Solid phase strain promoted “click” modification of DNAvia[3+2]-nitrile oxide–cyclooctyne cycloadditions

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Solid phase strain promoted "click" modification of DNA via [3+2]-nitrile oxide-cyclooctyne cycloadditions.

Rapid, catalyst free, solid phase modification of DNA by strain promoted cyclooctyne-nitrile oxide click chemistry is reported; the reaction is characterised by mild conditions, occurring in an aqueous environment under atmospheric conditions at room temperature and is complete in 10 minutes.

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Fast RNA conjugations on solid phase by strain-promoted cycloadditions.

Strain promoted cycloaddition is presented as a tool for RNA conjugation on the solid phase; RNA-cyclooctyne conjugates are prepared by cycloaddition to both azide (strain-promoted azide-alkyne cycloaddition, SPAAC) and nitrile oxide dipoles (strain-promoted nitrile oxide-alkyne cycloaddition, SPNOAC). The conjugation is compatible with 2'-OMe blocks and with 2'-O-TBDMS protection on the ribose...

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

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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Origin of Orthogonality of Strain-Promoted Click Reactions

Site-specific labeling of biomolecules is rapidly advancing due to the discovery of novel mutually orthogonal reactions. Quantum chemistry studies have also increased our understanding of their relative rates, although these have until now been based on highly simplified reactants. Here we examine a set of strain-promoted click-type cycloaddition reactions of n-propyl azide, 3-benzyl tetrazine ...

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Due to expanding applications of positron emission tomography (PET) there is a demand for developing new techniques to introduce fluorine-18 (t 1/2 = 109.8 min). Considering that most novel PET tracers are sensitive biomolecules and that direct introduction of fluorine-18 often needs harsh conditions, the insertion of (18)F in those molecules poses an exceeding challenge. Two major challenges d...

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ژورنال

عنوان ژورنال: Chem. Commun.

سال: 2011

ISSN: 1359-7345,1364-548X

DOI: 10.1039/c0cc03985c