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

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.[1][2][3]

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.[4][5]
DASPMI is popularly used in selective staining of mitochondria in living cells.[6][7][8][9]

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_germany

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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Photophysical Properties of DASPMI as Revealed by Spectrally Resolved Fluorescence Decays
Ramadass R and Bereiter-Han J
The Journal of Physical Chemistry B, 111 (26), 7681?7690-7681?7690 (2007)
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
Fluorescent homodimer styrylcyanines: synthesis
and spectral-luminescent studies in nucleic acids
and protein complexes
Kovalska VB, et al.
Dyes and Pigments, 67, 47e54-47e54 (2005)
W Visser et al.
Antonie van Leeuwenhoek, 67(3), 243-253 (1995-01-01)
Effects of growth conditions on mitochondrial morphology were studied in living Saccharomyces cerevisiae cells by vital staining with the fluorescent dye dimethyl-aminostyryl-methylpyridinium iodine (DASPMI), fluorescence microscopy, and confocal-scanning laser microscopy. Cells from respiratory, ethanol-grown batch cultures contained a large number
Aged mother cells of Saccharomyces cerevisiae show markers of oxidative stress and apoptosis
Laun P, et al.
Molecular Biology, 39(5), 1166-1173 (2001)
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