors": [{"family": "Matic", "given": "Ebba S", "initials": "ES", "orcid": "0009-0001-4317-935X", "researcher": {"href": "https://publications.scilifelab.se/researcher/506c8cc8d4d043da8544b4585603d89b.json"}}, {"family": "Bernard", "given": "Maylis", "initials": "M", "orcid": "0009-0003-4498-6588", "researcher": {"href": "https://publications.scilifelab.se/researcher/0e86c7ffe7e24abcb5c5e56871649347.json"}}, {"family": "Jernstedt", "given": "Alexandra J", "initials": "AJ", "orcid": "0009-0003-1890-3419", "researcher": {"href": "https://publications.scilifelab.se/researcher/654166325d634960a573c31fed55ef6f.json"}}, {"family": "Grommet", "given": "Angela B", "initials": "AB", "orcid": "0000-0002-9858-8556", "researcher": {"href": "https://publications.scilifelab.se/researcher/024a4739b4f14f8ea75ee6a80ed79d0d.json"}}], "type": "journal article", "published": "2024-10-07", "journal": {"title": "Chemistry", "issn": "1521-3765", "pages": "e202403411", "issn-l": "0947-6539"}, "abstract": "Coordination cages and their encapsulated cargo can be manoeuvred between immiscible liquid layers in a process referred to as phase transfer. Among the stimuli reported to drive phase transfer, counterion exchange is the most widespread. This method exploits the principle that counterions contribute strongly to the solubility preferences of coordination cages, and involves exchanging hydrophilic and hydrophobic counterions. Nevertheless, phase transfer of anionic cages remains relatively unexplored, as does selective phase transfer of individual cages from mixtures. Here we compare the phase transfer behaviour of two FeII 4L6 cages with the same size and geometry, but with opposite charges. As such, this study presents a rare example wherein an anionic cage undergoes phase transfer upon countercation exchange. We then combine these two cages, and demonstrate that their quantitative separation can be achieved by inducing selective phase transfer of either cage. These results represent unprecedented control over the movement of coordination cages between different physical compartments and are anticipated to inform the development of next-generation supramolecular systems.", "doi": "10.1002/chem.202403411", "pmid": "39373569", "labels": {"Chalmers Mass Spectrometry Infrastructure": "Collaborative", "Swedish NMR Centre": "Service"}, "xrefs": [], "notes": [], "created": "2024-11-27T15:35:16.061Z", "modified": "2025-10-17T13:03:52.674Z"}, {"entity": "publication", "iuid": "f890cbfcb3e2469598263044fb5b9b8f", "links": {"self": {"href": "https://publications.scilifelab.se/publication/f890cbfcb3e2469598263044fb5b9b8f.json"}, "display": {"href": "https://publications.scilifelab.se/publication/f890cbfcb3e2469598263044fb5b9b8f"}}, "title": "The Influence of Disulfide, Thioacetal and Lanthionine-Bridges on the Conformation of a Macrocyclic Peptide.", "authors": [{"family": "Darling", "given": "William T P", "initials": "WTP", "orcid": "0009-0009-3161-8210", "researcher": {"href": "https://publications.scilifelab.se/researcher/c31a37663ab34a4a902fe0f406c0e761.json"}}, {"family": "Wieske", "given": "Lianne H E", "initials": "LHE", "orcid": "0000-0003-4617-7605", "researcher": {"href": "https://publications.scilifelab.se/researcher/9ee9a8547a194235a4d32170996b53e9.json"}}, {"family": "Cook", "given": "Declan T", "initials": "DT", "orcid": "0009-0006-4015-2545", "researcher": {"href": "https://publications.scilifelab.se/researcher/5c079317b3ab4e40b5514340f171b7b0.json"}}, {"family": "Aliev", "given": "Abil E", "initials": "AE", "orcid": "0000-0001-8725-3550", "researcher": {"href": "https://publications.scilifelab.se/researcher/a0b7706647034f83a000bee60f87e6f9.json"}}, {"family": "Caron", "given": "Laurent", "initials": "L"}, {"family": "Humphrys", "given": "Emily J", "initials": "EJ"}, {"family": "Figueiredo", "given": "Angelo Miguel", "initials": "AM", "orcid": "0000-0001-7039-5341", "researcher": {"href": "https://publications.scilifelab.se/researcher/e6442b5d89864dd4a1dfe6c1701529db.json"}}, {"family": "Hansen", "given": "D Flemming", "initials": "DF", "orcid": "0000-0003-0891-220X", "researcher": {"href": "https://publications.scilifelab.se/researcher/c46b312239f344e1bae145aa591151f3.json"}}, {"family": "Erd\u00e9lyi", "given": "M\u00e1t\u00e9", "initials": "M", "orcid": "0000-0003-0359-5970", "researcher": {"href": "https://publications.scilifelab.se/researcher/f772b571449e417ca6fda2eee361a0c3.json"}}, {"family": "Tabor", "given": "Alethea B", "initials": "AB", "orcid": "0000-0001-8216-0347", "researcher": {"href": "https://publications.scilifelab.se/researcher/7fd64bbc245c4effa4ae70b49cfec7ec.json"}}], "type": "journal