Article
Agriculture, Multidisciplinary
David Mangan, Barry V. McCleary, Helena Culleton, Claudio Cornaggia, Ruth Ivory, Vincent A. McKie, Elaine Delaney, Tadas Kargelis
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE
(2019)
Article
Chemistry, Multidisciplinary
Simon N. Smith, Ryan Craig, Stephen J. Connon
CHEMISTRY-A EUROPEAN JOURNAL
(2020)
Article
Biology
Aashutosh Vihani, Xiaoyang Serene Hu, Sivaji Gundala, Sachiko Koyama, Eric Block, Hiroaki Matsunami
Article
Chemistry, Multidisciplinary
Simon P. Curran, Brendan J. Fallon, Stephen J. Connon
Article
Biochemistry & Molecular Biology
Claire Fergus, Mashael Al-Qasem, Michelle Cotter, Ciara M. McDonnell, Emiliano Sorrentino, Franciane Chevot, Karsten Hokamp, Mathias O. Senge, John M. Southern, Stephen J. Connon, Vincent P. Kelly
Summary: Base modification can occur throughout a transfer RNA molecule, with a particular emphasis on position 34 of the anticodon loop. Human enzymes can recognize a wide range of artificial derivatives for transfer RNA incorporation, while displaying strict specificity for decoding certain codons. Exploiting the queuosine incorporation pathway shows broad potential for intentionally engineering chemical diversity into transfer RNA anticodons.
NUCLEIC ACIDS RESEARCH
(2021)
Article
Chemistry, Organic
Mili Litvajova, Emiliano Sorrentino, Brendan Twamley, Stephen J. Connon
Summary: This study demonstrates the application of N-protected oxindole derivatives with unprecedented malleability in enantioselective phase-transfer-catalysed alkylations. By optimizing the structure of the catalyst, high levels of enantioselectivity were achieved. It was found that urea-based catalysts outperformed squaramide derivatives, and that installing a chlorine atom in the quinoline moiety of the catalyst improved reaction selectivity.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Simon N. Smith, Stephen J. Connon
Summary: The ring contraction-lactamisation of anhydrides with trimethylsilylazide in the presence of an amine catalyst has been studied. It is possible to generate 5,- 6- and 8-membered ring lactams from cyclic anhydrides under controlled conditions, with a simple operation procedure. Succinic anhydrides can be used to produce N-carboxyanhydrides for polymer chemistry and as beta-peptide precursors.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Cristina Trujillo, Sarah A. Cronin, Stephen J. Connon
Summary: A complete computational study was conducted to rationalize a new organocatalytic approach for the kinetic resolution of 4-substituted oxazinones, resulting in highly enantioenriched beta-amino acids. The study also investigated the alcoholytic kinetic resolution of a 7-memebered ring analogue for the first time, generating enantioenriched gamma-amino acids.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Medicinal
Ciara M. McDonnell, Magda Ghanim, J. Mike Southern, Vincent P. Kelly, Stephen J. Connon
Summary: This study investigates the impact of modified beta-lysines on the growth rates of eubacterial cells. The results indicate that the observed effects are due to the post translational modification of Elongation Factor P (EFP) catalyzed by PoxA. The promiscuity of PoxA allows for examination of a wide range of exogenous beta-lysines.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2022)
Correction
Biochemistry & Molecular Biology
Eric Block, Benjamin Bechand, Sivaji Gundala, Abith Vattekkatte, Kai Wang, Shaymaa S. Mousa, Kavitha Godugu, Murat Yalcin, Shaker A. Mousa
Article
Chemistry, Organic
Sarah A. Cronin, Stephen J. Connon
Summary: This study introduces a novel approach to catalytic, alcoholytic kinetic resolution of oxazinones using a stereochemically dense cinchona alkaloid-based catalyst. The catalyst enables highly enantiodiscriminatory ring-opening of oxazinones equipped with electrophilic aryl units, leading to the generation of orthogonally protected beta-amino acids for the first time.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Eoghan G. Delany, Stephen J. Connon
Summary: The enantioselective intermolecular crossed-benzoin condensation mediated by novel chiral N-heterocyclic carbenes derived from pyroglutamic acid has been investigated. Increasing both the steric requirement and the electron-withdrawing characteristics of the N-aryl ring led to more chemoselective, efficient and enantioselective chemistry. Subsequent protocol optimization involving o-substituted benzaldehyde as one reacting partner allowed a range of crossed-benzoins to be synthesized in moderate-good yields with moderate to excellent enantioselectivity.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Mashael A. Alqasem, Claire Fergus, J. Mike Southern, Stephen J. Connon, Vincent P. Kelly
CHEMICAL COMMUNICATIONS
(2020)
Article
Chemistry, Multidisciplinary
Amy C. Maguire, Vikas Kumar, Stephen J. Connon
CHEMICAL COMMUNICATIONS
(2019)
Article
Chemistry, Multidisciplinary
Bruce Lockett-Walters, Cristina Trujillo, Brendan Twamley, Stephen Connon
CHEMICAL COMMUNICATIONS
(2019)
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)