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D8064

Sigma-Aldrich

4-(2-(6-(Dibutylamino)-2-naphthalenyl)ethenyl)-1-(3-sulfopropyl)pyridinium hydroxide inner salt

≥95% purity (HPLC), solid

Synonym(s):

Di-4-ANEPPS

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About This Item

Empirical Formula (Hill Notation):
C28H36N2O3S
CAS Number:
90134-00-2
Molecular Weight:
480.66
MDL number:
MFCD03453609
UNSPSC Code:
12171500
PubChem Substance ID:
329798855
NACRES:
NA.47

product name

4-(2-(6-(Dibutylamino)-2-naphthalenyl)ethenyl)-1-(3-sulfopropyl)pyridinium hydroxide inner salt, ≥95% (HPLC), solid

Quality Level

100

Assay

≥95% (HPLC)

form

solid

mol wt

480.66

color

orange to dark red

solubility

DMF: soluble
DMSO: soluble
ethanol: soluble

ε (extinction coefficient)

≥38000 at 493-499 nm in methanol

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

CCCCN(CCCC)c1ccc2cc(\C=C\c3cc[n+](CCCS([O-])(=O)=O)cc3)ccc2c1

InChI

1S/C28H36N2O3S/c1-3-5-17-30(18-6-4-2)28-13-12-26-22-25(10-11-27(26)23-28)9-8-24-14-19-29(20-15-24)16-7-21-34(31,32)33/h8-15,19-20,22-23H,3-7,16-18,21H2,1-2H3

InChI key

HAPJROQJVSPKCJ-UHFFFAOYSA-N

Related Categories

Application

4-(2-(6-(Dibutylamino)-2-naphthalenyl)ethenyl)-1-(3-sulfopropyl)pyridinium hydroxide inner salt has been used as a voltage sensitive dye in cardiac cells.

Biochem/physiol Actions

Membrane potential dye that responds to changes in membrane potential monitored by fluorescence excitation changes at 440 and 505 nm; correlated to changes in membrane potential of the cell.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT0129
MKCT0643
MKCS0172
MKCS1693
MKCS1259

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J M Davidenko et al.
Nature, 355(6358), 349-351 (1992-01-23)
Excitable media can support spiral waves rotating around an organizing centre. Spiral waves have been discovered in different types of autocatalytic chemical reactions and in biological systems. The so-called 're-entrant excitation' of myocardial cells, causing the most dangerous cardiac arrhythmias
G Bub et al.
American journal of physiology. Heart and circulatory physiology, 298(5), H1616-H1625 (2010-03-17)
Sarcomere length (SL) is an important determinant and indicator of cardiac mechanical function; however, techniques for measuring SL in living, intact tissue are limited. Here, we present a technique that uses two-photon microscopy to directly image striations of living cells
Thomas T Luyben et al.
Frontiers in neural circuits, 14, 24-24 (2020-06-26)
cAMP is a positive regulator tightly involved in certain types of synaptic plasticity and related memory functions. However, its spatiotemporal roles at the synaptic and neural circuit levels remain elusive. Using a combination of a cAMP optogenetics approach and voltage-sensitive
Katharine M Dibb et al.
Circulation. Heart failure, 2(5), 482-489 (2009-10-08)
In ventricular myocytes, the majority of structures that couple excitation to the systolic rise of Ca(2+) are located at the transverse tubular (t-tubule) membrane. In the failing ventricle, disorganization of t-tubules disrupts excitation contraction coupling. The t-tubule membrane is virtually
James E Reeve et al.
Biophysical journal, 103(5), 907-917 (2012-09-27)
Numerous dyes are available or under development for probing the structural and functional properties of biological membranes. Exogenous chromophores adopt a range of orientations when bound to membranes, which have a drastic effect on their biophysical behavior. Here, we present
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