(2019-2023)
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317
Future Challenges and Opportunities with Fluorine in Drugs?.
David O’Hagan and Robert J. Young
Med. Chem. Res., 2023, in press
316
Lateral dipole moments induced by all-cis-pentafluorocyclohexyl groups cause unanticipated effects in self-assembled monolayers.
Christian Fischer, Saunak Das, Qingzhi Zhang, Yangbiao Liu, Lothar Weinhardt, David O’Hagan, Michael Zharnikov and Andreas Terfort
Nano Res., 2023, in press
doi.org/10.1007/s12274-023-5818-4
315
(3-Methoxy-5-(methoxycarbonyl)isoxazol-4-yl)(4-methoxyphenyl)iodonium 2,2,2-trifluoroacetate.
Mohd Abdul Fatah Abdul Manan, David B. Cordes, Alexandra M. Z. Slawin and David O’Hagan
IUCrData., 2023, 8, x230300.
doi.org/10.1107/S2414314623003000
314
The emergence and properties of selectively fluorinated ‘Janus’ cyclohexanes.
David O’Hagan
Chem. Rec., 2023
doi.org/10.1002/tcr.202300027
313
Identification of genes essential for fluorination and sulfamylation within the nucleocidin gene clusters of Streptomyces calvus and Streptomyces virens
Marta Wojnowska, Xuan Feng, Yawen Chen, Hai Deng and David O’Hagan
ChemBioChem., 2023
doi.org/10.1002/cbic.202200684
312
The contribution of hyperconjugation and inductive effects to the pseudo-anomeric effect in 4-substituted methoxycyclohexanes
Bruno Piscelli, David O’Hagan and Rodrigo Cormanich
J. Phys. Chem., 2023
doi.org/10.1021/acs.jpca.2c08090
311
Does perdeuteration increase the polarity of Janus face cycloalkanes?
Zeguo Fang, Cihang Yu, Michael Bühl and David O’Hagan
Helv Chim Acta., 2023
doi.org/10.1002/hlca.202200177
310
4’-Fluoro-nucleosides and nucleotides: From nucleocidin to an emerging class of therapeutics
Phillip T. Lowe and David O’Hagan
Chem Soc. Rev., 2023, 252, 248-276
doi.org/10.1039/D2CS00762B
309
Unexpected triaxial preferences in some all-syn 1,3,5-trifluorocyclohexanes.
Cihang Yu, Bruno A. Piscelli, Nawaf Al Maharik, David B. Cordes, Alexandra M. Z. Slawin, Rodrigo A. Cormanich, David O’Hagan
Chem. Commun., 2022, 58, 12855 – 12858
doi.org/10.1039/D2CC05058G
308
Janus faced fluorocyclohexanes for supramolecular assembly: Synthesis and solid state structures of equatorial mono-, di- and tri alkylated cyclohexanes and with tri-axial C-F bonds to impart polarity.
Thomas J. Poskin, Bruno A. Piscelli, Keigo Yoshida, David B. Cordes, Alexandra M. Z. Slawin, Rodrigo A. Cormanich, Shigeyuki Yamada and David O’Hagan
Chem. Commun., 2022, 58, 7968-7971
doi.org/10.1039/D2CC03010A
307
Selectively Fluorinated Citronellol Analogues Support a Hydrogen Bonding Donor Interaction with the Human OR1A1 Olfactory Receptor
Mengfan He, Weihong Liu, Chen Zhang, Yingjian Liu, Hanyi Zhuang, David O’Hagan
Org. Lett., 2022, 24, 24, 4415–4420
doi.org/10.1021/acs.orglett.2c01635
306
Oligomerization engineering of the fluorinase enzyme leads to an active trimer that supports synthesis of fluorometabolites in vitro
Tiia Kittilä, Patricia Calero, Folmer Fredslund, Phillip T. Lowe, David Tezé, Manuel Nieto-Domínguez, David O’Hagan, Pablo I. Nikel, Ditte H. Welner
Microb Biotechnol., 2022, 15, 1622–1632
doi.org/10.1111/1751-7915.14009
305
Streptomyces aureorectus DSM 41692 and Streptomyces virens DSM 41465 are producers of the antibiotic nucleocidin and 4′-fluoroadenosine is identified as a co-product
