Literature DB >> 20442913

Click glycoconjugation of per-azido- and alkynyl-functionalized beta-peptides built from aspartic acid.

Marielle Barra1, Olivier Roy, Mounir Traïkia, Claude Taillefumier.   

Abstract

Azide- and alkynyl-containing homo-beta(3)-peptides, of up to six residues in length, were synthesised in solution from aspartic acid. Their subsequent conjugation with monosaccharides bearing an azide or a terminal alkyne function was efficiently achieved by copper-mediated cycloadditions leading to two novel families of small glycoclusters. These compounds represent ideal tools to explore carbohydrate-mediated multivalent interactions.

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Year:  2010        PMID: 20442913     DOI: 10.1039/b923275c

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


  2 in total

1.  Synthesis of unnatural α-amino esters using ethyl nitroacetate and condensation or cycloaddition reactions.

Authors:  Glwadys Gagnot; Vincent Hervin; Eloi P Coutant; Sarah Desmons; Racha Baatallah; Victor Monnot; Yves L Janin
Journal:  Beilstein J Org Chem       Date:  2018-11-15       Impact factor: 2.883

2.  Molecular architecture with carbohydrate functionalized β-peptides adopting 314-helical conformation.

Authors:  Nitin J Pawar; Navdeep S Sidhu; George M Sheldrick; Dilip D Dhavale; Ulf Diederichsen
Journal:  Beilstein J Org Chem       Date:  2014-04-28       Impact factor: 2.883

  2 in total

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