Self‐Assembling Cyclic Peptide‐Based Nanomaterials

Brea, Roberto J.

doi:10.1002/9783527630530.ch1

Ideas in Chemistry and Molecular Sciences 2010

DOI: 10.1002/9783527630530.ch1

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Self‐Assembling Cyclic Peptide‐Based Nanomaterials

Roberto J. Brea

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Cited by 3 publications

References 52 publications

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Dual Heterogeneous Catalysis for a Regioselective Three‐ Component Synthesis of Bi‐ and Tri(hetero)arylpyridines

et al. 2012

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International audienceWe designed a new, user-friendly oxidative dual heterogeneous catalytic system capable of promoting polysubstituted pyridines as unique products from simple activated Michael acceptors, 1,3-dicarbonyls and ammonium acetate. This metal-free environmentally-respectful and totally regioselective domino reaction proved to be a great strategy to access bi- and tri-aryl type pyridines as well as challenging bi- and tri-heteroaryl type pyridines in a single operation

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Dual Heterogeneous Catalysis for a Regioselective Three‐ Component Synthesis of Bi‐ and Tri(hetero)arylpyridines

et al. 2012

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A Tandem In Situ Peptide Cyclization through Trifluoroacetic Acid Cleavage

Chandra¹,

Roy²,

Shalev³

et al. 2014

Angewandte Chemie

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We present a new approach for peptide cyclization during solid phase synthesis under highly acidic conditions. Our approach involves simultaneous in situ deprotection, cyclization and trifluoroacetic acid (TFA) cleavage of the peptide, which is achieved by forming an amide bond between a lysine side chain and a succinic acid linker at the peptide N‐terminus. The reaction proceeds via a highly active succinimide intermediate, which was isolated and characterized. The structure of a model cyclic peptide was solved by NMR spectroscopy. Theoretical calculations support the proposed mechanism of cyclization. Our new methodology is applicable for the formation of macrocycles in solid‐phase synthesis of peptides and organic molecules.

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A Tandem In Situ Peptide Cyclization through Trifluoroacetic Acid Cleavage

et al. 2014

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We present a new approach for peptide cyclization during solid phase synthesis under highly acidic conditions. Our approach involves simultaneous in situ deprotection, cyclization and trifluoroacetic acid (TFA) cleavage of the peptide, which is achieved by forming an amide bond between a lysine side chain and a succinic acid linker at the peptide N-terminus. The reaction proceeds via a highly active succinimide intermediate, which was isolated and characterized. The structure of a model cyclic peptide was solved by NMR spectroscopy. Theoretical calculations support the proposed mechanism of cyclization. Our new methodology is applicable for the formation of macrocycles in solid-phase synthesis of peptides and organic molecules.

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Self‐Assembling Cyclic Peptide‐Based Nanomaterials

Cited by 3 publications

References 52 publications

Dual Heterogeneous Catalysis for a Regioselective Three‐ Component Synthesis of Bi‐ and Tri(hetero)arylpyridines

Dual Heterogeneous Catalysis for a Regioselective Three‐ Component Synthesis of Bi‐ and Tri(hetero)arylpyridines

A Tandem In Situ Peptide Cyclization through Trifluoroacetic Acid Cleavage

A Tandem In Situ Peptide Cyclization through Trifluoroacetic Acid Cleavage

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