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14780

Sigma-Aldrich

Bis(1,3-dibutylbarbituric acid)pentamethine oxonol

for fluorescence, ≥90.0% (HPLC)

Synonym(s):

DiBAC4(5)

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About This Item

Empirical Formula (Hill Notation):
C29H42N4O6
CAS Number:
Molecular Weight:
542.67
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

grade

for fluorescence

Assay

≥90.0% (HPLC)

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

solubility

ethanol: soluble

fluorescence

λex 590 nm; λem 616 nm in ethanol

suitability

suitable for fluorescence

SMILES string

CCCCN1C(=O)C(\C=C\C=C\C=C2/C(=O)N(CCCC)C(=O)N(CCCC)C2=O)C(=O)N(CCCC)C1=O

Application

DiBAC4(5) is an anionic, slow-response potential-sensitive probe with pH insensitive fluorescence properties (excitation maxima of 590 nm and emission maxima of 616 nm) over a pH range of 4.5 to 7.5. It can enter depolarized cells and then bind to intracellular proteins or membranes. Once bound, the fluorescence properties of DiBAC4(5) are enhanced and shifted toward red. Increased cellular depolarization results in an increased influx of dye and an increase in fluorescence. The negative charge of DiBAC4(5) prevents it′s entry into mitochondria .

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Oxonol dye which inhibits band 3-mediated anion exchange in erythrocytes

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P A Knauf et al.
The American journal of physiology, 269(4 Pt 1), C1073-C1077 (1995-10-01)
When cells are acutely exposed to the oxonol dye, bis(1,3-dibutylbarbituric acid)pentamethine oxonol (diBA), at 0 degrees C, the concentration that gives half inhibition of Cl- exchange (IC50) is 0.146 +/- 0.013 microM (n = 12) initially, but the inhibition increases

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