Literature DB >> 18362954

Electronic and steric effects on the rate of the traceless Staudinger ligation.

Annie Tam1, Matthew B Soellner, Ronald T Raines.   

Abstract

Interplay between electronic effects imparted by phosphinothiol substituents and steric effects imposed by amino-acid reactants affects the rate of the traceless Staudinger ligation of peptides in a predictable manner.

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Year:  2008        PMID： 18362954      PMCID： PMC2715360          DOI： 10.1039/b802336k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  14 in total

Review 1.  Synthesis of native proteins by chemical ligation.

Authors:  P E Dawson; S B Kent
Journal:  Annu Rev Biochem       Date:  2000       Impact factor: 23.643

2.  Protein assembly by orthogonal chemical ligation methods.

Authors:  Bradley L Nilsson; Robert J Hondal; Matthew B Soellner; Ronald T Raines
Journal:  J Am Chem Soc       Date:  2003-05-07       Impact factor: 15.419

3.  Mechanistic investigation of the staudinger ligation.

Authors:  Fiona L Lin; Helen M Hoyt; Herman van Halbeek; Robert G Bergman; Carolyn R Bertozzi
Journal:  J Am Chem Soc       Date:  2005-03-02       Impact factor: 15.419

Review 4.  Chemical synthesis of proteins.

Authors:  Bradley L Nilsson; Matthew B Soellner; Ronald T Raines
Journal:  Annu Rev Biophys Biomol Struct       Date:  2005

5.  High-yielding Staudinger ligation of a phosphinothioester and azide to form a peptide.

Authors:  B L Nilsson; L L Kiessling; R T Raines
Journal:  Org Lett       Date:  2001-01-11       Impact factor: 6.005

6.  Staudinger ligation of peptides at non-glycyl residues.

Authors:  Matthew B Soellner; Annie Tam; Ronald T Raines
Journal:  J Org Chem       Date:  2006-12-22       Impact factor: 4.354

7.  Regio- and chemoselective covalent immobilization of proteins through unnatural amino acids.

Authors:  Cécile Gauchet; Guillermo R Labadie; C Dale Poulter
Journal:  J Am Chem Soc       Date:  2006-07-26       Impact factor: 15.419

8.  Water-soluble phosphinothiols for traceless staudinger ligation and integration with expressed protein ligation.

Authors:  Annie Tam; Matthew B Soellner; Ronald T Raines
Journal:  J Am Chem Soc       Date:  2007-08-22       Impact factor: 15.419

9.  Staudinger ligation of alpha-azido acids retains stereochemistry.

Authors:  Matthew B Soellner; Bradley L Nilsson; Ronald T Raines
Journal:  J Org Chem       Date:  2002-07-12       Impact factor: 4.354

10.  Stereoselective N-glycosylation by Staudinger ligation.

Authors:  Yi He; Ronald J Hinklin; Jiyoung Chang; Laura L Kiessling
Journal:  Org Lett       Date:  2004-11-25       Impact factor: 6.005
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  3 in total

1.  Protein engineering with the traceless Staudinger ligation.

Authors:  Annie Tam; Ronald T Raines
Journal:  Methods Enzymol       Date:  2009       Impact factor: 1.600

2.  Chemoselectivity in chemical biology: acyl transfer reactions with sulfur and selenium.

Authors:  Nicholas A McGrath; Ronald T Raines
Journal:  Acc Chem Res       Date:  2011-06-03       Impact factor: 22.384

3.  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
  3 in total

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