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Highly selective fluorescent and colorimetric probe for live-cell monitoring of sulphide based on bioorthogonal reaction.

Huo FJ, Kang J, Yin C, Chao J, Zhang Y - Sci Rep (2015)

Bottom Line: To better understand its physiological and pathological functions, efficient methods for monitoring of H2S are desired.In the presence of H2S, however, a significant enhancement for excited fluorescence were observed, resulting in a high sensitivity to H2S in buffered (10 mmol/L HEPES, pH 7.0) aqueous acetonitrile solution (H2O/CH3CN = 1:3, v/v) with a detection limit of 0.035 μmol/L observed, much lower than the previously reported probes.All these features are favorable for direct monitoring of H2S with satisfactory sensitivity, demonstrating its value of practical application.

View Article: PubMed Central - PubMed

Affiliation: Research Institute of Applied Chemistry, Shanxi University, Taiyuan. 030006, China.

ABSTRACT
H2S is the third endogenously generated gaseous signaling compound and has also been known to involve a variety of physiological processes. To better understand its physiological and pathological functions, efficient methods for monitoring of H2S are desired. Azide fluorogenic probes are popular because they can take place bioorthogonal reactions. In this work, by employing a fluorescein derivative as the fluorophore and an azide group as the recognition unit, we reported a new probe 5-azidofluorescein for H2S with improved sensitivity and selectivety. The probe shows very low background fluorescence in the absence of H2S. In the presence of H2S, however, a significant enhancement for excited fluorescence were observed, resulting in a high sensitivity to H2S in buffered (10 mmol/L HEPES, pH 7.0) aqueous acetonitrile solution (H2O/CH3CN = 1:3, v/v) with a detection limit of 0.035 μmol/L observed, much lower than the previously reported probes. All these features are favorable for direct monitoring of H2S with satisfactory sensitivity, demonstrating its value of practical application.

No MeSH data available.


Related in: MedlinePlus

Structure and thermal ellipsoids of probe are drawn at the 50% probability level.
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f1: Structure and thermal ellipsoids of probe are drawn at the 50% probability level.

Mentions: With these considerations in mind, we also prepared 5-azidefluorescein from 5-aminofluorescein under NaNO2/NaN3 condition according to literature15 (Fig. 1) and tried to use this compound to detect H2S. It is delightful that we obtained the crystal of 5-aminofluorescein and found probe can be used as a high selective and sensitive fluorescent probe for H2S firstly. Furthermore, the probe also was applied in cell imaging.


Highly selective fluorescent and colorimetric probe for live-cell monitoring of sulphide based on bioorthogonal reaction.

Huo FJ, Kang J, Yin C, Chao J, Zhang Y - Sci Rep (2015)

Structure and thermal ellipsoids of probe are drawn at the 50% probability level.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4355735&req=5

f1: Structure and thermal ellipsoids of probe are drawn at the 50% probability level.
Mentions: With these considerations in mind, we also prepared 5-azidefluorescein from 5-aminofluorescein under NaNO2/NaN3 condition according to literature15 (Fig. 1) and tried to use this compound to detect H2S. It is delightful that we obtained the crystal of 5-aminofluorescein and found probe can be used as a high selective and sensitive fluorescent probe for H2S firstly. Furthermore, the probe also was applied in cell imaging.

Bottom Line: To better understand its physiological and pathological functions, efficient methods for monitoring of H2S are desired.In the presence of H2S, however, a significant enhancement for excited fluorescence were observed, resulting in a high sensitivity to H2S in buffered (10 mmol/L HEPES, pH 7.0) aqueous acetonitrile solution (H2O/CH3CN = 1:3, v/v) with a detection limit of 0.035 μmol/L observed, much lower than the previously reported probes.All these features are favorable for direct monitoring of H2S with satisfactory sensitivity, demonstrating its value of practical application.

View Article: PubMed Central - PubMed

Affiliation: Research Institute of Applied Chemistry, Shanxi University, Taiyuan. 030006, China.

ABSTRACT
H2S is the third endogenously generated gaseous signaling compound and has also been known to involve a variety of physiological processes. To better understand its physiological and pathological functions, efficient methods for monitoring of H2S are desired. Azide fluorogenic probes are popular because they can take place bioorthogonal reactions. In this work, by employing a fluorescein derivative as the fluorophore and an azide group as the recognition unit, we reported a new probe 5-azidofluorescein for H2S with improved sensitivity and selectivety. The probe shows very low background fluorescence in the absence of H2S. In the presence of H2S, however, a significant enhancement for excited fluorescence were observed, resulting in a high sensitivity to H2S in buffered (10 mmol/L HEPES, pH 7.0) aqueous acetonitrile solution (H2O/CH3CN = 1:3, v/v) with a detection limit of 0.035 μmol/L observed, much lower than the previously reported probes. All these features are favorable for direct monitoring of H2S with satisfactory sensitivity, demonstrating its value of practical application.

No MeSH data available.


Related in: MedlinePlus