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D0815

Sigma-Aldrich

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

≥99% purity (HPLC), solid

Synonym(s):

DASPEI

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About This Item

Empirical Formula (Hill Notation):
C17H21IN2
CAS Number:
3785-01-1
Molecular Weight:
380.27
Beilstein:
3783243
EC Number:
223-248-3
MDL number:
MFCD00011994
UNSPSC Code:
12171500
PubChem Substance ID:
329798640
NACRES:
NA.47

product name

2-[4-(Dimethylamino)styryl]-1-ethylpyridinium iodide, ≥99% (HPLC), solid

Quality Level

100

Assay

≥99% (HPLC)

form

solid

color

red

mp

267 °C (dec.) (lit.)

solubility

DMSO: 0.5 mg/mL
methanol: soluble

εmax

36.0-41.0 at 457-463 nm in methanol

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

[I-].CC[n+]1ccccc1\C=C\c2ccc(cc2)N(C)C

InChI

1S/C17H21N2.HI/c1-4-19-14-6-5-7-17(19)13-10-15-8-11-16(12-9-15)18(2)3;/h5-14H,4H2,1-3H3;1H/q+1;/p-1

InChI key

AMAXNNVXIBDEMV-UHFFFAOYSA-M

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Application

2-[4-(Dimethylamino)styryl]-1-ethylpyridinium iodide (DASPEI) has been used for the labelling of hair cells in larval zebrafish.

Biochem/physiol Actions

2-[4-(Dimethylamino)styryl]-1-ethylpyridinium iodide (DASPEI) accumulates in the mitochondria and has a large fluorescence Stokes shift. It is also used for the relative measurements of mitochondrial membrane potential.
Suitable as a mitochondrial stain in live cells.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Development of a no-wash assay for mitochondrial membrane potential using the styryl dye DASPEI.
Jensen KH and Rekling JC
Journal of Biomolecular Screening, 15, 1071-1081 (2010)
Ru Zhang et al.
Biomolecules, 10(10) (2020-10-22)
Cochlear hair cells in human beings cannot regenerate after loss; however, those in fish and other lower species can. Recently, the role of inflammation in hair cell regeneration has been attracting the attention of scientists. In the present study, we
Marina Yoffe et al.
Journal of experimental zoology. Part B, Molecular and developmental evolution, 334(7-8), 511-517 (2020-05-22)
The lateral line is the primary modality fish use to create a hydrodynamic image of their environment. These images contribute to a variety of behaviors, from rheotaxis to escape responses. Here we discern the contributions of visual and lateral line
Screen of FDA-approved drug library reveals compounds that protect hair cells from aminoglycosides and cisplatin.
Vlasits AL, et al.
Hearing Research, 294, 153-165 (2012)
Satoshi Murakami et al.
The Journal of biological chemistry, 279(5), 3743-3748 (2003-10-25)
We previously reported the crystal structure of the major multidrug exporter AcrB in Escherichia coli (Murakami, S., Nakashima, R., Yamashita, E., and Yamaguchi, A. (2002) Nature 419, 587-593). The extramembrane headpiece of the AcrB trimer contains a central pore composed
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