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D1065

4-(2-[6-(Dioctylamino)-2-naphthalenyl]ethenyl)-1-(3-sulfopropyl)pyridinium inner salt

Name: 4-(2-[6-(Dioctylamino)-2-naphthalenyl]ethenyl)-1-(3-sulfopropyl)pyridinium inner salt
Brand: SIAL

≥95% purity (HPLC), solid

Synonym(s):

Di-8-ANEPPS

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About This Item

Empirical Formula (Hill Notation):

C₃₆H₅₂N₂O₃S

CAS Number:

157134-53-7

Molecular Weight:

592.87

UNSPSC Code:

12171500

PubChem Substance ID:

329798667

NACRES:

NA.47

MDL number:

MFCD03453608

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Product Name

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

Quality Level

100

assay

≥95% (HPLC)

form

solid

mol wt

592.88

color

orange to red

solubility

DMSO: soluble, ethanol: soluble

ε (extinction coefficient)

≥37 at 495-501 nm in methanol

fluorescence

λ_ex 710-716 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

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

InChI

1S/C36H52N2O3S/c1-3-5-7-9-11-13-25-38(26-14-12-10-8-6-4-2)36-21-20-34-30-33(18-19-35(34)31-36)17-16-32-22-27-37(28-23-32)24-15-29-42(39,40)41/h16-23,27-28,30-31H,3-15,24-26,29H2,1-2H3

InChI key

IXFSUSNUALIXLU-UHFFFAOYSA-N

Related Categories

Clinical & Diagnostics

Hematology Stains

Histology Stains

Tissue Diagnostics

Biochem/physiol Actions

Fast-responding membrane potential dye.

Other Notes

More suitable for long-term membrane potential studies than di-4-ANEPPS (Cat. No. D8064) because of better retention in the outer leaflet of plasma membranes.

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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Wavelength-Dependent Second Harmonic Generation Circular Dichroism for Differentiation of Col I and Col III Isoforms in Stromal Models of Ovarian Cancer Based on Intrinsic Chirality Differences.

Kirby R Campbell et al.

The journal of physical chemistry. B, 121(8), 1749-1757 (2017-02-09)

Extensive remodeling of the extracellular matrix (ECM) occurs in many epithelial cancers. For example, in ovarian cancer, upregulation of collagen isoform type III has been linked to invasive forms of the disease, and this change may be a potential biomarker.

Relative role of T-tubules disruption and decreased SERCA2 on contractile dynamics of isolated rat ventricular myocytes.

Antonio Celestino-Montes et al.

Life sciences, 264, 118700-118700 (2020-11-02)

Ventricular myocytes (VM) depolarization activates L-type Ca2+ channels (LCC) allowing Ca2+ influx (ICa) to synchronize sarcoplasmic reticulum (SR) Ca2+ release, via Ca2+-release channels (RyR2). The resulting whole-cell Ca2+ transient triggers contraction, while cytosolic Ca2+ removal by SR Ca2+ pump (SERCA2)

Ablation of phospholamban rescues reperfusion arrhythmias but exacerbates myocardium infarction in hearts with Ca2+/calmodulin kinase II constitutive phosphorylation of ryanodine receptors.

Carlos A Valverde et al.

Cardiovascular research, 115(3), 556-569 (2018-09-01)

Abnormal Ca2+ release from the sarcoplasmic reticulum (SR), associated with Ca2+-calmodulin kinase II (CaMKII)-dependent phosphorylation of RyR2 at Ser2814, has consistently been linked to arrhythmogenesis and ischaemia/reperfusion (I/R)-induced cell death. In contrast, the role played by SR Ca2+ uptake under

Voltage Imaging of Cardiac Cells and Tissue Using the Genetically Encoded Voltage Sensor Archon1.

Sanaya N Shroff et al.

iScience, 23(4), 100974-100974 (2020-04-17)

Precise measurement of action potentials (APs) is needed to observe electrical activity and cellular communication within cardiac tissue. Voltage-sensitive dyes (VSDs) are traditionally used to measure cardiac APs; however, they require acute chemical addition that prevents chronic imaging. Genetically encoded

Optical signals from neurons with internally applied voltage-sensitive dyes.

S Antić et al.

The Journal of neuroscience : the official journal of the Society for Neuroscience, 15(2), 1392-1405 (1995-02-01)

We carried out experiments to monitor optically the generation and spread of action potentials and subthreshold potentials in the processes of individual neurons in ganglia of the snail, Helix aspersa. The neurons were selectively stained by intracellular pressure injection of

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Global Trade Item Number

SKU	GTIN
D1065-5MG	04061832342351

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