Merocyanin 540

Chemodex
Product Code: CDX-M0033
Supplier: Chemodex
CodeSizePrice
CDX-M0033-M100100 mg£96.00
Quantity:
CDX-M0033-M500500 mg£353.00
Quantity:
CDX-M0033-G0055 g£2,061.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20 °C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
MC-540
Appearance:
Deep violet powder.
CAS:
62796-23-0
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H315, H319, H335
InChi:
InChI=1S/C26H33N3O6S2.Na/c1-3-5-16-28-24(30)20(25(31)29(26(28)36)17-6-4-2)12-7-10-15-23-27(18-11-19-37(32,33)34)21-13-8-9-14-22(21)35-23;/h7-10,12-15H,3-6,11,16-19H2,1-2H3,(H,32,33,34);/q;+1/p-1/b10-7+,23-15-;
InChiKey:
OSQUFVVXNRMSHL-LTHRDKTGSA-M
Long Description:
Chemical. CAS: 62796-23-0. Formula: C26H32N3NaO6S2. MW: 569.67. Synthetic. Sensitive probe for membrane potential (Ex/Em: 555/578nm in methanol). Selective staining of immature hemopoietic cells in flow cytometry.
MDL:
MFCD00013438
Molecular Formula:
C26H32N3NaO6S2
Molecular Weight:
569.67
Package Type:
Vial
Precautions:
P261, P305, P351, P338
Product Description:
Merocyanine 540 (MC-540) is an anionic, lipophilic sensitive fluorescent probe for membrane potential. It is a sodium salt of sulfonic acid, with a chain of four conjugated methine groups, a substituted benzoxazole ring at one end, and substituted thiobarbituric acid at the other end. MC-540 was originally developed as a photosensitizer for photographic emulsions. However, its main importance today is in biology and medicine. It is widely used as a biological probe in membrane studies (fluorescent probe for studies of membrane systems, optical probe for transmembrane potentials), for characterization of the multidrug resistance phenotype, for photo-induced cytotoxicity as a highly effective drug against human malignant cells (photodynamic purging of neoplastic cells in bone marrow explants - leukemia, treatment of lymphomas and metastatic neuroblastomas) and other diseases (malaria, Herpes simplex, HIV). MC-540 has been shown to be a selective stain for leukemic and immature hemopoietic cells in flow cytometry. Spectral Data: Ex/Em: 560/579nm (see Reference 10 for excitation of different solvents). MC-540 is spectrally similar to Alexa Fluor 546, Cy3 (Cyanine-3), Sulforhodamine B, TAMRA and Sulforhodamine B sulfonyl chloride.
Purity:
>90% (HPLC)
Signal word:
Warning
SMILES:
[Na+].CCCCN1C(=O)C(=CC=CC=C2/OC3=CC=CC=C3N2CCCS([O-])(=O)=O)C(=O)N(CCCC)C1=S
Solubility Chemicals:
Soluble in DMSO, ethanol, methanol or water.
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Fluorescent Reagents
UNSPSC Number:
41105331
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

(1) K.W. Kinnally, et al.; Biochem. 17, 3419 (1978) | (2) T.G. Easton, et al.; Cell 13, 475 (1978) | (3) P.I. Lelkes & I.R. Miller; J. Membr. Biol. 52, 1 (1980) | (4) K. Masamoto, et al.; Biochim. Biophys. Acta 638, 108 (1981) | (5) P. Williamson, et al.; Biochim. Biophys. Acta 732, 387 (1983) | (6) N.S. Dixit & R.A. Mackay; JACS 105, 2928 (1983) | (7) F. Sieber, et al.; Photochem. Photobiol. 46, 1035 (1987) | (8) F. Belloc, et al.; Cytometry 9, 19 (1988) | (9) M. Castedo, et al.; J. Immunol. 157, 512 (1996) | (10) C. Pakanyi, et al.; In: Analytical Use of Fluorescent Probes in Oncology p371-382 (1996) | (11) H.A. Wilson-Ashworth, et al.; Bioph. J. 91, 4091 (2006) | (12) S.K. Krumova, et al.; Biochim. Biophys. Acta, Biomemb. 1778, 2823 (2008) | (13) D. Mukherjee, et al.; Colloids Surf B Biointerfaces 196, 111363 (2020)

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