article", "published": "2024-09-05", "journal": {"title": "Chemistry", "issn": "1521-3765", "volume": "30", "issue": "50", "pages": "e202401654", "issn-l": "0947-6539"}, "abstract": "Cyclisation of peptides by forming thioether (lanthionine), disulfide (cystine) or methylene thioacetal bridges between side chains is established as an important tool to stabilise a given structure, enhance metabolic stability and optimise both potency and selectivity. However, a systematic comparative study of the effects of differing bridging modalities on peptide conformation has not previously been carried out. In this paper, we have used the NMR deconvolution algorithm, NAMFIS, to determine the conformational ensembles, in aqueous solution, of three cyclic analogues of angiotensin(1-7), incorporating either disulfide, or non-reducible thioether or methylene thioacetal bridges. We demonstrate that the major solution conformations are conserved between the different bridged peptides, but the distribution of conformations differs appreciably. This suggests that subtle differences in ring size and bridging structure can be exploited to fine-tune the conformational properties of cyclic peptides, which may modulate their bioactivities.", "doi": "10.1002/chem.202401654", "pmid": "38953277", "labels": {"Swedish NMR Centre": "Service"}, "xrefs": [], "notes": [], "created": "2024-11-28T14:38:06.602Z", "modified": "2025-10-17T13:03:52.776Z"}, {"entity": "publication", "iuid": "42bcd4fe16cb418cb721bdb519cafd34", "links": {"self": {"href": "https://publications.scilifelab.se/publication/42bcd4fe16cb418cb721bdb519cafd34.json"}, "display": {"href": "https://publications.scilifelab.se/publication/42bcd4fe16cb418cb721bdb519cafd34"}}, "title": "Pyrene Functionalized Norbornadiene-Quadricyclane Fluorescent Photoswitches: Characterization of their Spectral Properties and Application in Imaging of Amyloid Beta Plaques.", "authors": [{"family": "Ghasemi", "given": "Shima", "initials": "S"}, {"family": "Shamsabadi", "given": "Monika", "initials": "M"}, {"family": "Olesund", "given": "Axel", "initials": "A"}, {"family": "Najera", "given": "Francisco", "initials": "F"}, {"family": "Erbs Hillers-Bendtsen", "given": "Andreas", "initials": "A"}, {"family": "Edhborg", "given": "Fredrik", "initials": "F"}, {"family": "Aslam", "given": "Adil S", "initials": "AS"}, {"family": "Larsson", "given": "Wera", "initials": "W"}, {"family": "Wang", "given": "Zhihang", "initials": "Z"}, {"family": "Amombo Noa", "given": "Francoise M", "initials": "FM"}, {"family": "Salthouse", "given": "Rebecca Jane", "initials": "RJ"}, {"family": "\u00d6hrstr\u00f6m", "given": "Lars", "initials": "L"}, {"family": "H\u00f6lzel", "given": "Helen", "initials": "H"}, {"family": "Perez-Inestrosa", "given": "E", "initials": "E"}, {"family": "Mikkelsen", "given": "Kurt V", "initials": "KV"}, {"family": "Hanrieder", "given": "J\u00f6rg", "initials": "J"}, {"family": "Albinsson", "given": "Bo", "initials": "B"}, {"family": "Dreos", "given": "Ambra", "initials": "A", "orcid": "0000-0003-0448-2089", "researcher": {"href": "https://publications.scilifelab.se/researcher/11d65a7542cd443982e123ab00d46e9a.json"}}, {"family": "Moth-Poulsen", "given": "Kasper", "initials": "K"}], "type": "journal article", "published": "2024-06-17", "journal": {"title": "Chemistry", "issn": "1521-3765", "volume": "30", "issue": "34", "pages": "e202400322", "issn-l": "0947-6539"}, "abstract": "This study presents the synthesis and characterization of two fluorescent norbornadiene (NBD) photoswitches, each incorporating two conjugated pyrene units. Expanding on the limited repertoire of reported photoswitchable fluorescent NBDs, we explore their properties with a focus on applications in bioimaging of amyloid beta (A\u03b2) plaques. While the fluorescence emission of the NBD decreases upon photoisomerization, aligning with what has been previously reported, for the first time we observed luminescence after irradiation of the quadricyclane (QC) isomer. We deduce how the observed emission is induced by photoisomerization to the excited state of the parent isomer (NBD) which is then the emitting species. Thorough characterizations including NMR, UV-Vis, fluorescence, X-ray structural analysis and density functional theory (DFT) calculations provide a comprehensive understanding of these systems. Notably, one NBD-QC system exhibits exceptional durability. Additionally, these molecules serve as effective fluorescent stains targeting A\u03b2 plaques in situ, with observed NBD/QC switching within the plaques. Molecular docking simulations explore NBD interactions