Yawen Chen, Qingzhi Zhang, Xuan Feng, Marta Wojnowska, David O’Hagan
Org. Biomol. Chem., 2021, 19, 10081-10084
doi.org/10.1039/D1OB01898A
304
Janus all-cis 2,3,4,5,6-pentafluorocyclohexyl building blocks applied to medicinal chemistry and bioactives discovery chemistry
Joshua L. Clark, Rifahath M. Neyyappadath, Cihang Yu, Alexandra M. Z. Slawin, David B. Cordes, David O’Hagan
Chem. Eur. J., 2021, 17, 16000-16005
doi.org/10.1002/chem.202102819
303
Supramolecular packing of alkyl substituted Janus face all-cis 2,3,4,5,6-pentafluorocyclohexyl motifs
Joshua L. Clark, Alaric Taylor, Ailsa Geddis, Rifahath M. Neyyappadath, Bruno A. Piscelli, Cihang Yu, David B. Cordes, Alexandra M. Z. Slawin, Rodrigo A. Cormanich, Stefan Guldin, David O’Hagan
Chem. Sci., 2021, 12, 9712-9719
doi.org/10.1039/D1SC02130C
302
Effect of fluoroalkyl-substituent in bistolane-based photoluminescence liquid crystals on their physical behaviour
Shigeyuki Yamada, Masato Morita, Yizhou Wang, Qingzhi Zhang, David O’Hagan, Tomohiro Agou, Hiroki Fukumoto, Toshio Kubota, Mitsuo Hara. Tsutomu Konno
Crystals, 2021, 11, 450.
doi.org/10.3390/cryst11040450
301
The contribution of non-classical CHax∙∙∙OC hydrogen bonds to the anomeric effect in fluoro and oxa-methoxycyclohexanes
Bruno A. Piscelli, David O’Hagan, and Rodrigo A. Cormanich
PhysChemChemPhy, 2021, 23, 5845 – 5851.
doi.org/10.1039/D0CP06646J
300
Synthesis, Radiosynthesis, and in vitro Studies on Novel Hypoxia PET Tracers Incorporating [18F]FDR
Manuele Musolino, Ian N. Fleming, Lutz F. Schweiger, Prof. Dr. David O’Hagan, Sergio Dall’Angelo and Matteo Zanda
Eur. J. Org. Chem., 2021, 1429–1439
doi.org/10.1002/ejoc.202001670
299
Isolation of 5′-O-sulfamyladenosine and related 3′-O-β-glucosylated adenosines from the nucleocidin producer Streptomyces calvus
Xuan Feng, Davide Bello and David O’Hagan
RSC Adv., 2021,11, 5291-5294
doi.org/10.1039/D1RA00235J
298
A fluoride-responsive genetic circuit enables in vivo biofluorination in engineered Pseudomonas putida
Patricia Calero, Daniel C. Volke, Phillip T. Lowe, Charlotte H. Gotfredsen, David O’Hagan and Pablo I. Nikel
Nature Commun., 2020, 11, 5045
10.1038/s41467-020-18813-x
297
Next generation organofluorine containing blockbuster drugs
Jianlin Han, Attila Márió Remete, Luca S. Dobson, Lorand Kiss, Kunisuke Izawa, Hiroki Moriwaki, Vadim A. Soloshonok and David O’Hagan
J. Fluorine Chem., 2020, 239, 109639
10.1016/j.jfluchem.2020.109639
296
Janus face all-cis 1,2,4,5-tetrakis(trifluoromethyl)- and all-cis 1,2,3,4,5,6-hexakis(trifluoromethyl)- cyclohexanes
Cihang Yu, Agnes Kütt, Gerd-Volker Röschenthaler, Tomas Lebl, David B. Cordes, Alexandra M. Z. Slawin, Michael Bűhl and David O’Hagan
Angewandte Chemie. Int. Ed., 2020, 59, 19905 –19909
10.1002/anie.202008662
295
Fluorine induced pseudo-anomeric effects in methoxycyclohexanes through electrostatic 1,3-diaxial interactions
Zeguo Fang, Nawaf Al-Maharik, Peer Kirsch, Matthias Bremer, Alexandra M. Z. Slawin and David O’Hagan
Chem. Eur. J., 2020, 26, 11989–11994
10.1002/chem.202003058
294
Synthesis of organic liquid crystal containing selectively fluorinated cyclopropanes
Zeguo Fang, Nawaf Al-Maharik, Peer Kirsch, Matthias Bremer, Alexandra M. Z. Slawin and David O’Hagan
Beilstein J. Org. Chem., 2020, 16, 674-680.
