Author
Niall McDonald
Bio: Niall McDonald is an academic researcher from University of Glasgow. The author has contributed to research in topics: Blasticidin S & Amino acid. The author has an hindex of 3, co-authored 5 publications receiving 36 citations.
Papers
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TL;DR: A ferrocene-functionalised ureidopyrimidinone has been synthesised that can signal the solvent-induced tautomerism of the dimeric 4[1H]-pyrimid inone form to the monomeric 6[1 H]-pyridin one form.
19 citations
TL;DR: A new approach for the asymmetric synthesis of blastidic acid, the β-amino acid component of the antibiotic, (+)-blasticidin S has been achieved in 11 steps and 30% overall yield.
10 citations
TL;DR: In this article, the formation of complexes between flavin and diamidopyridine functionalized porphyrin systems via hydrogen bonding and π-stacking interactions was described.
8 citations
TL;DR: In this paper, acceptor-functionalised oligothiophene derivatives (t3, t6, t7, t8) were synthesized, where the pteridine-2,4-dione acceptor units were arranged symmetrically in derivatives t6-t8.
Abstract: The synthesis of acceptor-functionalised oligothiophene derivatives (t3, t6, t7, t8) is described, where the pteridine-2,4-dione acceptor units are arranged symmetrically in derivatives t6–t8. The symmetrical arrangement of acceptor units stems from the ability to selectively brominate the conjugated thiophene moiety of building block t3. Upon increasing the conjugation by going from t3 to t8, a significant increase in absorption toward the near-infrared region and a simultaneous narrowing of the HOMO/LUMO gap occurs, which may promote their future application as optoelectronic materials.
2 citations
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TL;DR: The literature survey includes purely synthetic Guanidine derivatives, guanidine alkaloids and non-ribosomal peptides from bacteria and cyanobacteria, as well as related compounds isolated from marine and terrestrial invertebrates and higher plants.
189 citations
TL;DR: In this article, the self-complementary hydrogen bonding ureido-pyrimidinone (UPy) motif is widely used in the design of supramolecular polymers because of its high dimerization constant.
Abstract: The self-complementary hydrogen bonding ureido-pyrimidinone (UPy) motif is widely used in the design of supramolecular polymers because of its high dimerization constant. Lateral aggregation into fibrous structures is achieved by the addition of urea functions close to the UPy end group of low-Tg oligomers, yielding supramolecular thermoplastic elastomers. The rate of fiber formation is critically dependent on the substituent at the five- and six-positions of the UPy unit. Here the aggregation behavior in the solid state is disclosed for a series of molecules with the commonly used methyl, the optically pure (S)-2,7-dimethylheptyl and (S)-1-methylpropyl, and the racemic 1-ethylpentyl group at the six-position. The rate of nanofiber crystallization from the melt was investigated with a variety of techniques, including SAXS, WAXS, AFM, DSC, IR, and CD spectroscopy. As a result, the different stages involved in the nanofiber formation were elucidated. The nanofiber formation is a hierarchical process startin...
147 citations
TL;DR: A review concerning the scope and application of the conjugate addition of enantiomerically pure lithium amides is given in this article, which comprehensively updates recent developments of this reaction, all the new reports of this methodology, and its applications in synthesis since the publication of the first review up to the end of 2011.
Abstract: We published a review concerning the scope and application of the conjugate addition of enantiomerically pure lithium amides in 2005. This review comprehensively updates recent developments of this reaction, all the new reports of this methodology, and its applications in synthesis since the publication of our first review up to the end of 2011.
106 citations
01 Jan 2005
73 citations
TL;DR: The creation of host-guest systems based on small molecule, polymer, and nanoparticle scaffolds that explore the role of aromatic stacking on the redox properties of the flavin and provide insight into flavoenzyme function are described.
Abstract: Flavins feature multiple attributes that explain their widespread occurrence in nature, including photostability, reversible electrochemistry, and especially the tunability of their optical, electronic, and redox properties by supramolecular interactions and modification of their chemical structure. Flavins are important redox cofactors for enzymatic catalysis and are central to a wide variety of processes, including biosynthesis, electron transport, photosynthesis, and DNA repair. The wide range of processes catalyzed by flavins makes them promising leads for synthetic catalysts. Their properties are also relevant to organic electronic and optoelectronic devices, where they have the potential to serve as photoactive electron carriers, a very uncommon property in current photovoltaic systems.In flavoenzymes, the flavin cofactor binds to the active site of the apoenzyme through noncovalent interactions. These interactions regulate cofactor recognition and tune the redox behavior of the flavin cofactor. In ...
40 citations