62796-23-0

Basic information

• Product Name: MEROCYANINE 540
• Synonyms: 2-(4-(1,3-dibutyltetrahydro-4,6-dioxo-2-3(2h)-benzoxazolepropanesulfonicaci;2-[4-(1,3-dibutyltetrahydro-4,6-dioxo-2-3(2h)-benzoxazolepropanesulfonicaci;mc540;MEROCYANINE 540;MEROCYANINE 540, FOR FLUORESCENCE;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;Merocyanine 540,99%;Nsc369286
• CAS NO: 62796-23-0
• Molecular Formula: C₂₆H₃₂N₃O₆S₂*Na
• Molecular Weight: 569.67
• Product Categories: AlphabeticalOrganic Conductors and Photovoltaics: OFET and OPV Materials;Fluorescent Indicators and Probes;Dyes;Lipophilic and Membrane Probes;Organic Photovoltaic (OPV) Materials
• Mol File: 62796-23-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 285 °C (dec.)(lit.)
• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble
• BRN: 3585252
• CAS DataBase Reference: MEROCYANINE 540(CAS DataBase Reference)
• NIST Chemistry Reference: MEROCYANINE 540(62796-23-0)
• EPA Substance Registry System: MEROCYANINE 540(62796-23-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: DM4866500
• F: 3-8-10
• Hazardous Substances Data: 62796-23-0(Hazardous Substances Data)

Usage

Description

MEROCYANINE 540 is a fluorescent dye that is widely utilized in various applications due to its unique properties. It is known for its sensitivity as a probe for membrane potential and its ability to selectively stain immature hemopoietic cells in flow cytometry. This makes it a valuable tool in the field of cellular and molecular biology.

Uses

Used in Cellular and Molecular Biology:
MEROCYANINE 540 is used as a sensitive probe for [membrane potential] for [detecting changes in the electrical potential across cell membranes]. This application is crucial in understanding cellular processes and functions.
Used in Flow Cytometry:
MEROCYANINE 540 is used as a selective staining agent for [immature hemopoietic cells] for [identifying and distinguishing these cells from mature cells in flow cytometry]. This helps in studying the development and differentiation of blood cells.
Used in Neuroscience:
MEROCYANINE 540 is used as a fluorescent axonal stain for [visualizing and tracing neuronal structures]. This application aids in the study of neuronal connectivity and the organization of neural circuits.

InChI:InChI=1/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

Relevant articles and documents

Photoisomerization of a sterically constrained merocyanine dye

A particular concern regarding the photophysical properties of merocyanine 540 derivatives, and related cyanine dyes, involves identifying which double bond in the central polyenic bridge undergoes light-induced isomerization. In order to address this issue we have synthesized a novel merocyanine dye in which the first double bond is built into a cyclic structure that prevents isomerization at this site. Contrary to expectations, the dye photoisomerizes with reasonable efficiency, such that the quantum yields of fluorescence and intersystem crossing to the triplet manifold are kept small. For this dye, isomerization must take place at the central double bond. It is further shown that the strategy of inserting bulky or constraining groups into the polyenic bridge is not a viable approach for the development of highly fluorescent merocyanine dyes.