10.3762/bjoc.16.65
293
Polar organofluorine substituents: Placing fluorines along alkyl chains and around alicyclic rings
David O’Hagan
Chem. Eur. J., 2020, 26, 7981-7997.
10.1002/chem.202000178
292
An engineered E. coli strain for direct in vivo fluorination
Konstantinos Markakis, Phillip T. Lowe, Liam Davison-Gates, David O’Hagan, Susan J.Rosser and Alistair Elfick
ChemBioChem., 2020, 21,1856-1860.
10.1002/cbic.202000051
291
Probing the helical integrity of multivicinal all-syn-fluoro alkanes
Nawaf Al-Maharik, David B. Cordes, Alexandra M. Z. Slawin, Michael Bühl and David O’Hagan
Org. Biomol. Chem., 2020,18, 878-887
10.1039/C9OB02647A
290
A role for fluorine in flavours, fragrances and pheromones
Phillip T. Lowe and David O’Hagan
J. Fluorine Chem., 2020, 109420
10.1016/j.jfluchem.2019.109420
289
Unexpected α,α’-difluoroethers from Ag(I)F and N-bromosuccinimide reactions of dibenzo[a,e]cyclooctatetraene
Zeguo Fang, Roscoe Z. Gillatt, Alexandra M. Z. Slawin, David B. Cordes, Cameron L. Carpenter-Warren and David O’Hagan
Chem. Commun., 2019, 55, 14295 – 14298
10.1039/C9CC06426E
288
Two 3’-O- β-Glucosylated Nucleoside Fluorometabolites Related to Nucleocidin in Streptomyces calvus
Xuan Feng, Davide Bello, Phillip T. Lowe, Joshua Clark and David O’Hagan
Chem. Sci., 2019, 10, 9501 – 9505
10.1039/C9SC03374B
287
Fluorine containing cyclopropanes: synthesis of aryl substituted all-cis 1,2,3-trifluorocyclopropanes, a facially polar motif
Zeguo Fang, David B. Cordes, Alexandra M. Z. Slawin and David O’Hagan
Chem. Commun., 2019, 55, 10539 – 10542
10.1039/C9CC05749H
286
An enzymatic Finkelstein reaction: fluorinase catalyses direct halogen exchange
Phillip T. Lowe, Stephen L. Cobb and David O’Hagan
Org. Biomol. Chem., 2019, 17, 7493 – 7496
10.1039/C9OB01625B
285
Fluorine containing substituents: metabolism of the α,α-difluoroethyl thioether motif
Andrea Rodil, Alexandra M. Z. Slawin, Nawaf Al-Maharik, Ren Tomita and David O’Hagan
Beilstein J. Org. Chem.., 2019, 15, 1441-1447
10.1039/C9OB01625B
284
Fluorine in pheromones: Synthesis of fluorinated 12-dodecanolides as Emerald Ash Borer pheromone mimetics
Qingzhi Zhang, Charlotte S. Teschers, Ricardo Callejo, Mingyan Yang, Mingan Wang, Peter J. Silk, Krista Ryall, Lucas E. Roscoe, David B Cordes, Alexandra M. Z. Slawin and David O’Hagan
Tetrahedron., 2019, 7, 2917-2922.
10.1016/j.tet.2019.03.025
283
Enzymatic radiosynthesis of a 18F-Glu-Ureido-Lys-based ligand for the prostate-specific membrane antigen (PSMA)
Phillip T. Lowe, Sergio Dall’Angelo, Ian N. Fleming, Monica Piras, Matteo Zanda and David O’Hagan
Org. Biomol. Chem., 2019, 17, 1480 – 1486
10.1039/C8OB03150A
282
The St Andrews periodic table
David O’Hagan, M Pilar Gil and R A. Aitken,
Chemistry World, 2019, 16 (2), 68-69.
281
Acetyl coenzyme A analogues as rationally designed inhibitors of citrate synthase.
Davide Bello, Maria Grazia Rubanu, Nouchali Bandaranayaka, Jan. P. Götze, Michael Bühl, David O’Hagan
ChemBioChem, 2019, 20, 1174-1182.
10.1002/cbic.201800700