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Synthesis of near-IR fluorescent oxazine dyes with esterase-labile sulfonate esters.

ABSTRACT: Near-IR oxazine dyes are reported that contain sulfonate esters which are rapidly cleaved by esterase activity to unmask highly polar anionic sulfonates. Strategies for the synthesis of these dyes included the development of milder dye condensation conditions with improved functional compatibility and the use of an alkyl halide that allows for the introduction of esterase-labile sulfonates without the need for sulfonation of the target molecule.

SUBMITTER: Pauff SM

PROVIDER: S-EPMC3242472 | biostudies-literature | 2011 Dec

REPOSITORIES: biostudies-literature

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Synthesis of near-IR fluorescent oxazine dyes with esterase-labile sulfonate esters.

Pauff Steven M SM Miller Stephen C SC

Organic letters 20111102 23

Near-IR oxazine dyes are reported that contain sulfonate esters which are rapidly cleaved by esterase activity to unmask highly polar anionic sulfonates. Strategies for the synthesis of these dyes included the development of milder dye condensation conditions with improved functional compatibility and the use of an alkyl halide that allows for the introduction of esterase-labile sulfonates without the need for sulfonation of the target molecule. ...[more]

PMID: 22047733

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