Regioselective formation of interlocked dicarba bridges in naturally occurring cyclic peptide toxins using olefin metathesis.
Bis-dicarba analogues of native dicystine-containing alpha-conotoxin Rg1A, an analgesic peptide isolated from cone snail venom, were constructed on resin using a regioselective metathesis-hydrogenation strategy.
Robinson
Andrea J
AJ
School of Chemistry, Centre for Green Chemistry, Monash University, Clayton 3800, Victoria, Australia. andrea.robinson@sci.monash.edu.au
van Lierop
Bianca J
BJ
Garland
Rebecca D
RD
Teoh
Euneace
E
Elaridi
Jomana
J
Illesinghe
Jayamini P
JP
Jackson
W Roy
WR
D000475:Alkenes / Q000737:chemistry*; D008855:Microscopy, Electron, Scanning; D046529:Microscopy, Electron, Transmission; D010456:Peptides, Cyclic / Q000737:chemistry*; D014118:Toxins, Biological / Q000737:chemistry*
D000475:Alkenes; D010456:Peptides, Cyclic; D014118:Toxins, Biological