Literature DB >> 31058515

Three-Component Protein Modification Using Mercaptobenzaldehyde Derivatives.

Yuanwei Dai1, Jiaping Weng1, Justin George1, Huan Chen1, Qishan Lin1, Jun Wang1, Maksim Royzen1, Qiang Zhang1.   

Abstract

A chemoselective primary amine modification strategy that enables the three-component, one-pot bioconjugation is described. The specifically designed, n class="Chemical">mercaptobenzaldehyde-based bifunctional linker achieves highly selective and robust amine labeling under biocompatible conditions. This linker demonstrates wide functional group tolerance and is simple to prepare, which allowed facile payload incorporation. Finally, our studies have shown that the introduction of linker does not impair the function of modified protein such as insulin.

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Year:  2019        PMID: 31058515      PMCID: PMC6767916          DOI: 10.1021/acs.orglett.9b01294

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  57 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.  Click chemistry under non-classical reaction conditions.

Authors:  C Oliver Kappe; Erik Van der Eycken
Journal:  Chem Soc Rev       Date:  2009-07-27       Impact factor: 54.564

Review 3.  Chemoselective modification of proteins: hitting the target.

Authors:  Isaac S Carrico
Journal:  Chem Soc Rev       Date:  2008-06-05       Impact factor: 54.564

4.  Molecular basis for insulin fibril assembly.

Authors:  Magdalena I Ivanova; Stuart A Sievers; Michael R Sawaya; Joseph S Wall; David Eisenberg
Journal:  Proc Natl Acad Sci U S A       Date:  2009-10-28       Impact factor: 11.205

5.  A three-component Mannich-type reaction for selective tyrosine bioconjugation.

Authors:  Neel S Joshi; Leanna R Whitaker; Matthew B Francis
Journal:  J Am Chem Soc       Date:  2004-12-15       Impact factor: 15.419

6.  Thio-mediated two-component coupling reaction of carboxylic acids and isonitriles under mild conditions.

Authors:  Xiangyang Wu; Xuechen Li; Samuel J Danishefsky
Journal:  Tetrahedron Lett       Date:  2009-04-08       Impact factor: 2.415

7.  Diels-Alder cycloaddition for fluorophore targeting to specific proteins inside living cells.

Authors:  Daniel S Liu; Anupong Tangpeerachaikul; Ramajeyam Selvaraj; Michael T Taylor; Joseph M Fox; Alice Y Ting
Journal:  J Am Chem Soc       Date:  2012-01-05       Impact factor: 15.419

Review 8.  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

Review 9.  The growing applications of click chemistry.

Authors:  John E Moses; Adam D Moorhouse
Journal:  Chem Soc Rev       Date:  2007-05-03       Impact factor: 54.564

10.  Bioorthogonal chemistry: fishing for selectivity in a sea of functionality.

Authors:  Ellen M Sletten; Carolyn R Bertozzi
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

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  1 in total

1.  Fast and Stable N-Terminal Cysteine Modification through Thiazolidino Boronate Mediated Acyl Transfer.

Authors:  Kaicheng Li; Wenjian Wang; Jianmin Gao
Journal:  Angew Chem Int Ed Engl       Date:  2020-07-02       Impact factor: 15.336

  1 in total

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