AcroleinRED (Cat. No. FDV-0022)

AcroleinRED (Cat. No. FDV-0022)

Price: $350.00
  • Item #: FDV-0022
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The world's first Acrolein Detection Reagent in Live Cells

  

 

Acrolein, which is found in a common dietary and environmental pollutant, is known as a highly toxic metabolite for cells. Not only in outer environment, but also acrolein is endogenously gererated in cells, especially under the oxidative stress condition.

 

Acrolein has being researched for more than half-century and many detection methods were developed, such as fluorometric method, mass spectromy or antibody based detection method, etc. However, conventional methods are not appropriate for the detection in live cells and show poor selectivity and sensitivity.

 

Our AcroleinRED is the world first cell-based acrolein-detection reagent in live cells condition without any pre-treatment and cell lysis. This reagent is based on novel phenylazide-acrolein click chemistry discovered by Drs. Katsunori Tanaka and Ambara Pradipta (Ref.1). AcroleinRED specifically react with either extracellular acrolein conjugate released from cell surfacelipids or intracellular acrolein generated via enzymatic pathway and label acrolein with TAMRA fluorophore.

 

In case of extracellular labeling, TAMRA-labeled acrolein is immediately incorporated into cells through the endocytosis pathway. Subsequently, the TAMRA-labeled acrolein conjugate reacts with biomolecules such as proteins and remain in the cells.

 

This product has been commercialized with the support of Biofunctional Synthetic Chemistry Laboratory, Cluster for Pioneering Research, RIKEN.

Features
・ Specifically labels acrolein

    - no reaction against other unsaturated aldehyde such as crotonaldehyde, trans-2-octenal, and methacrolein

      or styrene.

・ High sensitivity

    - detection limit is 100 nM.
・ Can be detected by filter set for Rhodamine (Ex./Em. = 560 / 585 nm)
・ Cell permeable : compatible with live cell imaging
・ No pretreatments : Just add, incubate and wash.

・ Can do semi-quantification of total acrolein amount by intracellular fluorescence intensity.

 

Chemical Information
・ Molecular weight : 560 g/mol                                      
・ Solubility : Soluble in DMSO
・ Fluorophore : TAMRA (red fluorescent dye)

 

Overview of handling procedure

 

 

Example Data

 

Fig.1 Observation of oxidative stress-induced acrolein production
HUVECs were pretreated with 0-1000 μM H2O2 for 2 hours and subsequently treated with 10 μM  AcroleinRED for 30 min.

 

Right after labeling, cells were washed, stained with hoechest and observed under live cell condition. In the absence of H2O2,

 

the acrolein endogenously produced by HUVECs was observed.

 

Intracellular TAMRA signals were increased in H2O2 dose-dependent manner compared with the endogenous acrolein level.
Note: Ref.1 confirmed AcroleinRED did not react with H2O2 directly. Please refer to Ref.1 for the detail of the experiments.

 


 

Fig.2 Observation of reactive oxygen species (ROS)-induced acrolein production
HUVECs were treated with 25 μM  menadione, an inducer of reactive oxygen species, for 0-60 min and subsequently treated with

 

Total ROS detection dye (Enzo Life Science) and AcroleinRED for 60 min. After labeling, fluorescent signal of ROS (green)

 

or acrolein (red) was observed.

 

By the addition of menadione, ROS were immediately increased. In contrast, the acrolein level started to increase 60 min

 

after menadione treatment. Namely, the late stage production of acrolein through ROS-initiated process was clearly imaged by using AcroleinRED.

 

 

Reference

1. A.R. Paradipt, M. Taichi, I. Nakase, E. Saigitbatalova, A. Kurbangalieva, S. Kitazume, N. Taniguchi, K. Tanaka, ACS Sens., 1, 623-632 (2016)

 

Uncatalyzed Click Reaction between Phenyl Azides and Acrolein: 4-Formyl-1,2,3-Triazolines as

 

“Clicked” Markers for Visualizations of Extracellular Acrolein Released from Oxidatively Stressed Cells.

 

 

Related product

 

See PolyamineRED

 

 


 

 

 

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