Literature DB >> 21897951

Diverse organo-peptide macrocycles via a fast and catalyst-free oxime/intein-mediated dual ligation.

Maragani Satyanarayana1, Francesca Vitali, John R Frost, Rudi Fasan.   

Abstract

Macrocyclic Organo-Peptide Hybrids (MOrPHs) can be prepared from genetically encoded polypeptides via a chemoselective and catalyst-free reaction between a trifunctional oxyamino/amino-thiol synthetic precursor and an intein-fusion protein incorporating a bioorthogonal keto group. This journal is © The Royal Society of Chemistry 2012

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Year:  2011        PMID： 21897951     DOI： 10.1039/c1cc13533c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  11 in total

1.  Ribosomal Synthesis of Macrocyclic Peptides in Vitro and in Vivo Mediated by Genetically Encoded Aminothiol Unnatural Amino Acids.

Authors:  John R Frost; Nicholas T Jacob; Louis J Papa; Andrew E Owens; Rudi Fasan
Journal:  ACS Chem Biol       Date:  2015-05-15       Impact factor: 5.100

2.  Designer macrocyclic organo-peptide hybrids inhibit the interaction between p53 and HDM2/X by accommodating a functional α-helix.

Authors:  Jessica M Smith; John R Frost; Rudi Fasan
Journal:  Chem Commun (Camb)       Date:  2014-04-07       Impact factor: 6.222

3.  Ribosomal Synthesis of Thioether-Bridged Bicyclic Peptides.

Authors:  Nina Bionda; Rudi Fasan
Journal:  Methods Mol Biol       Date:  2017

4.  Divergent, C-C Bond Forming Macrocyclizations Using Modular Sulfonylhydrazone and Derived Substrates.

Authors:  Wenqing Xu; Lauren E Brown; John A Porco
Journal:  J Org Chem       Date:  2021-11-03       Impact factor: 4.354

5.  MOrPH-PhD: A Phage Display System for the Functional Selection of Genetically Encoded Macrocyclic Peptides.

Authors:  Yu Gu; Jacob A Iannuzzelli; Rudi Fasan
Journal:  Methods Mol Biol       Date:  2022

6.  Side-chain-to-tail cyclization of ribosomally derived peptides promoted by aryl and alkyl amino-functionalized unnatural amino acids.

Authors:  John R Frost; Zhijie Wu; Yick Chong Lam; Andrew E Owens; Rudi Fasan
Journal:  Org Biomol Chem       Date:  2016-04-11       Impact factor: 3.876

7.  Enhancing the efficiency and regioselectivity of P450 oxidation catalysts by unnatural amino acid mutagenesis.

Authors:  Joshua N Kolev; Jacqueline M Zaengle; Rajesh Ravikumar; Rudi Fasan
Journal:  Chembiochem       Date:  2014-04-01       Impact factor: 3.164

8.  Synthesis of Constrained Tetracyclic Peptides by Consecutive CEPS, CLIPS, and Oxime Ligation.

Authors:  Dieuwertje E Streefkerk; Marcel Schmidt; Johannes H Ippel; Tilman M Hackeng; Timo Nuijens; Peter Timmerman; Jan H van Maarseveen
Journal:  Org Lett       Date:  2019-03-26       Impact factor: 6.005

9.  Bioinspired strategy for the ribosomal synthesis of thioether-bridged macrocyclic peptides in bacteria.

Authors:  Nina Bionda; Abby L Cryan; Rudi Fasan
Journal:  ACS Chem Biol       Date:  2014-08-01       Impact factor: 5.100

10.  MOrPH-PhD: An Integrated Phage Display Platform for the Discovery of Functional Genetically Encoded Peptide Macrocycles.

Authors:  Andrew E Owens; Jacob A Iannuzzelli; Yu Gu; Rudi Fasan
Journal:  ACS Cent Sci       Date:  2020-02-04       Impact factor: 14.553
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