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44977

Sigma-Aldrich

DISBAC2(3), Voltage Sensitive Probe

≥98% (HPLC)

Synonym(s):

5-[3-(1,3-Diethylhexahydro-4,6-dioxo-2-thioxo-5-pyrimidinyl)-2-propen-1-ylidene]-1,3-diethyldihydro-2-thioxo-4,6(1H,5H)-pyrimidinedione, Bis(1,3-diethylthiobarbituric acid)trimethine oxonol

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About This Item

Empirical Formula (Hill Notation):
C19H24N4O4S2
CAS Number:
Molecular Weight:
436.55
Beilstein:
1232950
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.32

Assay

≥98% (HPLC)

fluorescence

λex 535 nm; λem 560 nm in DMSO

suitability

complies for Infrared spectrum

storage temp.

−20°C

SMILES string

CCN1C(=O)C(\C=C\C=C2\C(=O)N(CC)C(=S)N(CC)C2=O)C(=O)N(CC)C1=S

InChI

1S/C19H24N4O4S2/c1-5-20-14(24)12(15(25)21(6-2)18(20)28)10-9-11-13-16(26)22(7-3)19(29)23(8-4)17(13)27/h9-12H,5-8H2,1-4H3/b10-9+

InChI key

VJYNRXFXHKIGLT-MDZDMXLPSA-N

Application

DISBAC2(3), Voltage Sensitive Probe is used for single-cell fluorescence imaging of transmembrane conductance and potential change.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Alexander S Tatikolov et al.
Biophysical chemistry, 107(1), 33-49 (2004-02-12)
Non-covalent interactions between polymethine dyes of various types (cationic and anionic thiacarbocyanines as well as anionic oxonols and tetracyanopolymethines) and human serum albumin (HSA) were studied by means of absorption, fluorescence and circular dichroism (CD) spectroscopies. Complexation with the protein
N Minami et al.
Journal of neural transmission. General section, 97(1), 65-72 (1994-01-01)
Effects of cyclic AMP on membrane potentials were examined by measuring the changes of bis-oxonol fluorescence in bovine adrenal medullary chromaffin cells. 8-Bromo cyclic AMP (8Br-cAMP) or forskolin caused a gradual and long lasting increase of the fluorescence intensity. The
In situ study of the membrane potential in microvascular endothelial cells using a fluorescent probe.
K Miao et al.
Microvascular research, 48(1), 135-142 (1994-07-01)
S Amoroso et al.
Biochimica et biophysica acta, 1239(1), 67-73 (1995-10-04)
In this study the effect of the A1 agonist 2-chloro-N6-cyclopentyladenosine (CCPA) on bis(1,3-diethylthiobarbituric acid)trimethine oxonol (bisoxonol)-monitored membrane potential in cerebrocortical nerve endings was evaluated. CCPA (30, 100 and 300 microM) caused a dose-dependent decrease of high K(+)- and veratridine-induced membrane
A B al-Mehdi et al.
Free radical biology & medicine, 23(1), 47-56 (1997-01-01)
This study evaluated whether cell membrane depolarization can induce oxidant generation in the isolated perfused rat lung as has been demonstrated with bovine pulmonary artery endothelial cells. Depolarization was produced by perfusing the lungs with high [K+] or with glyburide

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