TRFS-green - ≥97% , CAS No.1513848-14-0

CAS: 1513848-14-0 Cat. No.: T648844 Peso molecular: 416.51 PubChem CID: 73670302

GRADE & PURITY ≥97%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

TRFS-green is a highly selective off−on fluorescent probe for imaging selenoprotein thioredoxin reductase (TrxR) in living cells. TRFS-green has the maximum absorbance at around 373 nm. After it is activated by TrxR , the maximum absorbance shifts to around 440 nm.

In Vitro

TRFS-green displays a green fluorescence off−on change induced by TrxR-mediated disulfide cleavage and subsequent intramolecular cyclization to liberate the masked naphthalimide fluorophore. TRFS-green gives a signal at ~480 nm when excited at 377 nm. Pretreatment of living cells with TrxR inhibitors in a dose-dependent manner can inhibit the fluorescence signal of TRFS-green in living cells, thereby facilitating the development of living cell-based screening assays for TrxR inhibitors. 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. Measure TrxR activity in crude cell extracts: Incubate cell lysates with TRFS-green for an appropriate time (usually 1-2 hours), and measure fluorescence intensity by fluorimeter (Em= 540 nm, Ex=440 nm). It is also possible to monitor the time-dependent increase in fluorescence (Em=540 nm, Ex=440 nm) over a given period of time. Cells treated with TRFS-green (10 μM; 2-4 h) can be observed through the green fluorescent channel of the microscope. Note: In order to obtain a clear fluorescence image, it is recommended to wash the cells with PBS or fresh medium immediately before taking pictures to remove residual TRFS-green. 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. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Especificaciones y pureza

≥97%

Mecanismos bioquímicos y fisiológicos

TRFS-green is a highly selective off−on fluorescent probe for imaging selenoprotein thioredoxin reductase (TrxR) in living cells. TRFS-green has the maximum absorbance at around 373 nm. After it is activated by TrxR , the maximum absorbance shifts to arou

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥97%

Nombres e identificadores

• Sonrisas canónicas: CCCCN1C(=O)C2=C3C(=C(C=C2)NC(=O)OC4CSSC4)C=CC=C3C1=O
• IUPAC Name: dithiolan-4-yl N-(2-butyl-1,3-dioxobenzo[de]isoquinolin-6-yl)carbamate
• InChIKey: MUAYCZWBPDUZKR-UHFFFAOYSA-N
• 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)
• Isómeros SMILES: CCCCN1C(=O)C2=C3C(=C(C=C2)NC(=O)OC4CSSC4)C=CC=C3C1=O
• PubChem CID: 73670302
• Peso molecular: 416.51

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Isoquinolines and derivatives
      • Subclass Isoquinolones and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Isoquinolines and derivatives
• Subclass: Isoquinolones and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Isoquinolones and derivatives
• Alternative Parents: Naphthalenes N-substituted carboxylic acid imides Carbamate esters 1,2-dithiolanes Organic disulfides Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Isoquinolone - Naphthalene - Carboxylic acid imide, n-substituted - Benzenoid - Carboxylic acid imide - Dithiolane - Carbamic acid ester - 1,2-dithiolane - Organic disulfide - Carboxylic acid derivative - Azacycle - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Solubilidad: DMSO : 25 mg/mL (60.02 mM; Need ultrasonic)