TRFS-green is a highly selective off−on fluorescent probe for imaging thioredoxin reductase (TrxR) in living cells. TRFS-green has the maximum absorbance at around 373 nm.

Product information

CAS Number: 1513848-14-0

Molecular Weight: 416.51

Formula: C20H20N2O4S2

Chemical Name: 1,2-dithiolan-4-yl N-{3-butyl-2,4-dioxo-3-azatricyclo[7.3.1.0⁵,¹³]trideca-1(13),5,7,9,11-pentaen-8-yl}carbamate

Smiles: CCCCN1C(=O)C2C=CC=C3C=2C(=CC=C3NC(=O)OC2CSSC2)C1=O

InChiKey: MUAYCZWBPDUZKR-UHFFFAOYSA-N

InChi: InChI=1S/C20H20N2O4S2/c1-2-3-9-22-18(23)14-6-4-5-13-16(8-7-15(17(13)14)19(22)24)21-20(25)26-12-10-27-28-11-12/h4-8,12H,2-3,9-11H2,1H3,(H,21,25)

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

TRFS-green itself emits at ∼480 nm when excited at 377 nm. TRFS-green displays a green fluorescence off−on change induced by the TrxR-mediated disulfide cleavage and subsequent intramolecular cyclization to liberate the masked naphthalimide fluorophore. The fluorescence signal of TRFS-green in living cells was inhibited by pretreating the cells with TrxR inhibitor in a dose-dependent manner, potentiating the development of living cell-based screening assay for identifying TrxR inhibitors. After incubating the cells with TRFS-green (10 μM) for 4 h, the bright green fluorescence appears. TRFS-green shows no response to GSH or Cys, the predominant thiols in cells, or the endogenous reducing agents, such as vitamin C and NADPH. TRFS-green is the first fluorescent probe of TrxR with a green emission. However, the response rate of TRFS-green to the enzyme is slow, and it takes more than 2 h to reach the maximal fluorescence signal even using tris(2-carboxyethyl)phosphine (TCEP) as a reducing agent.

Products are for research use only. Not for human use.