3(2H)-Benzoxazolepropanesulfonicacid,2-[4-(1,3-dibutyltetrahydro-4,6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)-2-buten-1-ylidene]-,sodium salt (1:1)

Names

[ Name ]:
3(2H)-Benzoxazolepropanesulfonicacid,2-[4-(1,3-dibutyltetrahydro-4,6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)-2-buten-1-ylidene]-,sodium salt (1:1)

[Synonym ]:
MEROCYANINE 540
2-[4-(1,3-Dibutyl-1,3,4,6-tetrahydro-4,6-dioxo-2-thioxopyrimidin-5(2H)-ylidene)-2-butenylidene]-3(2H)-benzoxazolepropane-1-sulfonic acid sodium salt
MFCD00013438
2-(4-(1,3-dibutyltetrahydro-4,6-dioxo-2-3(2h)-benzoxazolepropanesulfonicaci
Merocyanin 540

Biological Activity

[Description]:

Merocyanin 540 is a fluorescent membrane probe that selectively stains the membranes of a wide variety of electrically excitable cells, but not those of nonexcitable cells (Ex/Em: 540/580 nm)[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

Guidelines[1] (Following is our recommended protocol. This protocol only provides a guideline, and should be modified according to your specific needs). Labeling of Cells: 1. Wash monolayer cultured cells with isotonic saline with or without 1-5 mM CaCl2 or iso-osmotic sucrose (0.25 M) solutions buffered with 5 mM Tris-Cl (pH 7.4). 2. Expose cells to Merocyanin 540 (1.6 x 10-5 M) in the appropriate buffer for 10 min at room temperature under ambient lighting conditions. 3. Wash extensively and examine by fluorescence microscopy. 4. For protozoa, place 0.05 mL aliquots of washed cultures containing 100-200 organisms on a microscope slide. 5. Add Merocyanin 540 to a final concentration of 1.0-10 μg/mL. 6. Examine cells by fluorescence microscopy. 7. Incubate single cell suspensions or tissue slices with Merocyanin 540 (1.75-5.25 x 10-5 M) and examine by fluorescence microscopy as described for attached cells.

[References]

[1]. Easton TG, et al. Merocyanine 540 as a fluorescent probe of membranes: staining of electrically excitable cells. Cell. 1978 Mar;13(3):475-86.

[2]. Lagerberg JW, et al. Factors affecting the amount and the mode of merocyanine 540 binding to the membrane of human erythrocytes. A comparison with the binding to leukemia cells. Biochim Biophys Acta. 1995 May 4;1235(2):428-36.

Chemical & Physical Properties

[ Melting Point ]:
285ºC (dec.)(lit.)

[ Molecular Formula ]:
C₂₆H₃₂N₃NaO₆S₂

[ Molecular Weight ]:
569.66900

[ Exact Mass ]:
569.16300

[ PSA ]:
156.36000

[ LogP ]:
4.22630

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DM4866500

CHEMICAL NAME :: 3(2H)-Benzoxazolepropanesulfonic acid, 2-(4-(1,3-dibutyltetrahydro-4,6-dioxo-2-thioxo-5(2H)- pyrimidinylidene)-2-butenylidene)-, sodium salt

CAS REGISTRY NUMBER :: 62796-23-0

LAST UPDATED :: 199706

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C26-H32-N3-O6-S2.Na

MOLECULAR WEIGHT :: 569.72

WISWESSER LINE NOTATION :: T56 BNYOJ B3SWO CU2U2U- ET6NYNVYVJ A4 BUS C4 &-NA-

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 :: 84 mg/kg

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

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4775625

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

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
S26;S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DM4866500

Articles

Fluorescence ratiometric properties induced by nanoparticle plasmonics and nanoscale dye dynamics.

ScientificWorldJournal 2013 , 624505, (2013)

Nanoscale transport of merocyanine 540 within/near the plasmon field of gold nanoparticles was recognized as an effective inducer of single-excitation dual-emission ratiometric properties. With a high...

Acrosin activity is a good predictor of boar sperm freezability.

Theriogenology 83 , 1525-33, (2015)

The main aim of this study was to determine whether acrosin activity could predict boar sperm freezability. For this purpose, we characterized the changes in sperm quality and acrosin activity through...

B cell development in the spleen takes place in discrete steps and is determined by the quality of B cell receptor-derived signals.

J. Exp. Med. 190 , 75-89, (1999)

Only mature B lymphocytes can enter the lymphoid follicles of spleen and lymph nodes and thus efficiently participate in the immune response. Mature, long-lived B lymphocytes derive from short-lived p...