Professor Steven Cobb's Outputs (7)

Negishi cross-couplings in the synthesis of amino acids (2017)
Journal Article
Brittain, W., & Cobb, S. (2018). Negishi cross-couplings in the synthesis of amino acids. Organic and Biomolecular Chemistry, 16(1), 10-20. https://doi.org/10.1039/c7ob02682j

The Negishi cross-coupling is a powerful C–C bond-forming reaction widely utilised in many areas of organic synthesis. This review details the use of Negishi cross-couplings in the synthesis of unnatural amino acids. The application of this reaction... Read More about Negishi cross-couplings in the synthesis of amino acids.

The Application of Perfluoroheteroaromatic Reagents in the Preparation of Modified Peptide Systems (2017)
Journal Article
Gimenez, D., Mooney, C., Dose, A., Sandford, G., Coxon, C., & Cobb, S. (2017). The Application of Perfluoroheteroaromatic Reagents in the Preparation of Modified Peptide Systems. Organic and Biomolecular Chemistry, 15(19), 4086-4095. https://doi.org/10.1039/c7ob00283a

The perfluoroheteroaromatic reagent pentafluoropyridine has proved to be a highly reactive electrophile, undergoing SNAr arylation reactions in the presence of a range of nucleophilic peptide side chains (i.e. cysteine, tyrosine, serine and lysine) u... Read More about The Application of Perfluoroheteroaromatic Reagents in the Preparation of Modified Peptide Systems.

2,2,2-Trifluoroethanol as a Tool to Control Nucleophilic Peptide Arylation (2017)
Journal Article
Gimenez, D., Dose, A., Robson, N., Sandford, G., Cobb, S., & Coxon, C. (2017). 2,2,2-Trifluoroethanol as a Tool to Control Nucleophilic Peptide Arylation. Organic and Biomolecular Chemistry, 15(19), 4081-4085. https://doi.org/10.1039/c7ob00295e

The SNAr arylation of peptides with perfluoroaromatics provides a route by which to install a useful chemical handle that enables both 19F-NMR analysis and further chemical modification. However, chemo-selective arylation in peptides containing multi... Read More about 2,2,2-Trifluoroethanol as a Tool to Control Nucleophilic Peptide Arylation.

EBNA1-targeted probe for the imaging and growth inhibition of tumours associated with the Epstein–Barr virus (2017)
Journal Article
Jiang, L., Lan, R., Huang, T., Chan, C., Li, H., Lear, S., …Wong, K. (2017). EBNA1-targeted probe for the imaging and growth inhibition of tumours associated with the Epstein–Barr virus. Nature Biomedical Engineering, 1, Article 0042. https://doi.org/10.1038/s41551-017-0042

Epstein–Barr nuclear antigen 1 (EBNA1), a dimeric oncoprotein of the Epstein–Barr virus (EBV), is essential for both viral-genome maintenance and the survival of infected cells. Despite EBNA1’s potential as a therapeutic target, tools for the direct... Read More about EBNA1-targeted probe for the imaging and growth inhibition of tumours associated with the Epstein–Barr virus.

Exploring the links between peptoid antibacterial activity and toxicity (2017)
Journal Article
Bolt, H. L., Eggimann, G. A., Jahoda, C. A., Zuckermann, R. N., Sharples, G. J., & Cobb, S. L. (2017). Exploring the links between peptoid antibacterial activity and toxicity. MedChemComm, 8(5), 886-896. https://doi.org/10.1039/c6md00648e

Peptoids are a promising class of antimicrobial agents with reported activities against a range of both Gram-positive and Gram-negative bacteria, fungi and most recently parasites. However, at present the available toxicty data is somewhat limited an... Read More about Exploring the links between peptoid antibacterial activity and toxicity.

Synthesis of Biaryl-Linked Cyclic Peptoids (2017)
Journal Article
Webster, A. M., & Cobb, S. L. (2017). Synthesis of Biaryl-Linked Cyclic Peptoids. Tetrahedron Letters, 58(10), 1010-1014. https://doi.org/10.1016/j.tetlet.2017.01.097

Peptoids, a class of peptidomimetic, have gained considerable attention as potential therapeutic agents due to properties such as biocompatibility and resistance to enzymatic degradation. In linear peptoids, conformational heterogeneity can arise due... Read More about Synthesis of Biaryl-Linked Cyclic Peptoids.

Log D versus HPLC derived hydrophobicity: The development of predictive tools to aid in the rational design of bioactive peptoids (2017)
Journal Article
Bolt, H., Williams, C., Brooks, R., Zuckermann, R., Cobb, S., & Bromley, E. (2017). Log D versus HPLC derived hydrophobicity: The development of predictive tools to aid in the rational design of bioactive peptoids. Biopolymers, 108(4), Article e23014. https://doi.org/10.1002/bip.23014

Hydrophobicity has proven to be an extremely useful parameter in small molecule drug discovery programmes given that it can be used as a predictive tool to enable rational design. For larger molecules, including peptoids, where folding is possible, t... Read More about Log D versus HPLC derived hydrophobicity: The development of predictive tools to aid in the rational design of bioactive peptoids.