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Journal ArticleDOI

One-pot synthesis of triazole-linked glycoconjugates

Srinivas Chittaboina, +2 more
- 28 Mar 2005 - 
- Vol. 46, Iss: 13, pp 2331-2336
TLDR
Highly efficient one-pot synthesis of 1,2, 3-triazole-linked glycoconjugates was presented involving a Cu(I) catalyzed 1,3-dipolar cycloaddition as the key step, offering a convenient route to prepare neoglycoconjugate derived from unprotected saccharides or peracetylated saccharide.
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This article is published in Tetrahedron Letters.The article was published on 2005-03-28. It has received 151 citations till now. The article focuses on the topics: Glycoconjugate.

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Citations
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Journal ArticleDOI

Cu-catalyzed azide-alkyne cycloaddition.

TL;DR: The basis for the unique properties and rate enhancement for triazole formation under Cu(1) catalysis should be found in the high ∆G of the reaction in combination with the low character of polarity of the dipole of the noncatalyzed thermal reaction, which leads to a considerable activation barrier.
Journal ArticleDOI

‘Click’ Chemistry in Polymer and Materials Science

TL;DR: The metal catalyzed azide/alkyne "click" reaction (a variation of the Huisgen 1,3-dipolar cycloaddition reaction between terminal acetylenes and azides) represents an important contribution towards this endeavor.
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CuI‐Catalyzed Alkyne–Azide “Click” Cycloadditions from a Mechanistic and Synthetic Perspective

TL;DR: An overview of the mechanism of this remarkable reaction is presented as a means to explain the myriad of experimental results, particularly the various methods of catalyst generation, solvent and substrate effects, and choice of base or ligand as discussed by the authors.
Journal ArticleDOI

Cu-Catalyzed Click Reaction in Carbohydrate Chemistry

TL;DR: This review highlights the successful advancement of Cu(I)-catalyzed click chemistry in glycoscience and its applications as well as future scope in different streams of applied sciences.
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Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide-alkyne "click" chemistry.

TL;DR: The advantages and versatility of CuAAC in scientific disciplines as diverse as drug discovery, biochemistry, bioconjugates synthesis, drug-delivery, gene therapy, bioseparation or diagnostics are presented and discussed in detail.
References
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Journal ArticleDOI

Click Chemistry: Diverse Chemical Function from a Few Good Reactions.

TL;DR: In this paper, a set of powerful, highly reliable, and selective reactions for the rapid synthesis of useful new compounds and combinatorial libraries through heteroatom links (C-X-C), an approach called click chemistry is defined, enabled, and constrained by a handful of nearly perfect "springloaded" reactions.
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Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides.

TL;DR: A novel regiospecific copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes to azides on solid-phase is reported, and the X-ray structure of 2-azido-2-methylpropanoic acid has been solved, to yield structural information on the 1, 3-dipoles entering the reaction.
Journal ArticleDOI

Biological roles of oligosaccharides: all of the theories are correct

TL;DR: The only common features of the varied functions of oligosaccharides are that they either mediate ‘specific recognition’ events or that they provide ‘modulation’ of biological processes.
Journal ArticleDOI

Polyvalent Interactions in Biological Systems: Implications for Design and Use of Multivalent Ligands and Inhibitors.

TL;DR: Polyvalent interactions can be collectively much stronger than corresponding monovalent interactions, and they can provide the basis for mechanisms of both agonizing and antagonizing biological interactions that are fundamentally different from those available inmonovalent systems.
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