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Trapping hydrogen sulfide (H?S) with diselenides: the application in the design of fluorescent probes.

ABSTRACT: Here we report a unique reaction between phenyl diselenide-ester substrates and H2S to form 1,2-benzothiaselenol-3-one. This reaction proceeded rapidly under mild conditions. Thiols could also react with the diselenide substrates. However, the resulted S-Se intermediate retained high reactivity toward H2S and eventually led to the same cyclized product 1,2-benzothiaselenol-3-one. Based on this reaction two fluorescent probes were developed and showed high selectivity and sensitivity for H2S. The presence of thiols was found not to interfere with the detection process.

SUBMITTER: Peng B

PROVIDER: S-EPMC4372083 | biostudies-literature | 2015 Mar

REPOSITORIES: biostudies-literature

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Trapping hydrogen sulfide (H₂S) with diselenides: the application in the design of fluorescent probes.

Peng Bo B Zhang Caihong C Marutani Eizo E Pacheco Armando A Chen Wei W Ichinose Fumito F Xian Ming M

Organic letters 20150227 6

Here we report a unique reaction between phenyl diselenide-ester substrates and H2S to form 1,2-benzothiaselenol-3-one. This reaction proceeded rapidly under mild conditions. Thiols could also react with the diselenide substrates. However, the resulted S-Se intermediate retained high reactivity toward H2S and eventually led to the same cyclized product 1,2-benzothiaselenol-3-one. Based on this reaction two fluorescent probes were developed and showed high selectivity and sensitivity for H2S. The ...[more]

PMID: 25723840

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