Literature DB >> 20107654

Nitrones as dipoles for rapid strain-promoted 1,3-dipolar cycloadditions with cyclooctynes.

Craig S McKay1, Joseph Moran, John Paul Pezacki.   

Abstract

Strain-promoted cycloadditions of nitrones with cyclooctynes (k(2) = 1.5 M(-1) s(-1) at 25 degrees C) are up to 25 times more rapid than comparable reactions of azides.

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Year:  2009        PMID： 20107654     DOI： 10.1039/b921630h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  25 in total

1.  Polar dibenzocyclooctynes for selective labeling of extracellular glycoconjugates of living cells.

Authors:  Frédéric Friscourt; Petr A Ledin; Ngalle Eric Mbua; Heather R Flanagan-Steet; Margreet A Wolfert; Richard Steet; Geert-Jan Boons
Journal:  J Am Chem Soc       Date:  2012-03-09       Impact factor: 15.419

2.  Metal-free sequential [3 + 2]-dipolar cycloadditions using cyclooctynes and 1,3-dipoles of different reactivity.

Authors:  Brian C Sanders; Frédéric Friscourt; Petr A Ledin; Ngalle Eric Mbua; Selvanathan Arumugam; Jun Guo; Thomas J Boltje; Vladimir V Popik; Geert-Jan Boons
Journal:  J Am Chem Soc       Date:  2010-12-23       Impact factor: 15.419

3.  Synthesis of macrocyclic tetrazoles for rapid photoinduced bioorthogonal 1,3-dipolar cycloaddition reactions.

Authors:  Zhipeng Yu; Reyna K V Lim; Qing Lin
Journal:  Chemistry       Date:  2010-12-03       Impact factor: 5.236

Review 4.  Click chemistry in complex mixtures: bioorthogonal bioconjugation.

Authors:  Craig S McKay; M G Finn
Journal:  Chem Biol       Date:  2014-09-18

5.  Developing bioorthogonal probes to span a spectrum of reactivities.

Authors:  Sean S Nguyen; Jennifer A Prescher
Journal:  Nat Rev Chem       Date:  2020-07-21       Impact factor: 34.035

6.  Convergent assembly and surface modification of multifunctional dendrimers by three consecutive click reactions.

Authors:  Petr A Ledin; Frédéric Friscourt; Jun Guo; Geert-Jan Boons
Journal:  Chemistry       Date:  2010-11-17       Impact factor: 5.236

7.  Synthesis and characterization of hexaarylbenzenes with five or six different substituents enabled by programmed synthesis.

Authors:  Shin Suzuki; Yasutomo Segawa; Kenichiro Itami; Junichiro Yamaguchi
Journal:  Nat Chem       Date:  2015-01-26       Impact factor: 24.427

8.  Diazo Compounds as Highly Tunable Reactants in 1,3-Dipolar Cycloaddition Reactions with Cycloalkynes().

Authors:  Nicholas A McGrath; Ronald T Raines
Journal:  Chem Sci       Date:  2012-08-02       Impact factor: 9.825

9.  Protein modification by strain-promoted alkyne-nitrone cycloaddition.

Authors:  Xinghai Ning; Rinske P Temming; Jan Dommerholt; Jun Guo; Daniel B Ania; Marjoke F Debets; Margreet A Wolfert; Geert-Jan Boons; Floris L van Delft
Journal:  Angew Chem Int Ed Engl       Date:  2010-04-12       Impact factor: 15.336

10.  Difluorobenzocyclooctyne: synthesis, reactivity, and stabilization by beta-cyclodextrin.

Authors:  Ellen M Sletten; Hitomi Nakamura; John C Jewett; Carolyn R Bertozzi
Journal:  J Am Chem Soc       Date:  2010-08-25       Impact factor: 15.419
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