Solvent Green 7

Names

[ Name ]:
Solvent Green 7

[Synonym ]:
Trisodium 8-hydroxy-1,3,6-pyrenetrisulfonate
Solvent Green 7
trisodium,8-hydroxypyrene-1,3,6-trisulfonate
EINECS 228-783-6
1,3,6-Pyrenetrisulfonic acid, 8-hydroxy-, sodium salt (1:3)
MFCD00037575
trisodium 8-hydroxypyrene-1,3,6-trisulfonate

Biological Activity

[Description]:

Pyranine as a new class of fluorescent chemosensor for the Cu+ ion is reported.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Dye Reagents

Research Areas >> Others

[In Vitro]

Pyranine is capable of discriminating ranges of cations from the Cu+ ion, even in competing environment. Pyranine displays a rapid fluorescence response (t1/2=1.66 min) towards the Cu+ ion, and the micromolar detection limit enables the detection of the ion in environmental samples. The observed stoichiometry of complexation between Pyranine and Cu+ is 2:1[1]. The pH-sensitive fluorescent indicator Pyranine is studied to determine its usefulness as probes for the living cornea and anterior chamber. Pyranine has properties which render it almost ideally suited for this purpose. Adequate concentrations are reached in the cornea and anterior chamber after topical administration; measurements can be made by fluorophotometry for many hours. The pH is calculated by measuring the ratio of fluorescent intensity at two excitation wavelengths, I463/I404, a measurement which is dependent on pH but independent of the concentration of the fluorophore and other variables which can alter the intensity. In the rabbit eye, Pyranine in the cornea and anterior chamber is observed to undergo easily measurable changes in fluorescent ratios associated with lid closure and contact lens wear, indicating its sensitivity to mild changes in pH[2]. Pyranine (Py) is a fluorescence probe[3].

[Cell Assay]

PAAm-κC composite gels are prepared by free-radical copolymerization using 0.71 g of AAm, 0.01 g of BIS (N, N’-methylenebisacrylamide), 0.008 g of APS (ammonium persulfate) and 2 µl of TEMED (tetramethylethylenediamine) are dissolved in 5 mL of distilled water (pH 6.5) by heating. The heated mixture solution is held at 80°C. Then different amounts of κ-carrageenan (0.5, 1, 1.5, 2, 2.5 and 3 (w/v) % κC) are added. Pyranine (Py) is used in the PAAm–κC composites as a fluorescence probe, which is a derivative of pyrene possessing three SO3- groups, which can form bonds with positive charges on the gel. Pyranine (Py) concentration is kept constant at 4×10-4 M, for all experiments. The solution is stirred (200 rpm) for 15 min to achieve a homogenous sample solution. All samples are deoxygenated by bubbling nitrogen for 10 min just before the polymerization process. The drying and swelling experiments of disc-shaped PAAm–κC composite gels prepared are performed in air and in water, respectively, at various temperatures (30, 40, 50, and 60°C). A model LS-50 spectrometer equipped with a temperature controller is used for fluorescence intensity measurements, which are made at a 90° position and spectral bandwidths are kept at 5 nm. Disc-shaped gel samples are placed on the wall of a 1-cm path-length square quartz cell filled with air and/or water for the drying and swelling experiments[3].

[References]

[1]. Saha T, et al. In vitro sensing of Cu(+) through a green fluorescence rise of pyranine. Photochem Photobiol Sci. 2014 Oct;13(10):1427-33.

[2]. Thomas JV, et al. The fluorescent indicator pyranine is suitable for measuring stromal and cameral pH in vivo. Exp Eye Res. 1990 Mar;50(3):241-9.

[3]. Evingür GA, et al. Kinetic models for the dynamical behavior of polyacrylamide (PAAm)-κ-carrageenan (κC) composite gels. J Biol Phys. 2015 Jan;41(1):37-47.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
2.15

[ Boiling Point ]:
171-178 °C10 mm Hg(lit.)

[ Melting Point ]:
62-63.5 °C(lit.)

[ Molecular Formula ]:
C₁₆H₇Na₃O₁₀S₃

[ Molecular Weight ]:
524.385

[ Flash Point ]:
250 °C

[ Exact Mass ]:
523.889465

[ PSA ]:
216.97000

[ LogP ]:
4.24430

[ Water Solubility ]:
300 g/L (25 ºC)

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UR2700000

CHEMICAL NAME :: 1,3,6-Pyrenetrisulfonic acid, 8-hydroxy-, trisodium salt

CAS REGISTRY NUMBER :: 6358-69-6

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C16-H7-O10-S3.3Na

MOLECULAR WEIGHT :: 524.38

WISWESSER LINE NOTATION :: L666 B6 2AB PJ DSWO HSWO KQ OSWO &-NA- 3

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1050 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 44,225,1978 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X8711 No. of Facilities: 2864 (estimated) No. of Industries: 12 No. of Occupations: 39 No. of Employees: 226640 (estimated) No. of Female Employees: 180101 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S36/37-S37/39-S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
UR2700000

[ HS Code ]:
3204170000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2906299090

[ Summary ]:
2906299090 other aromatic alcohols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

Articles

Synthesis and Characterization of 8-O-Carboxymethylpyranine (CM-Pyranine) as a Bright, Violet-Emitting, Fluid-Phase Fluorescent Marker in Cell Biology.

PLoS ONE 10 , e0133518, (2015)

To avoid spectral interference with common fluorophores in multicolor fluorescence microscopy, a fluid-phase tracer with excitation and emission in the violet end of the visible spectrum is desirable....

In vitro transport activity of the fully assembled MexAB-OprM efflux pump from Pseudomonas aeruginosa.

Nat. Commun. 6 , 6890, (2015)

Antibiotic resistance is a major public health issue and many bacteria responsible for human infections have now developed a variety of antibiotic resistance mechanisms. For instance, Pseudomonas aeru...

Glucose Synthesis in a Protein-Based Artificial Photosynthesis System.

Appl. Biochem. Biotechnol. 177 , 105-17, (2015)

The objective of this study was to understand glucose synthesis of a protein-based artificial photosynthesis system affected by operating conditions, including the concentrations of reactants, reactio...

Related Compounds

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