Merocyanine 540

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Merocyanine 540

Merocyanine 540 | 62796-23-0

Catalog Number F02-0090
Category Other Cyanine
Molecular Formula C26H32N3NaO6S2
Molecular Weight 569.67
Catalog Number Size Price Quantity
F02-0090 -- $--

Product Introduction

Merocyanine 540 is a fluorescent dye widely used in biomedicine. It is commonly applied in cell imaging and flow cytometry to detect various diseases, including cancer and neurodegenerative disorders. This versatile compound exhibits strong absorption and emission characteristics, making it an ideal tool for studying cellular processes and diagnosing different pathological conditions.

Chemical Information

Synonyms Merocyanine-540;3(2H)-Benzoxazolepropanesulfonic acid, 2-(4-(1,3-dibutyltetrahydro-4,6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)-2-buten-1-ylidene)-, sodium salt (1:1); 3(2H)-Benzoxazolepropanesulfonic acid, 2-(4-(1,3-dibutyltetrahydro-4,6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)-2-butenylidene)-, sodium salt; 3(2H)-Benzoxazolepropanesulfonic acid, 2-[4-(1,3-dibutyltetrahydro- 4,6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)-2-butenylidene ]-, sodium salt 3(2H)-Benzoxazolepropanesulfonic acid, 2-[4-(1,3-dibutyltetrahydro-4,6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)-2-butenylidene]-, sodium salt; 3(2H)-Benzoxazolepropanesulfonicacid,2-[4-(1,3-dibutyltetrahydro-4,6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)-2-buten-1-ylidene]-,sodium salt(1:1)
IUPAC Name sodium;3-[(2Z)-2-[(E)-4-(1,3-dibutyl-4,6-dioxo-2-sulfanylidene-1,3-diazinan-5-ylidene)but-2-enylidene]-1,3-benzoxazol-3-yl]propane-1-sulfonate
Canonical SMILES [Na+].CCCCN1C(=O)C(=C\C=C\C=C2/Oc3ccccc3N2CCCS([O-])(=O)=O)\C(=O)N(CCCC)C1=S
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-;
InChI Key OSQUFVVXNRMSHL-LTHRDKTGSA-M
  • Product Specification
  • Application
Excitation 559
Emission 579
Storage 24 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light.
Signal Warning
GHS Hazard Statements H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement Codes P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

Merocyanine 540, a fluorescent dye with diverse scientific and medical applications, shines brightly in the realm of cutting-edge research.

Photodynamic Therapy: Harnessing the power of Merocyanine 540, photodynamic therapy emerges as a potent weapon against cancer cells, selectively targeting and extinguishing them with precision. Upon exposure to specific light wavelengths after administration, this dynamic dye unleashes reactive oxygen species that orchestrate cell demise. This technique holds promise for combating certain cancers while preserving the integrity of neighboring healthy tissues.

Cell Membrane Studies: Venturing into the intricate world of cell biology, Merocyanine 540 takes center stage in unraveling the mysteries of cell membrane dynamics and properties. With an affinity for lipid bilayers, this dye serves as a window into monitoring changes in membrane potential and structural integrity, crucial for deciphering a myriad of physiological processes and pathologies intertwined with the cell membrane’s essence.

Apoptosis Detection: Embark on a quest through the realms of flow cytometry, where Merocyanine 540 plays a pivotal role in detecting apoptotic cells. As cells undergo apoptosis, exposing phosphatidylserine residues on their outer membrane leaflet, this versatile dye binds with finesse. Researchers can thus quantify and scrutinize apoptosis within cell populations, paving the way for breakthrough insights in cancer research and innovative drug development endeavors.

Mitochondrial Function: Dive deep into the realm of mitochondrial dynamics with Merocyanine 540 as your guide, offering a gateway to assessing mitochondrial function and vitality. With a proclivity for active mitochondria, owing to their membrane potential, this radiant dye emerges as a beacon for monitoring mitochondrial activity within living cells. Unveiling insights into cellular metabolism, aging processes, and the enigmatic realms of neurodegenerative diseases, this application of Merocyanine 540 sheds light on the intricate tapestry of biological intricacies.

Computed Properties

Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 8
Rotatable Bond Count 12
Exact Mass 569.16302238 g/mol
Monoisotopic Mass 569.16302238 g/mol
Topological Polar Surface Area 151Ų
Heavy Atom Count 38
Formal Charge 0
Complexity 1020
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 2
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 2
Compound Is Canonicalized Yes

Patents

Publication NumberTitlePriority Date
US-2022315614-A1 Reducing agents and uses thereof 2021-03-19
JP-2022135969-A NEURON CELL DEVICE, MANUFACTURING METHOD THEREOF, AND NEURAL ACTIVITY EVALUATION METHOD 2021-03-03
WO-2022147171-A1 Pristine graphene based biosensor for biomarker detection and related core particles, materials compositions methods and systems 2020-12-30
WO-2022147179-A1 Nanosensors for rapid identification of lung conditions 2020-12-30
WO-2022125673-A1 Cell-penetrating peptides and peptide complexes and methods of use 2020-12-09
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