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Merck
CN

280135

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:
2156-29-8
Molecular Weight:
366.24
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
57648287
EC Number:
218-460-8
Beilstein/REAXYS Number:
3776369
MDL number:
MFCD00011980

Key Documents

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InChI key

XPOIQAIBZGSIDD-UHFFFAOYSA-M

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

SMILES string

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

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

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCL8555
MKBR0101V
04305MX
11620DD

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Dimethylaminostyrylmethylpyridiniumiodine (DASPMI) as a fluorescent probe for mitochondria in situ
Bereiter-Hahn J, et al.
Biochimica et Biophysica Acta, 423(1), 1-14 (1976)
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
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
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)
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