Literature DB >> 15330603

Expedient synthesis of triazole-linked glycosyl amino acids and peptides.

Brian H M Kuijpers1, Stan Groothuys, A Bram R Keereweer, Peter J L M Quaedflieg, Richard H Blaauw, Floris L van Delft, Floris P J T Rutjes.   

Abstract

[structure: see text] An expedient, high-yielding synthesis of two types of triazole-linked glycopeptides is described. These novel and stable glycopeptide mimics were prepared via Cu(I)-catalyzed [3 + 2] cycloaddition of either azide-functionalized glycosides and acetylenic amino acids or acetylenic glycosides and azide-containing amino acids.

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Year:  2004        PMID: 15330603     DOI: 10.1021/ol048841o

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


  8 in total

1.  Click inspired synthesis of triazole-linked vanillin glycoconjugates.

Authors:  Pratibha Dwivedi; Kunj B Mishra; Bhuwan B Mishra; Vinod K Tiwari
Journal:  Glycoconj J       Date:  2016-10-03       Impact factor: 2.916

2.  Click inspired synthesis of antileishmanial triazolyl O-benzylquercetin glycoconjugates.

Authors:  Pratibha Dwivedi; Kunj B Mishra; Bhuwan B Mishra; Nisha Singh; Rakesh K Singh; Vinod K Tiwari
Journal:  Glycoconj J       Date:  2015-04-14       Impact factor: 2.916

3.  Design and synthesis of eugenol/isoeugenol glycoconjugates and other analogues as antifungal agents against Aspergillus fumigatus.

Authors:  Lakshmi Goswami; Lovely Gupta; Sayantan Paul; Maansi Vermani; Pooja Vijayaraghavan; Asish K Bhattacharya
Journal:  RSC Med Chem       Date:  2022-06-02

4.  Enzymatic glycosylation of triazole-linked GlcNAc/Glc-peptides: synthesis, stability and anti-HIV activity of triazole-linked HIV-1 gp41 glycopeptide C34 analogues.

Authors:  Wei Huang; Stan Groothuys; Alonso Heredia; Brian H M Kuijpers; Floris P J T Rutjes; Floris L van Delft; Lai-Xi Wang
Journal:  Chembiochem       Date:  2009-05-04       Impact factor: 3.164

5.  Manipulation of electrostatic and saccharide linker interactions in the design of efficient glycopolypeptide-based cholera toxin inhibitors.

Authors:  Ronak Maheshwari; Eric A Levenson; Kristi L Kiick
Journal:  Macromol Biosci       Date:  2010-01-11       Impact factor: 4.979

Review 6.  Click chemistry in peptide-based drug design.

Authors:  Huiyuan Li; Rachna Aneja; Irwin Chaiken
Journal:  Molecules       Date:  2013-08-16       Impact factor: 4.411

7.  Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane.

Authors:  Mohammed Salah Ayoup; David B Cordes; Alexandra M Z Slawin; David O'Hagan
Journal:  Beilstein J Org Chem       Date:  2015-12-21       Impact factor: 2.883

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

  8 in total

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