203174-40-7Relevant academic research and scientific papers
Methylene Analogues of Neopetrosiamide as Potential Antimetastatic Agents: Solid-Supported Syntheses Using Diamino Diacids for Pre-Stapling of Peptides with Multiple Disulfides
Engelhardt, Daniel B.,Pascoe, Cameron A.,Rosana, Albert Remus R.,Van Belkum, Marco J.,Vederas, John C.
supporting information, p. 9216 - 9220 (2021/11/30)
Neopetrosiamide, a 28-residue peptide from Neopetrosia sp., contains three disulfide bonds and hinders mammalian tumor cell invasion. Proper connectivity of disulfide bonds is crucial for activity. Synthetic replacement of single disulfide bridges with methylene bridges gives active analogues. Pre-stapling of one ring enhances the correct formation of the remaining disulfides by reducing isomeric possibilities and possibly initiating the correct 3D fold. Cloning and expression of neopetrosiamide in E. coli affords access to the natural linear peptide.
Asymmetric Synthesis of Differentially Protected 2,7-Diaminosuberic Acid, a Ring-Closure Metathesis Approach
Williams, Robert M.,Liu, Jiwen
, p. 2130 - 2132 (2007/10/03)
An efficient and versatile method has been developed for the synthesis of a selectively protected 2,7-diaminosuberic acid derivative. A Grubbs ring-closure olefin metathesis reaction was used as a key step on an allylglycine-derived template.
