New synthetic strategies to small cyclic peptides
Grant number: DP180101804 | Funding period: 2018 - 2020
This project aims to invent new synthetic strategies that enable chemical manipulation of small cyclic peptides, a promising class of biologically active molecules with high metabolic stability. Combining theory and practice, this project will develop novel acyl transfer reactions that will allow traceless, site-selective, ring expansion and contraction of small cyclic peptides. This project will result in new synthetic methodology that will simplify the synthesis of an important class of small drug-like molecules. This will provide significant benefits, such as a breakthrough in the synthetic approach to small cyclic peptides, which will strengthen Australia’s international standing in pept..View full description
Related publications (9)
Ring Expansion of Thiolactams via Imide Intermediates: An Amino Acid Insertion Strategy
Jing Shang, Varsha J Thombare, Carlie L Charron, Uta Wille, Craig A Hutton
The Ag(I)-promoted reaction of thiolactams with N-Boc amino acids yields an N-(α-aminoacyl) lactam that can rearrange through an a..
Structure-Activity Relationships of cyclo(L-Tyrosyl-L-tyrosine) Derivatives Binding to Mycobacterium tuberculosis CYP121: Iodinated Analogues Promote Shift to High-Spin Adduct
Sunnia Rajput, Kirsty J McLean, Harshwardhan Poddar, Irwin R Selvam, Gayathri Nagalingam, James A Triccas, Colin W Levy, Andrew W Munro, Craig A Hutton
A series of analogues of cyclo(l-tyrosyl-l-tyrosine), the substrate of the Mycobacterium tuberculosis enzyme CYP121, have been syn..