Literature DB >> 20657923

Strain-promoted double-click reaction for chemical modification of azido-biomolecules.

Isao Kii1, Akira Shiraishi, Toshiyuki Hiramatsu, Takeshi Matsushita, Hidehiro Uekusa, Suguru Yoshida, Makoto Yamamoto, Akira Kudo, Masatoshi Hagiwara, Takamitsu Hosoya.   

Abstract

The strain-promoted "double-click" (SPDC) reaction using Sondheimer diyne, a novel convergent method conjugating three molecules spontaneously, has enabled us to readily modify an azido-biomolecule with a small reporter azido-molecule.

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Year:  2010        PMID: 20657923     DOI: 10.1039/c0ob00003e

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


  15 in total

1.  Metabolic oligosaccharide engineering with N-Acyl functionalized ManNAc analogs: cytotoxicity, metabolic flux, and glycan-display considerations.

Authors:  Ruben T Almaraz; Udayanath Aich; Hargun S Khanna; Elaine Tan; Rahul Bhattacharya; Shivam Shah; Kevin J Yarema
Journal:  Biotechnol Bioeng       Date:  2011-11-21       Impact factor: 4.530

2.  A visible-light photoactivatable di-nuclear PtIV triazolato azido complex.

Authors:  Kezi Yao; Arnau Bertran; Alison Howarth; Jose M Goicoechea; Samuel M Hare; Nicholas H Rees; Mohammadali Foroozandeh; Alice M Bowen; Nicola J Farrer
Journal:  Chem Commun (Camb)       Date:  2019-09-17       Impact factor: 6.222

3.  Artificial Membrane Fusion Triggered by Strain-Promoted Alkyne-Azide Cycloaddition.

Authors:  Stuart A Whitehead; Christopher D McNitt; Samuel I Mattern-Schain; Adam J Carr; Shahrina Alam; Vladimir V Popik; Michael D Best
Journal:  Bioconjug Chem       Date:  2017-03-14       Impact factor: 4.774

4.  A fluorogenic probe for the catalyst-free detection of azide-tagged molecules.

Authors:  Frédéric Friscourt; Christoph J Fahrni; Geert-Jan Boons
Journal:  J Am Chem Soc       Date:  2012-11-02       Impact factor: 15.419

5.  Cyclopropenone-caged Sondheimer diyne (dibenzo[a,e]cyclooctadiyne): a photoactivatable linchpin for efficient SPAAC crosslinking.

Authors:  Dewey A Sutton; Seok-Ho Yu; Richard Steet; Vladimir V Popik
Journal:  Chem Commun (Camb)       Date:  2015-11-05       Impact factor: 6.222

6.  Development and evaluation of new cyclooctynes for cell surface glycan imaging in cancer cells.

Authors:  Henning Stöckmann; André A Neves; Shaun Stairs; Heather Ireland-Zecchini; Kevin M Brindle; Finian J Leeper
Journal:  Chem Sci       Date:  2011-05       Impact factor: 9.825

Review 7.  Bioorthogonal chemistry: implications for pretargeted nuclear (PET/SPECT) imaging and therapy.

Authors:  James C Knight; Bart Cornelissen
Journal:  Am J Nucl Med Mol Imaging       Date:  2014-03-20

8.  Reactivity of biarylazacyclooctynones in copper-free click chemistry.

Authors:  Chelsea G Gordon; Joel L Mackey; John C Jewett; Ellen M Sletten; K N Houk; Carolyn R Bertozzi
Journal:  J Am Chem Soc       Date:  2012-05-24       Impact factor: 15.419

9.  Enhanced clickability of doubly sterically-hindered aryl azides.

Authors:  Suguru Yoshida; Akira Shiraishi; Kimiyuki Kanno; Takeshi Matsushita; Kohei Johmoto; Hidehiro Uekusa; Takamitsu Hosoya
Journal:  Sci Rep       Date:  2011-09-05       Impact factor: 4.379

10.  Double Strain-Promoted Macrocyclization for the Rapid Selection of Cell-Active Stapled Peptides.

Authors:  Yu Heng Lau; Yuteng Wu; Maxim Rossmann; Ban Xiong Tan; Peterson de Andrade; Yaw Sing Tan; Chandra Verma; Grahame J McKenzie; Ashok R Venkitaraman; Marko Hyvönen; David R Spring
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-02       Impact factor: 15.336

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