Key Documents

D8064

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

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

≥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

UNSPSC Code:

12171500

PubChem Substance ID:

329798855

NACRES:

NA.47

MDL number:

MFCD03453609

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Properties

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

technique(s)

titration: suitable

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

Description

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Measurement and analysis of sarcomere length in rat cardiomyocytes in situ and in vitro.

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

Stationary and drifting spiral waves of excitation in isolated cardiac muscle.

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

Optogenetic Manipulation of Postsynaptic cAMP Using a Novel Transgenic Mouse Line Enables Synaptic Plasticity and Enhances Depolarization Following Tetanic Stimulation in the Hippocampal Dentate Gyrus.

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

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