Literature DB >> 21283838

Anaerobic conditions to reduce oxidation of proteins and to accelerate the copper-catalyzed "Click" reaction with a water-soluble bis(triazole) ligand.

Amit Kumar1, King Li, Chengzhi Cai.   

Abstract

Oxidation of protein (bovine albumin serum) by air still occurred under the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction conditions even in the presence of a Cu(I)-stabilizing tris(triazole) ligand. Anaerobic conditions not only avoided the oxidation of the protein, but also greatly accelerated the CuAAC reaction using a water-soluble bis(triazole) Cu(I) ligand.

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Year:  2011        PMID: 21283838      PMCID: PMC3230266          DOI: 10.1039/c0cc05376g

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


  19 in total

1.  Click Chemistry: Diverse Chemical Function from a Few Good Reactions.

Authors:  Hartmuth C. Kolb; M. G. Finn; K. Barry Sharpless
Journal:  Angew Chem Int Ed Engl       Date:  2001-06-01       Impact factor: 15.336

2.  Protein carbonyl measurement by a sensitive ELISA method.

Authors:  H Buss; T P Chan; K B Sluis; N M Domigan; C C Winterbourn
Journal:  Free Radic Biol Med       Date:  1997       Impact factor: 7.376

3.  Glycoproteomic probes for fluorescent imaging of fucosylated glycans in vivo.

Authors:  Masaaki Sawa; Tsui-Ling Hsu; Takeshi Itoh; Masakazu Sugiyama; Sarah R Hanson; Peter K Vogt; Chi-Huey Wong
Journal:  Proc Natl Acad Sci U S A       Date:  2006-08-08       Impact factor: 11.205

4.  "Clickable", polymerized liposomes as a versatile and stable platform for rapid optimization of their peripheral compositions.

Authors:  Amit Kumar; Uriel J Erasquin; Guoting Qin; King Li; Chengzhi Cai
Journal:  Chem Commun (Camb)       Date:  2010-06-28       Impact factor: 6.222

Review 5.  Cu-free click cycloaddition reactions in chemical biology.

Authors:  John C Jewett; Carolyn R Bertozzi
Journal:  Chem Soc Rev       Date:  2010-04       Impact factor: 54.564

6.  Analysis and optimization of copper-catalyzed azide-alkyne cycloaddition for bioconjugation.

Authors:  Vu Hong; Stanislav I Presolski; Celia Ma; M G Finn
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

7.  Site-specific incorporation of p-propargyloxyphenylalanine in a cell-free environment for direct protein-protein click conjugation.

Authors:  Bradley C Bundy; James R Swartz
Journal:  Bioconjug Chem       Date:  2010-02-17       Impact factor: 4.774

8.  Discovery and characterization of catalysts for azide-alkyne cycloaddition by fluorescence quenching.

Authors:  Warren G Lewis; Fernando G Magallon; Valery V Fokin; M G Finn
Journal:  J Am Chem Soc       Date:  2004-08-04       Impact factor: 15.419

9.  Electrochemically protected copper(I)-catalyzed azide-alkyne cycloaddition.

Authors:  Vu Hong; Andrew K Udit; Richard A Evans; M G Finn
Journal:  Chembiochem       Date:  2008-06-16       Impact factor: 3.164

10.  Aminoguanidine inhibits oxidative modification of low density lipoprotein protein and the subsequent increase in uptake by macrophage scavenger receptors.

Authors:  S Picard; S Parthasarathy; J Fruebis; J L Witztum
Journal:  Proc Natl Acad Sci U S A       Date:  1992-08-01       Impact factor: 11.205

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  7 in total

Review 1.  Click chemistry in complex mixtures: bioorthogonal bioconjugation.

Authors:  Craig S McKay; M G Finn
Journal:  Chem Biol       Date:  2014-09-18

2.  Tripodal Amine Ligands for Accelerating Cu-Catalyzed Azide-Alkyne Cycloaddition: Efficiency and Stability against Oxidation and Dissociation.

Authors:  Zhiling Zhu; Haoqing Chen; Siheng Li; Xunmo Yang; Eric Bittner; Chengzhi Cai
Journal:  Catal Sci Technol       Date:  2017-04-26       Impact factor: 6.119

3.  Adapting the Glaser Reaction for Bioconjugation: Robust Access to Structurally Simple, Rigid Linkers.

Authors:  Anthony P Silvestri; Philip A Cistrone; Philip E Dawson
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-21       Impact factor: 15.336

4.  Visualizing an Allosteric Intermediate Using CuAAC Stabilization of an NMR Mixed Labeled Dimer.

Authors:  Paul J Sapienza; Michelle M Currie; Noah M Lancaster; Kelin Li; Jeffrey Aubé; Dennis Goldfarb; Erica W Cloer; Michael B Major; Andrew L Lee
Journal:  ACS Chem Biol       Date:  2021-11-16       Impact factor: 4.634

5.  Bundle-forming α-helical peptide-dendron hybrid.

Authors:  Jeannette E Marine; Shuang Song; Xiaoli Liang; Matthew D Watson; Jonathan G Rudick
Journal:  Chem Commun (Camb)       Date:  2015-08-13       Impact factor: 6.222

6.  Synthesis and Self-Assembly of Bundle-Forming α-Helical Peptide-Dendron Hybrids.

Authors:  Jeannette E Marine; Shuang Song; Xiaoli Liang; Jonathan G Rudick
Journal:  Biomacromolecules       Date:  2015-12-23       Impact factor: 6.988

7.  A flow platform for degradation-free CuAAC bioconjugation.

Authors:  Marine Z C Hatit; Linus F Reichenbach; John M Tobin; Filipe Vilela; Glenn A Burley; Allan J B Watson
Journal:  Nat Commun       Date:  2018-10-01       Impact factor: 14.919

  7 in total

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