with amyloid, unveiling novel binding modes. These insights mark a crucial advancement in the comprehension and design of future photochromic NBDs for bioimaging applications and beyond, emphasizing their potential in studying and addressing protein aggregates.", "doi": "10.1002/chem.202400322", "pmid": "38629212", "labels": {"Integrated Microscopy Technologies Gothenburg": "Service"}, "xrefs": [], "notes": [], "created": "2024-11-15T12:04:45.049Z", "modified": "2024-11-15T12:04:45.059Z"}, {"entity": "publication", "iuid": "630cd458c3c04a91a7aed0dd3368c5ad", "links": {"self": {"href": "https://publications.scilifelab.se/publication/630cd458c3c04a91a7aed0dd3368c5ad.json"}, "display": {"href": "https://publications.scilifelab.se/publication/630cd458c3c04a91a7aed0dd3368c5ad"}}, "title": "One, Two Three - Phosphaalkene Decoration Tailoring Solubility and Electronic Properties of Truxene-Based Electron Acceptors.", "authors": [{"family": "Shameem", "given": "Muhammad Anwar", "initials": "MA", "orcid": "0000-0001-6173-3417", "researcher": {"href": "https://publications.scilifelab.se/researcher/7c7fb16605874dfe93c1343f6ab32e67.json"}}, {"family": "Wells", "given": "Jordann A L", "initials": "JAL", "orcid": "0000-0003-4020-7383", "researcher": {"href": "https://publications.scilifelab.se/researcher/84156f9692fb438b8cc7205daedd0493.json"}}, {"family": "Gupta", "given": "Arvind K", "initials": "AK", "orcid": "0000-0002-8969-1236", "researcher": {"href": "https://publications.scilifelab.se/researcher/b726c18f8fae4beaaa5a282717e8b256.json"}}, {"family": "Orthaber", "given": "Andreas", "initials": "A", "orcid": "0000-0001-5403-9902", "researcher": {"href": "https://publications.scilifelab.se/researcher/34f96aac27d04b2f867709df4b0b038f.json"}}], "type": "journal article", "published": "2023-06-07", "journal": {"title": "Chemistry", "issn": "1521-3765", "volume": "29", "issue": "32", "pages": "e202300563", "issn-l": "0947-6539"}, "abstract": "We report the functionalization and deplanarization of truxenes using pnictaalkene fragments. Selective introduction of one, two, or three Mes*-Pn fragments provides up to three fully reversible reductions based on the Pn=C fragments. The incorporation of the unsaturated heteroelement fragment as well as the contortion of the truxene core result in significantly red-shifted absorption spectra and interesting opto-electronic properties which are studied by electrochemistry and spectro-electrochemistry. Incorporation of arsaalkene (As=C) motifs gives significantly milder reduction potentials and red-shifted absorption, while phosphaalkene decorated truxene P3 can be functionalized using Au(I)Cl coordination. Furthermore, solubility is markedly increased upon incorporation of the Pn-Mes* fragments which renders these materials suitable for solution processing.", "doi": "10.1002/chem.202300563", "pmid": "36971616", "labels": {"Bioinformatics Support for Computational Resources": "Service"}, "xrefs": [], "notes": [], "created": "2023-11-27T21:41:48.460Z", "modified": "2024-01-16T13:48:33.193Z"}, {"entity": "publication", "iuid": "4633312759ee4d76ab7bd16b931b76d6", "links": {"self": {"href": "https://publications.scilifelab.se/publication/4633312759ee4d76ab7bd16b931b76d6.json"}, "display": {"href": "https://publications.scilifelab.se/publication/4633312759ee4d76ab7bd16b931b76d6"}}, "title": "Boron-Mediated Regioselective Aromatic C-H Functionalization via an Aryl BF2 Complex.", "authors": [{"family": "Shinde", "given": "Ganesh H", "initials": "GH"}, {"family": "Sund\u00e9n", "given": "Henrik", "initials": "H", "orcid": "0000-0001-6202-7557", "researcher": {"href": "https://publications.scilifelab.se/researcher/a8d31cf88d5b444daba69893de07e271.json"}}], "type": "journal article", "published": "2023-02-16", "journal": {"title": "Chemistry", "issn": "1521-3765", "volume": "29", "issue": "10", "pages": "e202203505", "issn-l": "0947-6539"}, "abstract": "An efficient regioselective functionalization of 2-aryl-heteroarenes and aryl aldehydes via an azaaryl BF2 complex has been developed. Mechanistically the reaction comprises fluoride to bromide ligand exchange on an aryl boron species and consecutive C-B bond cleavage to deliver a broad range of functionalized products. The reaction is high yielding, has a broad substrate scope where several different heteroarenes can be functionalized with chloro, bromo, iodo, hydroxyl, amine and BF2 in a highly regioselective fashion. The method can be applied for late-stage functionalization or for rapid skeleton remodeling with for instance cross-couplings.", "doi": "10.1002/chem.202203505", "pmid": "36383388", "labels": {"Swedish