Publications

(2019-2023)

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312
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


311
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


310
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


309
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


308
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


307
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


306
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


305
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


304
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


303
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


302
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


301
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 


300
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


299
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


298
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


297
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


296
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


295
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


294
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


293
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


292
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


291
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


290
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


289
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


288
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


287
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


286
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


285
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


284
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


283
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


282
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


281
The St Andrews periodic table
David O’Hagan, M Pilar Gil and R A. Aitken,

Chemistry World, 2019, 16 (2), 68-69.


280
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