24 research outputs found
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On the prevalence of bridged macrocyclic pyrroloindolines formed in regiodivergent alkylations of tryptophan.
A Friedel-Crafts alkylation is described that efficiently transforms tryptophan-containing peptides into macrocycles of varying ring connectivity. Factors are surveyed that influence the distribution of regioisomers, with a focus on indole C3-alkylations leading to bridged endo-pyrroloindolines. We probe the stability and stereochemistry of these pyrroloindolines, study their rearrangement to C2-linked indolic macrocycles, and demonstrate a scalable, stereoselective synthesis of this compound class. Placing the macrocyclization in sequence with further template-initiated annulation leads to extraordinary polycyclic products and further demonstrates the potential for this chemistry to drive novel peptidomimetic lead discovery programs
Recommended from our members
On the prevalence of bridged macrocyclic pyrroloindolines formed in regiodivergent alkylations of tryptophan.
A Friedel-Crafts alkylation is described that efficiently transforms tryptophan-containing peptides into macrocycles of varying ring connectivity. Factors are surveyed that influence the distribution of regioisomers, with a focus on indole C3-alkylations leading to bridged endo-pyrroloindolines. We probe the stability and stereochemistry of these pyrroloindolines, study their rearrangement to C2-linked indolic macrocycles, and demonstrate a scalable, stereoselective synthesis of this compound class. Placing the macrocyclization in sequence with further template-initiated annulation leads to extraordinary polycyclic products and further demonstrates the potential for this chemistry to drive novel peptidomimetic lead discovery programs
Evaluación del desarrollo de capacidades: experiencias de organizaciones de investigación y desarrollo alrededor del mundo
GRK2 contributes to glucose mediated calcium responses and insulin secretion in pancreatic islet cells
Wound reaction after bark harvesting: microscopic and macroscopic phenomena in ten medicinal tree species (Benin)
Repeat interruptions in spinocerebellar ataxia type 10 expansions are strongly associated with epileptic seizures
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Light Sterile Neutrinos: A White Paper
This white paper addresses the hypothesis of light sterile neutrinos based on
recent anomalies observed in neutrino experiments and the latest astrophysical
data