NMR Centre": "Service"}, "xrefs": [], "notes": [], "created": "2023-05-31T16:07:08.960Z", "modified": "2025-10-17T13:03:54.137Z"}, {"entity": "publication", "iuid": "4f282adaa5924848aec07db113793400", "links": {"self": {"href": "https://publications.scilifelab.se/publication/4f282adaa5924848aec07db113793400.json"}, "display": {"href": "https://publications.scilifelab.se/publication/4f282adaa5924848aec07db113793400"}}, "title": "Going Viral: An Investigation into the Chameleonic Behavior or Antiviral Compounds.", "authors": [{"family": "Wieske", "given": "Lianne H E", "initials": "LHE"}, {"family": "Atilaw", "given": "Yoseph", "initials": "Y"}, {"family": "Poongavanam", "given": "Vasanthanathan", "initials": "V"}, {"family": "Erd\u00e9lyi", "given": "M\u00e1t\u00e9", "initials": "M"}, {"family": "Kihlberg", "given": "Jan", "initials": "J"}], "type": "journal article", "published": "2022-10-26", "journal": {"title": "Chemistry", "issn": "1521-3765", "issn-l": "0947-6539"}, "abstract": "The ability to adjust conformations in response to the polarity of the environment, i.e. molecular chameleonicity, is considered to be important for conferring both high aqueous solubility and high cell permeability to drugs in chemical space beyond Lipinski's rule of 5. We determined the conformational ensembles populated by the antiviral drugs asunaprevir, simeprevir, atazanavir and daclatasvir in polar (DMSO- d 6 ) and non-polar (chloroform) environments with NMR spectroscopy. Daclatasvir was fairly rigid, whereas the first three showed large flexibility in both environments, that translated into major differences in solvent accessible 3D polar surface area within each conformational ensemble. No significant differences in size and polar surface area were observed between the DMSO- d 6 and chloroform ensembles of these three drugs. We propose that such flexible compounds are characterized as \"partial molecular chameleons\" and hypothesize that their ability to adopt conformations with low polar surface area contributes to their membrane permeability and oral absorption.", "doi": "10.1002/chem.202202798", "pmid": "36286339", "labels": {"Swedish NMR Centre": "Service"}, "xrefs": [], "notes": [], "created": "2022-12-05T07:56:50.049Z", "modified": "2025-10-17T13:03:54.519Z"}, {"entity": "publication", "iuid": "28db67ff66e7473e837468a4a346cbcf", "links": {"self": {"href": "https://publications.scilifelab.se/publication/28db67ff66e7473e837468a4a346cbcf.json"}, "display": {"href": "https://publications.scilifelab.se/publication/28db67ff66e7473e837468a4a346cbcf"}}, "title": "Broad-spectrum antidote discovery by untangling the reactivation mechanism of nerve agent inhibited acetylcholinesterase.", "authors": [{"family": "Lindgren", "given": "Cecilia", "initials": "C"}, {"family": "Forsgren", "given": "Nina", "initials": "N"}, {"family": "Hoster", "given": "Norman", "initials": "N"}, {"family": "Akfur", "given": "Christine", "initials": "C"}, {"family": "Artursson", "given": "Elisabet", "initials": "E"}, {"family": "Edvinsson", "given": "Lotta", "initials": "L"}, {"family": "Svensson", "given": "Richard", "initials": "R"}, {"family": "Worek", "given": "Franz", "initials": "F"}, {"family": "Ekstr\u00f6m", "given": "Fredrik", "initials": "F"}, {"family": "Linusson", "given": "Anna", "initials": "A"}], "type": "journal article", "published": "2022-04-14", "journal": {"title": "Chemistry", "issn": "1521-3765", "issn-l": "0947-6539"}, "abstract": "Reactivators are vital for the treatment of organophosphorus nerve agent (OPNA) intoxication but new alternatives are needed due to their limited clinical applicability. The toxicity of OPNAs stems from covalent inhibition of the essential enzyme acetylcholinesterase (AChE), which reactivators relieve via a chemical reaction with the inactivated enzyme. Here, we present new strategies and tools for developing reactivators. We discover suitable inhibitor scaffolds by using an activity-independent competition assay to study non-covalent interactions with OPNA-AChEs and transform these inhibitors into broad-spectrum reactivators. Moreover, we identify determinants of reactivation efficiency by analysing reactivation and pre-reactivation kinetics together with structural data. Our results show that new OPNA reactivators can be discovered rationally by exploiting detailed knowledge of the reactivation mechanism of OPNA-inhibited AChE.", "doi": "10.1002/chem.202200678", "pmid": "35420233", "labels": {"Drug Discovery and