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Merck
CN

280135

Sigma-Aldrich

2-[4-(Dimethylamino)styryl]-1-methylpyridinium iodide

Dye content 95 %

Synonym(s):

2-Di-1-ASP

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About This Item

Empirical Formula (Hill Notation):
C16H19IN2
CAS Number:
Molecular Weight:
366.24
Beilstein:
3776369
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
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form

solid

composition

Dye content, 95%

mp

280 °C (dec.) (lit.)

λmax

466 nm

fluorescence

λex 466 nm; λem 504 nm in methanol
λex 475 nm; λem 589 nm in methanol

SMILES string

[I-].CN(C)c1ccc(cc1)\C=C\c2cccc[n+]2C

InChI

1S/C16H19N2.HI/c1-17(2)15-10-7-14(8-11-15)9-12-16-6-4-5-13-18(16)3;/h4-13H,1-3H3;1H/q+1;/p-1

InChI key

XPOIQAIBZGSIDD-UHFFFAOYSA-M

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General description

2-[4-(Dimethylamino)styryl]-1-methylpyridinium iodide (DASPMI) is a mitochondria staining styryl dye that is used to generate a quick responsive mechanism by applying changes in transmembrane potential. DASPMI can be used as a low toxic stain that shows a fluorescent behavior for mitochondria.

Application

DASPMI is a polar sensitive dye that measures the membrane potential of mitochondria in living cells. It may be used as a light absorber in the development of a photoinitiator based system.
DASPMI is popularly used in selective staining of mitochondria in living cells.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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G P Gorbenko et al.
Biofizika, 38(4), 699-702 (1993-07-01)
Using fluorescent probe 4-(n-dimethyl-aminostyryl)-1-methyl-pyridine (DSM) the effect of electrons with the energy 5 MeV on the structure of erythrocyte membrane has been investigated. It was found that in the irradiated erythrocyte ghosts the number of DSM binding sites increases. Irradiation
Dimethylaminostyrylmethylpyridiniumiodine (DASPMI) as a fluorescent probe for mitochondria in situ
Bereiter-Hahn J, et al.
Biochimica et Biophysica Acta, 423(1), 1-14 (1976)
Styrylpyridinium borate salts as dye photoinitiators of free-radical polymerization
Jedrzejewska B, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 40(10), 1433-1440 (2002)
Aged mother cells of Saccharomyces cerevisiae show markers of oxidative stress and apoptosis
Laun P, et al.
Molecular Biology, 39(5), 1166-1173 (2001)
M V Smelianskaia et al.
Mikrobiolohichnyi zhurnal (Kiev, Ukraine : 1993), 59(3), 86-90 (1997-05-01)
The scientific investigations conducted first allow using a method of fluorescent probes for the diagnosis of human coronaviral intestinal infection. The method is characterised by sensitivity, specificity, reproductivity and proximity. It is comparable, according to these parameters, with the methods

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