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WSP-1

(Synonyms: 荧光探针WSP-1) 目录号 : GC45161

WSP-1是一种选择性和快速响应的活性硫化物荧光探针,专门用于检测生物样品和细胞内环境中的硫化氢(H2S)。

WSP-1 Chemical Structure

Cas No.:1352750-34-5

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Sample solution is provided at 25 µL, 10mM.

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Description

WSP-1 is a selective and rapid responsive fluorescent probe for active sulfides, specifically designed for the detection of hydrogen sulfide (H2S) within biological samples and intracellular environments. WSP-1 selectively and rapidly reacts with H2S, generating benzodithiolone and a fluorescent compound (Ex=465nm, Em=515nm) [1].

WSP-1 (10 µM) can detect sulfide levels in RFL-6 cells where the sulfide donor GYY4137 (10-100 µM) is present[2]. The use of the WSP-1 fluorescent dye enables the detection of hydrogen sulfide (H2S) generation in human vascular smooth muscle cells following H2S donor administration[3]. WSP-1 can applied to track endogenous H2S in tomato (Solanum lycopersicum) roots in site[4].

References:
[1]. Liu C, Pan J, et,al. Capture and visualization of hydrogen sulfide by a fluorescent probe. Angew Chem Int Ed Engl. 2011 Oct 24;50(44):10327-9. doi: 10.1002/anie.201104305. Epub 2011 Sep 6. PMID: 21898737; PMCID: PMC3417056.
[2]. Cortese-Krott MM, Fernandez BO, et,al. Nitrosopersulfide (SSNO(-)) accounts for sustained NO bioactivity of S-nitrosothiols following reaction with sulfide. Redox Biol. 2014 Jan 11;2:234-44. doi: 10.1016/j.redox.2013.12.031. PMID: 24494198; PMCID: PMC3909780.
[3]. Martelli A, Citi V,et,al. Vascular Effects of H2S-Donors: Fluorimetric Detection of H2S Generation and Ion Channel Activation in Human Aortic Smooth Muscle Cells. Methods Mol Biol. 2019;2007:79-87. doi: 10.1007/978-1-4939-9528-8_6. PMID: 31148107.
[4]. Li YJ, Chen J, et,al. In site bioimaging of hydrogen sulfide uncovers its pivotal role in regulating nitric oxide-induced lateral root formation. PLoS One. 2014 Feb 27;9(2):e90340. doi: 10.1371/journal.pone.0090340. PMID: 24587333; PMCID: PMC3937356.

WSP-1是一种选择性和快速响应的活性硫化物荧光探针,专门用于检测生物样品和细胞内环境中的硫化氢(H2S)。WSP-1与H2S选择性快速反应,生成苯二噻吩酮和一种荧光化合物(Ex=465nm, Em=515nm)[1]。

WSP-1 (10 µM)可以检测含有硫化物供体GYY4137 (10-100 µM)的RFL-6细胞中的硫化物水平[2]。使用WSP-1荧光染料可以检测H2S供体给药后人血管平滑肌细胞中硫化氢(H2S)的生成[3]。WSP-1可用于现场跟踪番茄(Solanum lycopersicum)根系中的内源H2S[4]。

实验参考方法

WSP-1 Usage Instructions:

Preparation of Stock Solution: Remove the product from the refrigerator and allow it to equilibrate at room temperature. Centrifuge at low speed for 3-5 minutes. Add an appropriate amount of anhydrous DMSO (Dimethyl Sulfoxide) to the vial and dissolve thoroughly to prepare a 5mM stock solution. Divide the solution into single-use aliquots and store them in the freezer, avoiding repeated freeze-thaw cycles. The stock solution should remain stable for at least three months.

For specific working concentrations, please refer to the literature or adjust as needed based on your experimental requirements.

