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Synthesis of Antibacterial Nisin–Peptoid Hybrids Using Click Methodology (2018)
Journal Article
Bolt, H., Kleijn, L., Martin, N., & Cobb, S. (2018). Synthesis of Antibacterial Nisin–Peptoid Hybrids Using Click Methodology. Molecules, 23(7), Article 1566. https://doi.org/10.3390/molecules23071566

Antimicrobial peptides and structurally related peptoids offer potential for the development of new antibiotics. However, progress has been hindered by challenges presented by poor in vivo stability (peptides) or lack of selectivity (peptoids). Herei... Read More about Synthesis of Antibacterial Nisin–Peptoid Hybrids Using Click Methodology.

Stabilising Peptoid Helices Using Non‐Chiral Fluoroalkyl Monomers (2018)
Journal Article
Gimenez, D., Aguilar, J., Bromley, E., & Cobb, S. (2018). Stabilising Peptoid Helices Using Non‐Chiral Fluoroalkyl Monomers. Angewandte Chemie International Edition, 57(33), 10549-10553. https://doi.org/10.1002/anie.201804488

Stability towards protease degradation combined with modular synthesis has made peptoids of considerable interest in the fields of chemical biology, medicine, and biomaterials. Given their tertiary amide backbone, peptoids lack the capacity to hydrog... Read More about Stabilising Peptoid Helices Using Non‐Chiral Fluoroalkyl Monomers.

Synthesis of pentafluorosulfanyl (SF5) containing aromatic amino acids (2018)
Journal Article
Grigolato, L., Brittain, W., Hudson, A., Czyzewska, M., & Cobb, S. (2018). Synthesis of pentafluorosulfanyl (SF5) containing aromatic amino acids. Journal of Fluorine Chemistry, 212, 166-170. https://doi.org/10.1016/j.jfluchem.2018.06.006

Herein, a series of aromatic pentafluorosulfanyl (SF5) containing amino acids are reported. A Negishi cross-coupling strategy utilising a catalyst system of Pd(dba)2 and SPhos afforded the aforementioned SF5 amino acids in yields between 32% and 42%.... Read More about Synthesis of pentafluorosulfanyl (SF5) containing aromatic amino acids.

A Direct Route for the Preparation of Fmoc/OtBu Protected Iodotyrosine (2018)
Journal Article
Steer, A., Bolt, H., Brittain, W., & Cobb, S. (2018). A Direct Route for the Preparation of Fmoc/OtBu Protected Iodotyrosine. Tetrahedron Letters, 59(27), 2644-2646. https://doi.org/10.1016/j.tetlet.2018.05.061

Herein the synthesis of an Fmoc/OtBu orthogonally protected iodotyrosine derivative is reported. This has been achieved via a simple two-step process in an overall 58% yield from commercially available Fmoc-Tyr(tBu)-OH. The Fmoc/OtBu orthogonally pro... Read More about A Direct Route for the Preparation of Fmoc/OtBu Protected Iodotyrosine.

Recent Advances in the Synthesis of Peptoid Macrocycles (2018)
Journal Article
Webster, A., & Cobb, S. (2018). Recent Advances in the Synthesis of Peptoid Macrocycles. Chemistry - A European Journal, 24(30), 7560-7573. https://doi.org/10.1002/chem.201705340

Over the past two decades, developing medical applications for peptides has, and continues to be a highly active area of research. At present there are over 60 peptide-based drugs on the market and more than 140 in various stages of clinical trials.... Read More about Recent Advances in the Synthesis of Peptoid Macrocycles.