Triazolyl Glycoconjugates in Medicinal Chemistry

Cu(I)‐catalyzed 1,3 dipolar cycloaddition of organic azide and terminal alkyne (click reaction) has been extensively used in adjoining two entirely different building blocks, thus enabling an easy access to highly complex molecular architectures. This highly efficient protocol has several distinct a...

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Bibliographic Details
Published inClick Chemistry in Glycoscience pp. 293 - 323
Main Authors Tripathi, Rama Pati, Dwivedi, Pratibha, Sharma, Anindra, Kushwaha, Divya, Tiwari, Vinod Kumar
Format Book Chapter
LanguageEnglish
Published Hoboken, NJ, USA John Wiley & Sons, Inc 18.03.2013
Subjects
bioconjugation
carbohydrate microarrays
Click reaction
CuAAC
drug development
glycomacrocycles
glycopeptides
NIDDM
triazole
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Summary:Cu(I)‐catalyzed 1,3 dipolar cycloaddition of organic azide and terminal alkyne (click reaction) has been extensively used in adjoining two entirely different building blocks, thus enabling an easy access to highly complex molecular architectures. This highly efficient protocol has several distinct advantages including high chemoselectivity, excellent regioselectivity, tolerance to a variety of solvents and functional groups, excellent reaction yield, and mild reaction conditions. Application of this reaction in generating peptide isostere, the triazolyl components, has recently gained momentum in chemical biology and drug research. Compatibility of 1,3 dipolar cycloaddition reaction with carbohydrates has led to the development of a new generation of drug‐like molecules, neoglycoconjugates, and neoglycopolymers possessing high chemotherapeutic potentials. This review highlights the extensive application of the click reaction in carbohydrate chemistry investigated so far with their future potential scope in medicinal chemistry.
ISBN:9781118275337
1118275330
DOI:10.1002/9781118526996.ch12