Sulforhodamine B

Base Information

• Chemical Name: Sulforhodamine B
• CAS No.: 2609-88-3
• Deprecated CAS: 10090-50-3,127648-55-9,226423-67-2,1107693-26-4,1108791-82-7,1803337-74-7,2567860-20-0,1107693-26-4,127648-55-9,226423-67-2
• Molecular Formula: C27H30 N2 O7 S2
• Molecular Weight: 557.6589
• Hs Code.: 32041900
• European Community (EC) Number: 220-025-2
• DSSTox Substance ID: DTXSID4048068
• Wikipedia: Sulforhodamine_B
• Wikidata: Q2452042
• ChEMBL ID: CHEMBL4302011
• Mol file: 2609-88-3.mol

Synonyms:Acid Red;acid red, isoxanthene;C.I. 45100;C.I. acid red 52;caries check;erio acid red;kiton red S;lissamine rhodamine B;lissamine rhodamine B, sodium salt;R-106;sulforhodamine B;sulforodamine B;sulphorhodamine B

Chemical Property of Sulforhodamine B

Chemical Property:

• Appearance/Colour: GREEN TO BROWN POWDER, CRYSTALS OR CRYSTALLINE POWDER OR red solid
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.6900 (estimate)
• PSA: 147.72000
• Density: 1.2175 (rough estimate)
• LogP: 6.17520
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 558.14944365
• Heavy Atom Count: 38
• Complexity: 1170

Purity/Quality:

98%,99%, ^*data from raw suppliers

Sulforhodamine B, acid form laser grade, Dye content 95 % ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CC)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](CC)CC)C=C3O2)C4=C(C=C(C=C4)S(=O)(=O)O)S(=O)(=O)[O-]
• Uses: pH sensitive of SRB towards it reactivity to living cells renders it useful for scaling drug induced cytotoxicity and cell proliferations. SRB assay was used to monitor the enzymatic activity of living cells.

Refernces

Selective fluorescent nonpeptidic antagonists for vasopressin V₂ GPCR: Application to ligand screening and oligomerization assays.

10.1021/jm3006146

This study focuses on the development of high-affinity, selective fluorescent nonpeptidic antagonists for the arginine-vasopressin V2 receptor (AVP V2R). The researchers synthesized a series of fluorescent benzazepine ligands using "Click" chemistry, incorporating various dyes such as Lissamine Rhodamine B (LRB), DY647, and Lumi4-Tb. The ligands were designed to retain the pharmacological profile of nonlabeled probes while being suitable for high-throughput screening (HTS) and studying receptor oligomerization. The most potent ligand, compound 9p labeled with LRB, exhibited a high affinity for V2R (4.0 nM) and excellent selectivity. These fluorescent ligands enabled the development of a V2R time-resolved FRET-based assay and were used to investigate V1aR-V2R dimerization on cell surfaces. The study highlights the importance of these ligands in understanding GPCR functioning and their potential applications in drug discovery for various diseases related to the vasopressin system.