Protocol for for Fluorescent Detection of Intracellular H2S (Fluorescence Microscopy Examination) by WSP-1 [1]:

  1. 1.Culture HASMCs until they reach approximately 90% confluence. 24 hours before the experiment, seed the cells on 8-well culture slides at a density of 30,000 cells per well and incubate for 24 hours.
  2. 2.After 24 hours, allow the cells to adhere, replace the culture medium with 400 μL of WSP-1(100 μM)working solution, and incubate at 37℃ for 30 minutes.
  3. 3.Replace the WSP-1 working solution with 380 μL of standard buffer and add 20 μL of the required concentration of H2S donor compound.
  4. 4.When WSP-1 reacts with hydrogen sulfide, a detectable fluorescence signal is released at Ex/Em = 465/515 nm. After incubating for 1 hour, wash the cells with 400 μL of DPBS.
  5. 5.Remove the DPBS, and at room temperature, add 200 μL of Bouin's solution to each well to fix the cells for 10 minutes. Remove excess Bouin's solution and wash the cells twice with 400 μL of DPBS.
  6. 6.Use a fluorescence microscope to examine and capture the fluorescence signals.

This protocol only provides a guideline, and should be modified according to your specific needs.

Protocol for Visualizing Intracellular H2S Using WSP-1 [2]:

  1. 1.The roots of seedlings after treatments were transferred to 20 mM Hepes-NaOH (pH 7.5) buffer solution containing 15 μM of WSP-1.
  2. 2.After being incubated in darkness at 25℃ for 40 min, the roots were washed with distilled water three times and were visualized immediately by a fluorescence microscope with a 465/515 nm and an excitation/emission filter set.
  3. 3.For the detection of WSP-1 fluorescence in different reactive sulfur species, WSP-1 with final concentration of 15 μM were added into the following solutions, SDS (sodium dodecyl sulfate, 2 mM), NaHSO4 (2 mM), NaHSO3 (2 mM), Na2SO4 (2 mM), Na2SO3 (2 mM), Na2S2O4 (2 mM), GSSG (glutathione disulfide, 2 mM), sulfonamide (2 mM), GSNO (2 mM), and NaHS (2 mM), respectively. 20 μL of the above solutions were transferred to a glass slide for the visualization with a fluorescence microscope with a 465/515 nm and an excitation/emission filter set.

This protocol only provides a guideline, and should be modified according to your specific needs.

References:

[1]. Martelli A, Citi V,et,al. Vascular Effects of H2S-Donors: Fluorimetric Detection of H2S Generation and Ion Channel Activation in Human Aortic Smooth Muscle Cells. Methods Mol Biol. 2019;2007:79-87. doi: 10.1007/978-1-4939-9528-8_6. PMID: 31148107.

[2]. Li YJ, Chen J, et,al. In site bioimaging of hydrogen sulfide uncovers its pivotal role in regulating nitric oxide-induced lateral root formation. PLoS One. 2014 Feb 27;9(2):e90340. PMID: 24587333

化学性质

Cas No. 1352750-34-5 SDF
别名 荧光探针WSP-1
化学名 3'-methoxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthen]-6'-yl 2-(pyridin-2-yldisulfanyl)benzoate
Canonical SMILES O=C(OC1=CC=C2C(OC3=C(C24C5=CC=CC=C5C(O4)=O)C=CC=C3)=C1)CO=C(OC1=CC=C2C(OC3=C(C24C5=CC=CC=C5C(O4)=O)C=CC(OC)=C3)=C1)C6=C(SSC7=NC=CC=C7)C=CC=C6
分子式 C33H21NO6S2 分子量 591.7
溶解度 2mg/mL in DMSO, 20mg/mL in DMF 储存条件 Store at -20°C, protect from light
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

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1 mg 5 mg 10 mg
1 mM 1.69 mL 8.4502 mL 16.9005 mL
5 mM 0.338 mL 1.69 mL 3.3801 mL
10 mM 0.169 mL 0.845 mL 1.69 mL
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