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Safety Information

5.34331

Sigma-Aldrich

Hypochlorous Acid Fluorescent Probe, PIS

Synonym(s):

Hypochlorous Acid Fluorescent Probe, PIS, 1,3-Dimethyl-1H-imidazo[4,5-b]phenazine-2(3H)-thione, Hypochlorite Fluorescent Probe, MPO Activity Probe

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About This Item

Empirical Formula (Hill Notation):
C15H12N4S
Molecular Weight:
280.35
UNSPSC Code:
12352202

Assay

≥98% (HPLC)

Quality Level

100

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

brown

solubility

DMF: 0.5 mg/mL (Small yellow particles may be visible.)
DMSO: 0.5 mg/mL

fluorescence

λex ~378 nm
λem ~503 nm

storage temp.

2-8°C

General description

A cell-permeable imidazoline-2-thione based compound that acts as a direct, rapid, selective and sensitive fluorescence turn-on detection probe for hypochlorous acid (HOCl; detection limit of 71 nM). Efficiently reacts with hypochlorite to yield fluorescent imidazolium ions, with good water solubility and photostability. Generates negligible fluorescence emission with several other ROS/RNS (H2O2, TBHP, NO•, ROO•, ONOO- and HO•. Shown to efficiently visualize and detect stimulants triggered endogenous HOCl generation in RAW 264.7 macrophages co-cultured with HeLa cells. Dose-dependently images HOCl levels by two-photon fluorescence microscopy in RAW 264.7 cells and in rat hippocampal slices (depth of >100 µm).
A cell-permeable imidazoline-2-thione based compound that acts as a direct, rapid, selective and sensitive fluorescence turn-on detection probe for hypochlorous acid (HOCl; detection limit of 71 nM). Efficiently reacts with hypochlorite to yield fluorescent imidazolium ions, with good water solubility and photostability. Generates negligible fluorescence emission with several other ROS/RNS (H2O2, TBHP, NO·, ROO·, ONOO− and HO·). Shown to efficiently visualize and detect stimulants triggered endogenous HOCl generation in RAW 264.7 macrophages co-cultured with HeLa cells. Also enables to monitor HOCl levels by two-photon image in RAW 264.7 cells and in rat hippocampal slices (depth of >100 µm) in a dose-dependent manner.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
hypochlorous acid

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Xu, Q., et al. 2015. Angew. Chem. Int. Ed.54, 4890.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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