Development": "Service"}, "xrefs": [], "notes": [], "created": "2022-05-07T05:36:55.776Z", "modified": "2025-10-17T13:05:07.783Z"}, {"entity": "publication", "iuid": "81f8017172254c37a519f7c4ef21984f", "links": {"self": {"href": "https://publications.scilifelab.se/publication/81f8017172254c37a519f7c4ef21984f.json"}, "display": {"href": "https://publications.scilifelab.se/publication/81f8017172254c37a519f7c4ef21984f"}}, "title": "The Relation Between Position and Chemical Composition of Bis-Indole Substituents Determines Their Interactions with G-Quadruplex DNA.", "authors": [{"family": "Prasad", "given": "Bagineni", "initials": "B", "orcid": "0000-0002-8498-1250", "researcher": {"href": "https://publications.scilifelab.se/researcher/6eaf800ddfd04f5aaa7b29802fe433d2.json"}}, {"family": "Das", "given": "Rabindra Nath", "initials": "RN", "orcid": "0000-0001-6347-2169", "researcher": {"href": "https://publications.scilifelab.se/researcher/fec8d8bcbe8648258cfbab86693c77c6.json"}}, {"family": "Jamroskovic", "given": "Jan", "initials": "J", "orcid": "0000-0001-6871-7663", "researcher": {"href": "https://publications.scilifelab.se/researcher/154847e2f84f4336a07e219fac6db2f9.json"}}, {"family": "Kumar", "given": "Rajendra", "initials": "R", "orcid": "0000-0002-7268-9519", "researcher": {"href": "https://publications.scilifelab.se/researcher/4ba57d44c650444aa51a030541d3bba7.json"}}, {"family": "Hedenstr\u00f6m", "given": "Mattias", "initials": "M"}, {"family": "Sabouri", "given": "Nasim", "initials": "N", "orcid": "0000-0002-4541-7702", "researcher": {"href": "https://publications.scilifelab.se/researcher/4bdc688dc85a4932acfdfffad8bfc443.json"}}, {"family": "Chorell", "given": "Erik", "initials": "E", "orcid": "0000-0003-2523-1940", "researcher": {"href": "https://publications.scilifelab.se/researcher/ada783ae0a824621a3b8e1024aae13a4.json"}}], "type": "journal article", "published": "2020-08-03", "journal": {"title": "Chemistry", "issn": "1521-3765", "volume": "26", "issue": "43", "pages": "9561-9572", "issn-l": "0947-6539"}, "abstract": "G-quadruplex (G4) DNA structures are linked to fundamental biological processes and human diseases, which has triggered the development of compounds that affect these DNA structures. However, more knowledge is needed about how small molecules interact with G4 DNA structures. This study describes the development of a new class of bis-indoles (3,3-diindolyl-methyl derivatives) and detailed studies of how they interact with G4 DNA using orthogonal assays, biophysical techniques, and computational studies. This revealed compounds that strongly bind and stabilize G4 DNA structures, and detailed binding interactions which for example, show that charge variance can play a key role in G4 DNA binding. Furthermore, the structure-activity relationships generated opened the possibilities to replace or introduce new substituents on the core structure, which is of key importance to optimize compound properties or introduce probes to further expand the possibilities of these compounds as tailored research tools to study G4 biology.", "doi": "10.1002/chem.202000579", "pmid": "32187406", "labels": {"Swedish NMR Centre": "Collaborative"}, "xrefs": [{"db": "pmc", "key": "PMC7497243"}], "notes": [], "created": "2020-03-30T11:43:49.969Z", "modified": "2025-10-17T13:03:56.658Z"}, {"entity": "publication", "iuid": "183a39b655614a3faef837da3a14521b", "links": {"self": {"href": "https://publications.scilifelab.se/publication/183a39b655614a3faef837da3a14521b.json"}, "display": {"href": "https://publications.scilifelab.se/publication/183a39b655614a3faef837da3a14521b"}}, "title": "Solution Conformations Explain the Chameleonic Behaviour of Macrocyclic Drugs.", "authors": [{"family": "Danelius", "given": "Emma", "initials": "E", "orcid": "0000-0002-7322-9661", "researcher": {"href": "https://publications.scilifelab.se/researcher/738da5a280d04d3b9b1ced257b9ddb7f.json"}}, {"family": "Poongavanam", "given": "Vasanthanathan", "initials": "V", "orcid": "0000-0002-8880-9247", "researcher": {"href": "https://publications.scilifelab.se/researcher/d037f230665c490dada0a50ecc8c106f.json"}}, {"family": "Peintner", "given": "Stefan", "initials": "S", "orcid": "0000-0001-9882-2018", "researcher": {"href": "https://publications.scilifelab.se/researcher/0583434982c84bd69f313f713744f5ed.json"}}, {"family": "Wieske", "given": "Lianne H E", "initials": "LHE", "orcid": "0000-0003-4617-7605", "researcher": {"href": "https://publications.scilifelab.se/researcher/9ee9a8547a194235a4d32170996b53e9.json"}}, {"family": "Erd\u00e9lyi", "given": "M\u00e1t\u00e9", "initials": "M", "orcid": "0000-0003-0359-5970", "researcher": {"href": "https://publications.scilifelab.se/researcher/f772b571449e417ca6fda2eee361a0c3.json"}}, {"family": "Kihlberg", "given": "Jan", "initials": "J", "orcid": "0000-0002-4205-6040", "researcher": {"href": "https://publications.scilifelab.se/researcher/f9805d4f39cc48f79a6e6ba076917021.json"}}], "type": "journal