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Merck

D1065

Sigma-Aldrich

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

≥95% purity (HPLC), solid

Sinónimos:

Di-8-ANEPPS

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About This Item

Fórmula empírica (notación de Hill):
C36H52N2O3S
Número de CAS:
Peso molecular:
592.87
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

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

Quality Level

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

λex 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

Biochem/physiol Actions

Fast-responding membrane potential dye.

Linkage

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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)
Kate Hsu et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 31(10), 4256-4264 (2017-06-10)
Human CO
Nitesh Kumar Khandelwal et al.
Biochimica et biophysica acta. Biomembranes, 1860(11), 2308-2319 (2018-06-02)
Plasma membrane (PM) lipid composition imbalances affect drug susceptibilities of the human pathogen Candida albicans. The PM fundamental structure is made up of phospholipid bilayer where phosphatidylethanolamine (PE) contributes as second major phospholipid moieties, which is asymmetrically distributed between the
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

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