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H4290

Sigma-Aldrich

Hydroxyphenyl fluorescein solution

5 mM in DMF

Synonym(s):

Hydroxyphenyl fluorescein, 2-[6-(4′-hydroxy)phenoxy-3H-xanthen-3-on-9-yl]benzoic acid, HPF

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About This Item

Empirical Formula (Hill Notation):
C26H16O6
Molecular Weight:
424.40
EC Number:
200-679-5
UNSPSC Code:
12352108
NACRES:
NA.32

Quality Level

200

concentration

5 mM in DMF

fluorescence

λex 490 nm; λem 515 nm

storage temp.

2-8°C

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General description

Hydroxyphenyl fluorescein solution, also known as HPF is a fluorescent probe, which upon oxidation by the hydroxyl radical (HO) returns a brilliant green fluorescence (HPF-ox). Increased HPF signals in antibiotic-exposed bacterial cells are explained by fluorescence associated with increased cell size, not by ROS levels. In cells incubated with the HPF probe and exposed to ampicillin and norfloxacin with HPF fluorescence correlated linearly.

Application

Hydroxyphenyl fluorescein solution is used to detect highly reactive oxygen species (hROS). It is a suitable probe to detect cellular death caused by bacterial antibiotics.
Fluorescent reagent for the detection of highly reactive oxygen species (hROS). Fluorescence intensity increases after the immediate reaction with hROS such as hydroxyl radical and peroxynitrite. Since HPF does not react with nitric oxide, superoxide and hydrogen peroxide, it can differentially detect peroxynitrite. HPF is resistant to light-induced autoxidation.

Features and Benefits

The following are the benefits of Hydroxyphenyl fluorescein solution:

  • HPF is resistant to light-induced autooxidation.
  • Hypochlorite(-OCl) does not react with HPF.
  • HPF does not react with nitric oxide, superoxide, and hydrogen peroxide. 
  • HPF has low reactivity with HOCl.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

135.5 °F - (Dimethylformamide)

Flash Point(C)

57.5 °C - (Dimethylformamide)

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Ken-ichi Setsukinai et al.
The Journal of biological chemistry, 278(5), 3170-3175 (2002-11-07)
We designed and synthesized 2-[6-(4'-hydroxy)phenoxy-3H-xanthen-3-on-9-yl]benzoic acid (HPF) and 2- [6-(4'-amino)phenoxy-3H-xanthen-3-on-9-yl]benzoic acid (APF) as novel fluorescence probes to detect selectively highly reactive oxygen species (hROS) such as hydroxyl radical (*OH) and reactive intermediates of peroxidase. Although HPF and APF themselves scarcely
Michael A Kohanski et al.
Cell, 130(5), 797-810 (2007-09-07)
Antibiotic mode-of-action classification is based upon drug-target interaction and whether the resultant inhibition of cellular function is lethal to bacteria. Here we show that the three major classes of bactericidal antibiotics, regardless of drug-target interaction, stimulate the production of highly

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