article", "published": "2020-04-21", "journal": {"title": "Chemistry", "issn": "1521-3765", "volume": "26", "issue": "23", "pages": "5231-5244", "issn-l": "0947-6539"}, "abstract": "It has been hypothesised that drugs in the chemical space \"beyond the rule of 5\" (bRo5) must behave as molecular chameleons to combine otherwise conflicting properties, including aqueous solubility, cell permeability and target binding. Evidence for this has, however, been limited to the cyclic peptide cyclosporine A. Herein, we show that the non-peptidic and macrocyclic drugs roxithromycin, telithromycin and spiramycin behave as molecular chameleons, with rifampicin showing a less pronounced behaviour. In particular roxithromycin, telithromycin and spiramycin display a marked, yet limited flexibility and populate significantly less polar and more compact conformational ensembles in an apolar than in a polar environment. In addition to balancing of membrane permeability and aqueous solubility, this flexibility also allows binding to targets that vary in structure between species. The drugs' passive cell permeability correlates to their 3D polar surface area and corroborate two theoretical models for permeability, developed for cyclic peptides. We conclude that molecular chameleonicity should be incorporated in the design of orally administered drugs in the bRo5 space.", "doi": "10.1002/chem.201905599", "pmid": "32027758", "labels": {"Swedish NMR Centre": "Service"}, "xrefs": [], "notes": [], "created": "2020-12-11T09:13:45.140Z", "modified": "2025-10-17T13:03:56.989Z"}, {"entity": "publication", "iuid": "f48d1ee7b0f24a59ba8c7d059f4c793d", "links": {"self": {"href": "https://publications.scilifelab.se/publication/f48d1ee7b0f24a59ba8c7d059f4c793d.json"}, "display": {"href": "https://publications.scilifelab.se/publication/f48d1ee7b0f24a59ba8c7d059f4c793d"}}, "title": "A Chemical Biology Approach to Understanding Molecular Recognition of Lipid II by Nisin(1-12): Synthesis and NMR Ensemble Analysis of Nisin(1-12) and Analogues.", "authors": [{"family": "Dickman", "given": "Rachael", "initials": "R", "orcid": "0000-0003-3139-5423", "researcher": {"href": "https://publications.scilifelab.se/researcher/c392b354f8df4febb3c6a366a2ac3785.json"}}, {"family": "Danelius", "given": "Emma", "initials": "E", "orcid": "0000-0002-7322-9661", "researcher": {"href": "https://publications.scilifelab.se/researcher/738da5a280d04d3b9b1ced257b9ddb7f.json"}}, {"family": "Mitchell", "given": "Serena A", "initials": "SA"}, {"family": "Hansen", "given": "D Flemming", "initials": "DF", "orcid": "0000-0003-0891-220X", "researcher": {"href": "https://publications.scilifelab.se/researcher/c46b312239f344e1bae145aa591151f3.json"}}, {"family": "Erd\u00e9lyi", "given": "M\u00e1t\u00e9", "initials": "M", "orcid": "0000-0003-0359-5970", "researcher": {"href": "https://publications.scilifelab.se/researcher/f772b571449e417ca6fda2eee361a0c3.json"}}, {"family": "Tabor", "given": "Alethea B", "initials": "AB", "orcid": "0000-0001-8216-0347", "researcher": {"href": "https://publications.scilifelab.se/researcher/7fd64bbc245c4effa4ae70b49cfec7ec.json"}}], "type": "journal article", "published": "2019-11-18", "journal": {"title": "Chemistry", "issn": "1521-3765", "volume": "25", "issue": "64", "pages": "14572-14582", "issn-l": "0947-6539"}, "abstract": "Natural products that target lipid II, such as the lantibiotic nisin, are strategically important in the development of new antibacterial agents to combat the rise of antimicrobial resistance. Understanding the structural factors that govern the highly selective molecular recognition of lipid II by the N-terminal region of nisin, nisin(1-12), is a crucial step in exploiting the potential of such compounds. In order to elucidate the relationships between amino acid sequence and conformation of this bicyclic peptide fragment, we have used solid-phase peptide synthesis to prepare two novel analogues of nisin(1-12) in which the dehydro residues have been replaced. We have carried out an NMR ensemble analysis of one of these analogues and of the wild-type nisin(1-12) peptide in order to compare the conformations of these two bicyclic peptides. Our analysis has shown the effects of residue mutation on ring conformation. We have also demonstrated that the individual rings of nisin(1-12) are pre-organised to an extent for binding to the pyrophosphate group of lipid II, with a