Literature DB >> 19842689

A one-pot approach to neoglycopeptides using orthogonal native chemical ligation and click chemistry.

Dong Jun Lee1, Kalyaneswar Mandal, Paul W R Harris, Margaret A Brimble, Stephen B H Kent.   

Abstract

The powerful combination of native chemical ligation and click chemistry has been used to affect a one-pot synthesis of neoglycopeptides from propargyl-containing peptides using GalNAc-N(3) as the glycan component. A versatile chemical toolkit for the fully convergent synthesis of neoglycoproteins using click chemistry, native chemical ligation, and kinetically controlled ligation is thus demonstrated.

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Year:  2009        PMID: 19842689     DOI: 10.1021/ol902131n

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


  9 in total

1.  Application of click-click chemistry to the synthesis of new multivalent RGD conjugates.

Authors:  Mathieu Galibert; Lucie Sancey; Olivier Renaudet; Jean-Luc Coll; Pascal Dumy; Didier Boturyn
Journal:  Org Biomol Chem       Date:  2010-09-09       Impact factor: 3.876

2.  Total chemical synthesis of biologically active fluorescent dye-labeled Ts1 toxin.

Authors:  Bobo Dang; Tomoya Kubota; Ana M Correa; Francisco Bezanilla; Stephen B H Kent
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-02       Impact factor: 15.336

3.  Effects of Glutamate Arginylation on α-Synuclein: Studying an Unusual Post-Translational Modification through Semisynthesis.

Authors:  Buyan Pan; Naoki Kamo; Marie Shimogawa; Yun Huang; Anna Kashina; Elizabeth Rhoades; E James Petersson
Journal:  J Am Chem Soc       Date:  2020-12-18       Impact factor: 15.419

4.  Versatile on-resin synthesis of high mannose glycosylated asparagine with functional handles.

Authors:  Rui Chen; Mark A Pawlicki; Thomas J Tolbert
Journal:  Carbohydr Res       Date:  2013-11-13       Impact factor: 2.104

5.  Protein glycoengineering enabled by the versatile synthesis of aminooxy glycans and the genetically encoded aldehyde tag.

Authors:  Jason E Hudak; Helen H Yu; Carolyn R Bertozzi
Journal:  J Am Chem Soc       Date:  2011-09-14       Impact factor: 15.419

6.  AuBr3-catalyzed azidation of per-O-acetylated and per-O-benzoylated sugars.

Authors:  Jayashree Rajput; Srinivas Hotha; Madhuri Vangala
Journal:  Beilstein J Org Chem       Date:  2018-03-22       Impact factor: 2.883

Review 7.  CuAAC-ensembled 1,2,3-triazole-linked isosteres as pharmacophores in drug discovery: review.

Authors:  Alisha Rani; Gurjaspreet Singh; Akshpreet Singh; Ubair Maqbool; Gurpreet Kaur; Jandeep Singh
Journal:  RSC Adv       Date:  2020-02-04       Impact factor: 4.036

Review 8.  Synthesis of glycopeptides and glycopeptide conjugates.

Authors:  Ward Doelman; Sander I van Kasteren
Journal:  Org Biomol Chem       Date:  2022-08-24       Impact factor: 3.890

Review 9.  Glycotherapy: new advances inspire a reemergence of glycans in medicine.

Authors:  Jason E Hudak; Carolyn R Bertozzi
Journal:  Chem Biol       Date:  2013-11-21
  9 in total

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