Metathesis in peptides and peptidomimetics

A Brik - Advanced Synthesis & Catalysis, 2008 - Wiley Online Library
This review is intended to cover the applications of olefin metathesis, with its variations, to
the synthesis and manipulation of peptides and peptidomimetics. The examples presented …

Environmentally benign peptide synthesis using liquid-assisted ball-milling: application to the synthesis of Leu-enkephalin

J Bonnamour, TX Métro, J Martinez, F Lamaty - Green chemistry, 2013 - pubs.rsc.org
This paper describes an original methodology for peptide bond synthesis avoiding toxic
solvents and reactants. Ball-milling stoichiometric amounts of Boc-protected α-amino acid N …

A role for ring‐closing metathesis in medicinal chemistry: Mimicking secondary architectures in bioactive peptides

MJ Pérez de Vega, MI García‐Aranda… - Medicinal research …, 2011 - Wiley Online Library
Synthetically versatile and easy to carry out, Ring‐Closing Metathesis (RCM) constitutes an
attractive chemical tool, easily amenable for multiple substrates in mild conditions. In …

Enantioselective Henry reaction catalyzed by C 2-symmetric chiral diamine–copper (II) complex

S Selvakumar, D Sivasankaran… - Organic & Biomolecular …, 2009 - pubs.rsc.org
A copper (II) complex of C2-symmetric diamine has been proved to be an efficient catalyst
for the enantioselective Henry reaction between nitroalkanes and various aldehydes to …

Synthetic turn mimetics and hairpin nucleators: Quo Vadimus?

RV Nair, SB Baravkar, TS Ingole… - Chemical …, 2014 - pubs.rsc.org
Structural mimicry of peptides has witnessed perceptible progress in the last three decades.
Reverse turn and β-hairpin units are the smallest secondary structural motifs that are some …

Effects of i and i+3 residue identity on Cis–Trans isomerism of the aromatici+1–prolyli+2 amide bond: Implications for type VI β‐turn formation

HY Meng, KM Thomas, AE Lee… - … : Original Research on …, 2006 - Wiley Online Library
Cis–trans isomerization of amide bonds plays critical roles in protein molecular recognition,
protein folding, protein misfolding, and disease. Aromatic–proline sequences are particularly …

Design, Synthesis, and Applications of Potential Substitutes of t-Bu-Phosphinooxazoline in Pd-Catalyzed Asymmetric Transformations and Their Use for the …

E Belanger, MF Pouliot… - The Journal of …, 2012 - ACS Publications
The design, synthesis, and applications of potential substitutes of t-Bu-PHOX in asymmetric
catalysis is reported. The design relies on the incorporation of geminal substituents at C5 in …

Structural and pharmacological effects of ring-closing metathesis in peptides

Ø Jacobsen, J Klaveness, P Rongved - Molecules, 2010 - mdpi.com
Molecules | Free Full-Text | Structural and Pharmacological Effects of Ring-Closing Metathesis
in Peptides Next Article in Journal Modulation of Huntingtin Toxicity by BAG1 is Dependent on …

Design, synthesis, and conformational analysis of eight-membered cyclic peptidomimetics prepared using ring closing metathesis

CJ Creighton, GC Leo, Y Du, AB Reitz - Bioorganic & medicinal chemistry, 2004 - Elsevier
As part of a program to identify novel scaffolds that adopt defined secondary structure when
incorporated into peptides, we have designed and prepared a library of constrained eight …

Synthesis of conformationally constrained cyclic peptides using an intramolecular Sonogashira coupling

V Balraju, DS Reddy, M Periasamy… - The Journal of organic …, 2005 - ACS Publications
Small peptides having a 3-bromobenzyl group at the C-termini and n-alkynoyl group at the N-
termini undergo a smooth copper-free intramolecular Sonogashira coupling reaction to …