high degree of flexibility exhibited in the central amide bond joining the two rings.", "doi": "10.1002/chem.201902814", "pmid": "31599485", "labels": {"Swedish NMR Centre": "Collaborative"}, "xrefs": [{"db": "pmc", "key": "PMC6899958"}], "notes": [], "created": "2020-01-07T11:41:14.691Z", "modified": "2025-10-17T13:03:57.380Z"}, {"entity": "publication", "iuid": "182ee4f34d1748d8b5f185b9cdbc1497", "links": {"self": {"href": "https://publications.scilifelab.se/publication/182ee4f34d1748d8b5f185b9cdbc1497.json"}, "display": {"href": "https://publications.scilifelab.se/publication/182ee4f34d1748d8b5f185b9cdbc1497"}}, "title": "The Interaction Modes of Haloimidazolium Salts in Solution.", "authors": [{"family": "Schulz", "given": "Nils", "initials": "N"}, {"family": "Sokkar", "given": "Pandian", "initials": "P"}, {"family": "Engelage", "given": "Elric", "initials": "E"}, {"family": "Schindler", "given": "Severin", "initials": "S"}, {"family": "Erdelyi", "given": "Mate", "initials": "M", "orcid": "0000-0003-0359-5970", "researcher": {"href": "https://publications.scilifelab.se/researcher/f772b571449e417ca6fda2eee361a0c3.json"}}, {"family": "Sanchez-Garcia", "given": "Elsa", "initials": "E", "orcid": "0000-0002-9211-5803", "researcher": {"href": "https://publications.scilifelab.se/researcher/9ffcc433912d46948e7207107f31c8d2.json"}}, {"family": "Huber", "given": "Stefan M", "initials": "SM", "orcid": "0000-0002-4125-159X", "researcher": {"href": "https://publications.scilifelab.se/researcher/4eae78fc256f4ea5bfd16f1e34e02f63.json"}}], "type": "journal article", "published": "2018-03-07", "journal": {"volume": "24", "issn": "1521-3765", "issue": "14", "pages": "3464-3473", "title": "Chemistry", "issn-l": "0947-6539"}, "abstract": "We performed a comparative study on the interaction modes of 2-haloimidazolium salts with anions in solution, particularly with regard to halogen bonding, hydrogen bonding and anion-\u03c0 interactions. The syntheses and solid-state analyses of a series of sterically and electronically modified 2-haloimidazolium structures are presented. Detailed isothermal titration calorimetry (ITC) measurements, quantum mechanics/molecular mechanics (QM/MM), classical molecular dynamics simulations (MD) and free-energy calculations together with NMR spectroscopy were used to elucidate the binding modes in solution. Our work reveals the absence of a potential anion-\u03c0 interaction between the cationic imidazolium ring and the Lewis basic counteranion, and corroborates a formation of halogen bonding via the Lewis acidic iodine moiety and hydrogen bonding via the backbone hydrogen atoms, with repercussions in the field of organocatalysis.", "doi": "10.1002/chem.201705032", "pmid": "29160593", "labels": {"Swedish NMR Centre": "Service"}, "xrefs": [], "notes": [], "created": "2018-01-09T14:31:27.791Z", "modified": "2025-10-17T13:03:58.892Z"}, {"entity": "publication", "iuid": "c1f37d688720468bba85733e96431889", "links": {"self": {"href": "https://publications.scilifelab.se/publication/c1f37d688720468bba85733e96431889.json"}, "display": {"href": "https://publications.scilifelab.se/publication/c1f37d688720468bba85733e96431889"}}, "title": "Identification of Compounds that Selectively Stabilize Specific G-Quadruplex Structures by Using a Thioflavin\u2005T-Displacement Assay as a Tool.", "authors": [{"family": "Jamroskovic", "given": "Jan", "initials": "J"}, {"family": "Livendahl", "given": "Madeleine", "initials": "M"}, {"family": "Eriksson", "given": "Jonas", "initials": "J"}, {"family": "Chorell", "given": "Erik", "initials": "E", "orcid": "0000-0003-2523-1940", "researcher": {"href": "https://publications.scilifelab.se/researcher/ada783ae0a824621a3b8e1024aae13a4.json"}}, {"family": "Sabouri", "given": "Nasim", "initials": "N"}], "type": "journal article", "published": "2016-12-23", "journal": {"volume": "22", "issn": "1521-3765", "issue": "52", "pages": "18932-18943", "title": "Chemistry", "issn-l": "0947-6539"}, "abstract": "Small molecules are used in the G-quadruplex (G4) research field in vivo and in vitro, and there are increasing demands for ligands that selectively stabilize different G4 structures. Thioflavin\u2005T (ThT) emits an enhanced fluorescence signal when binding to G4 structures. Herein, we show that ThT can be competitively displaced by the binding of small molecules to G4 structures and develop a ThT-displacement high-throughput screening assay to find novel and selective G4-binding compounds. We screened approximately 28\u2009000 compounds by using three different G4 structures and identified eight novel G4 binders. Analysis of the structural