160617-40-3Relevant academic research and scientific papers
Synthesis of Cyclic Peptide Mimetics by the Successive Ring Expansion of Lactams
Stephens, Thomas C.,Lodi, Mahendar,Steer, Andrew M.,Lin, Yun,Gill, Matthew T.,Unsworth, William P.
supporting information, p. 13314 - 13318 (2017/10/05)
A successive ring-expansion protocol is reported that enables the controlled insertion of natural and non-natural amino acid fragments into lactams. Amino acids can be installed into macrocycles via an operationally simple and scalable iterative procedure, without the need for high dilution. This method is expected to be of broad utility, especially for the synthesis of medicinally important cyclic peptide mimetics.
Discovery, synthesis, and insecticidal activity of cycloaspeptide E
Lewer, Paul,Graupner, Paul R.,Hahn, Donald R.,Karr, Laura L.,Duebelbeis, Dennis O.,Lira, Justin M.,Anzeveno, Peter B.,Fields, Stephen C.,Gilbert, Jeffrey R.,Pearce, Cedric
, p. 1506 - 1510 (2008/12/22)
Several Penicillia and one Tricothecium strain produced a new, insecticidally active member of the cycloaspeptide family, with the proposed name cycloaspeptide E (1). The structure, which was determined on the basis of spectroscopic (NMR, UV, MS) data and Marfey amino acid analysis, was the tyrosine desoxy version of cycloaspeptide A (2). Two synthetic routes to compound 1 were developed: one a partial synthesis from 2 and the other a total synthesis from methyl alaninate hydrochloride. Cycloaspeptide E, the first member of this series not to contain a tyrosine moiety, is also the first to be reported with insecticidal activity.
