Literature DB >> 16810664

The synergy of ChemMatrix resin and pseudoproline building blocks renders RANTES, a complex aggregated chemokine.

Fayna García-Martín1, Peter White, René Steinauer, Simon Côté, Judit Tulla-Puche, Fernando Albericio.   

Abstract

Traditionally, solid-phase synthesis has relied on polystyrene-based resins for the synthesis of all kinds of peptides. However, due to their high hydrophobicity, these resins have certain limitations, particularly in the synthesis of complex peptides, and in such cases, poly(ethylene glycol) (PEG)-based resins are often found to give superior results. Another powerful strategy for expediting the assembly of complex peptides is to employ pseudoproline dipeptides. These derivatives disrupt the interactions among chains that are usually the cause of poor coupling yields in aggregated sequences. Here we report on an efficient stepwise solid-phase synthesis of RANTES (1-68) by combining the advantages of the totally PEG-based ChemMatrix resin and pseudoproline dipeptides. (c) 2006 Wiley Periodicals, Inc.

Entities:  

Mesh:

Substances:

Year:  2006        PMID: 16810664     DOI: 10.1002/bip.20564

Source DB:  PubMed          Journal:  Biopolymers        ISSN: 0006-3525            Impact factor:   2.505


  10 in total

1.  Alternative chemistries for the synthesis of thrombospondin-1 type 1 repeats.

Authors:  Theresa K Tiefenbrunn; Juan Blanco-Canosa; Philip E Dawson
Journal:  Biopolymers       Date:  2010       Impact factor: 2.505

2.  2,2'-Dithiobis(5-nitropyridine) (DTNP) as an effective and gentle deprotectant for common cysteine protecting groups.

Authors:  Alayne L Schroll; Robert J Hondal; Stevenson Flemer
Journal:  J Pept Sci       Date:  2011-11-14       Impact factor: 1.905

3.  An advance in the chemical synthesis of homogeneous N-linked glycopolypeptides by convergent aspartylation.

Authors:  Ping Wang; Baptiste Aussedat; Yusufbhai Vohra; Samuel J Danishefsky
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-25       Impact factor: 15.336

4.  Synthesis and Bioactivity of Diastereomers of the Virulence Lanthipeptide Cytolysin.

Authors:  Subha Mukherjee; Liujie Huo; Gabrielle N Thibodeaux; Wilfred A van der Donk
Journal:  Org Lett       Date:  2016-11-18       Impact factor: 6.005

Review 5.  The winding pathway to erythropoietin along the chemistry-biology frontier: a success at last.

Authors:  Rebecca M Wilson; Suwei Dong; Ping Wang; Samuel J Danishefsky
Journal:  Angew Chem Int Ed Engl       Date:  2013-06-17       Impact factor: 15.336

6.  Scope and limitations of pseudoprolines as individual amino acids in peptide synthesis.

Authors:  Dmitry A Senko; Nikita D Timofeev; Igor E Kasheverov; Igor A Ivanov
Journal:  Amino Acids       Date:  2021-04-03       Impact factor: 3.520

7.  Fluorescent Analogues of Human α-Calcitonin Gene-Related Peptide with Potent Vasodilator Activity.

Authors:  Jing Zhu; Mahdieh Dagina Pedersen; Laraib Sabbah Ahmed; Bahareh Abdolalizadeh; Anne-Sofie Grell; Jais Oliver Berg; Peter Waaben Thulstrup; Henrik Franzyk; Lars Edvinsson; Anette Sams; Majid Sheykhzade; Paul Robert Hansen
Journal:  Int J Mol Sci       Date:  2020-02-17       Impact factor: 5.923

8.  Amino-Li-Resin-A Fiber Polyacrylamide Resin for Solid-Phase Peptide Synthesis.

Authors:  Damilola C Akintayo; Beatriz G de la Torre; Yongfu Li; Fernando Albericio
Journal:  Polymers (Basel)       Date:  2022-02-25       Impact factor: 4.329

9.  Solid-Phase Synthesis of an "Inaccessible" hGH-Derived Peptide Using a Pseudoproline Monomer and SIT-Protection for Cysteine.

Authors:  Srinivasa Rao Manne; Amit Chakraborty; Karin Rustler; Thomas Bruckdorfer; Beatriz G de la Torre; Fernando Albericio
Journal:  ACS Omega       Date:  2022-08-05

10.  Genome mining, isolation, chemical synthesis and biological evaluation of a novel lanthipeptide, tikitericin, from the extremophilic microorganism Thermogemmatispora strain T81.

Authors:  Buzhe Xu; Emma J Aitken; Benjamin P Baker; Claire A Turner; Joanne E Harvey; Matthew B Stott; Jean F Power; Paul W R Harris; Robert A Keyzers; Margaret A Brimble
Journal:  Chem Sci       Date:  2018-08-20       Impact factor: 9.825

  10 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.