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An NIR-emitting lysosome-targeting probe with large Stokes shift via coupling cyanine and excited-state intramolecular proton transfer.

ABSTRACT: An NIR-emitting probe (?em ? 700 nm) with a large Stokes shift (?? ? 234 nm) is synthesized by using excited-state intramolecular proton transfer (ESIPT). The phenolic proton, which controls ESIPT, acts as a switch to give strong fluorescence at pH ? 5. The probe can selectively show lysosome organelles, therefore leading to a lysosome probe without exhibiting "an alkalinizing effect".

SUBMITTER: Dahal D

PROVIDER: S-EPMC5492890 | biostudies-literature | 2017 Mar

REPOSITORIES: biostudies-literature

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An NIR-emitting lysosome-targeting probe with large Stokes shift via coupling cyanine and excited-state intramolecular proton transfer.

Dahal Dipendra D McDonald Lucas L Bi Xiaoman X Abeywickrama Chathura C Gombedza Farai F Konopka Michael M Paruchuri Sailaja S Pang Yi Y

Chemical communications (Cambridge, England) 20170301 26

An NIR-emitting probe (λ<sub>em</sub> ∼ 700 nm) with a large Stokes shift (Δλ ≈ 234 nm) is synthesized by using excited-state intramolecular proton transfer (ESIPT). The phenolic proton, which controls ESIPT, acts as a switch to give strong fluorescence at pH ≈ 5. The probe can selectively show lysosome organelles, therefore leading to a lysosome probe without exhibiting "an alkalinizing effect". ...[more]

PMID: 28294245

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