Strain-promoted cycloadditions involving nitrones and alkynes-rapid tunable reactions for bioorthogonal labeling

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DOIResolve DOI: http://doi.org/10.1016/j.cbpa.2014.05.023
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TypeArticle
Journal titleCurrent Opinion in Chemical Biology
ISSN1367-5931
Volume21
Pages8188; # of pages: 8
Subjectalkyne derivative; nitrone derivative; chemical reaction kinetics; cycloaddition; strain promoted alkyne nitrone cycloaddition
AbstractThe development and applications of strain-promoted alkyne-nitrone cycloaddition (SPANC) reactions have brought about new tools for rapid and specific functionalization of biomolecules in different settings. While a number of strain-promoted reactions have been successfully developed, SPANC reactions offer high reactivity with bimolecular rate constants of k2 that are as fast as 60M-1s-1. SPANC reactions also offer stability of starting materials, particularly in the case of endocyclic nitrones, as well as stereoelectronic tunability of the nitrone moiety to optimize reactivity towards different alkyne reaction partners. Herein we discuss recent advances in the development of SPANC reactions and their applications in bioorthogonal labeling.
Publication date
PublisherElsevier
LanguageEnglish
AffiliationNational Research Council Canada; Medical Devices
Peer reviewedYes
NPARC number21272874
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Record identifierfaea30eb-c180-4c9c-bf46-e720941580de
Record created2014-12-03
Record modified2016-05-09
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