conformation and stability of the G4 structures in presence of these compounds demonstrated that the four compounds enhance the thermal stabilization of the structures without affecting their structural conformation. In addition, all four compounds also increased the G4-structure block of DNA synthesis by Taq DNA polymerase. Also, two of these compounds showed selectivity between certain Schizosaccharomyces pombe G4 structures, thus suggesting that these compounds or their analogues can be used as selective tools for G4 DNA studies.", "doi": "10.1002/chem.201603463", "pmid": "27862378", "labels": {"Chemical Biology Consortium Sweden": "Collaborative"}, "xrefs": [], "notes": "Laboratories for Chemical Biology Ume\u00e5 (LCBU)", "created": "2017-05-03T12:59:27.620Z", "modified": "2025-10-17T13:04:29.337Z"}, {"entity": "publication", "iuid": "b340f86f78fe4dafa02f8bc727dd33d3", "links": {"self": {"href": "https://publications.scilifelab.se/publication/b340f86f78fe4dafa02f8bc727dd33d3.json"}, "display": {"href": "https://publications.scilifelab.se/publication/b340f86f78fe4dafa02f8bc727dd33d3"}}, "title": "Design and Synthesis of 2,2'-Diindolylmethanes to Selectively Target Certain G-Quadruplex DNA Structures.", "authors": [{"family": "Livendahl", "given": "Madeleine", "initials": "M"}, {"family": "Jamroskovic", "given": "Jan", "initials": "J"}, {"family": "Ivanova", "given": "Svetlana", "initials": "S"}, {"family": "Demirel", "given": "Peter", "initials": "P"}, {"family": "Sabouri", "given": "Nasim", "initials": "N"}, {"family": "Chorell", "given": "Erik", "initials": "E", "orcid": "0000-0003-2523-1940", "researcher": {"href": "https://publications.scilifelab.se/researcher/ada783ae0a824621a3b8e1024aae13a4.json"}}], "type": "journal article", "published": "2016-09-05", "journal": {"volume": "22", "issn": "1521-3765", "issue": "37", "pages": "13004-13009", "title": "Chemistry", "issn-l": "0947-6539"}, "abstract": "G-quadruplex (G4) structures carry vital biological functions, and compounds that selectively target certain G4 structures have both therapeutic potential and value as research tools. Along this line, 2,2'-diindolylmethanes have been designed and synthesized in this work based on the condensation of 3,6- or 3,7-disubstituted indoles with aldehydes. The developed class of compounds efficiently stabilizes G4 structures without inducing conformational changes in such structures. Furthermore, the 2,2'-diindolylmethanes target certain G4 structures more efficiently than others and this G4 selectivity can be altered by chemical modifications of the compounds.", "doi": "10.1002/chem.201602416", "pmid": "27431593", "labels": {"Chemical Biology Consortium Sweden": "Collaborative"}, "xrefs": [], "notes": "Laboratories for Chemical Biology Ume\u00e5 (LCBU)", "created": "2017-05-03T12:59:27.324Z", "modified": "2025-10-17T13:04:29.472Z"}, {"entity": "publication", "iuid": "5a470ea100764aa59281e0a0c23d011b", "links": {"self": {"href": "https://publications.scilifelab.se/publication/5a470ea100764aa59281e0a0c23d011b.json"}, "display": {"href": "https://publications.scilifelab.se/publication/5a470ea100764aa59281e0a0c23d011b"}}, "title": "Visible-Light-Mediated Photocatalytic Difunctionalization of Olefins by Radical Acylarylation and Tandem Acylation/Semipinacol Rearrangement.", "authors": [{"family": "Bergonzini", "given": "Giulia", "initials": "G"}, {"family": "Cassani", "given": "Carlo", "initials": "C"}, {"family": "Lorimer-Olsson", "given": "Haldor", "initials": "H"}, {"family": "H\u00f6rberg", "given": "Johanna", "initials": "J"}, {"family": "Wallentin", "given": "Carl-Johan", "initials": "CJ"}], "type": "journal article", "published": "2016-03-01", "journal": {"volume": "22", "issn": "1521-3765", "issue": "10", "pages": "3292-3295", "title": "Chemistry", "issn-l": "0947-6539"}, "abstract": "A novel method for the mild photoredox-mediated tandem radical acylarylation and tandem acylation/semipinacol rearrangement has been developed. The synthesis of highly functionalized ketones bearing all-carbon \u03b1- or \u03b2-quaternary centers has been achieved using easily available symmetric aromatic carboxylic anhydrides as the acyl radical source. The method allows for a straightforward introduction of the keto functionality and concomitant construction of molecular complexity in a single operation.", "doi": "10.1002/chem.201504985", "pmid": "26781301", "labels": {"Swedish NMR Centre": "Service"}, "xrefs": [], "notes": [], "created": "2017-05-03T13:02:46.232Z", "modified": "2025-10-17T13:04:00.639Z"}], "created": "2017-05-09T09:12:27.765Z", "modified": "2020-11-27T13:14:04.415Z"}