DiBAC4(3) [Bis-(1,3-dibutylbarbituric acid)trimethine oxonol]

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Physical properties

Molecular weight	516.64
Solvent	DMSO

Spectral properties

Excitation (nm)	493
Emission (nm)	517

Storage, safety and handling

Certificate of Origin	Download PDF
H-phrase	H303, H313, H333
Hazard symbol	XN
Intended use	Research Use Only (RUO)
R-phrase	R20, R21, R22
Storage	Freeze (< -15 °C); Minimize light exposure
UNSPSC	12352200

Overview SDS Protocol

CAS

70363-83-6

Molecular weight

516.64

Excitation (nm)

493

Emission (nm)

517

DiBAC4(3) is a sensitive slow-response probe for measuring cellular membrane potential. In general, slow-response probes exhibit potential-dependent changes in their transmembrane distribution that are accompanied by a fluorescence change. The magnitude of their optical responses is much larger than that of fast-response probes (typically a 1% fluorescence change per mV). Slow-response probes, which include cationic carbocyanines, rhodamines and anionic oxonols, are suitable for detecting changes in average membrane potentials of nonexcitable cells caused by respiratory activity, ion-channel permeability, drug binding and other factors.

Calculators

Common stock solution preparation

Table 1. Volume of DMSO needed to reconstitute specific mass of DiBAC4(3) [Bis-(1,3-dibutylbarbituric acid)trimethine oxonol] to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.

	0.1 mg	0.5 mg	1 mg	5 mg	10 mg
1 mM	193.558 µL	967.792 µL	1.936 mL	9.678 mL	19.356 mL
5 mM	38.712 µL	193.558 µL	387.117 µL	1.936 mL	3.871 mL
10 mM	19.356 µL	96.779 µL	193.558 µL	967.792 µL	1.936 mL

Molarity calculator

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Mass (Calculate)		Molecular weight		Volume (Calculate)		Concentration (Calculate)		Moles
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Spectrum

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Spectral properties

Excitation (nm)	493
Emission (nm)	517

Product Family

Name	Excitation (nm)	Emission (nm)
DiTO™-3 [equivalent to TOTO®-3] 5 mM DMSO Solution	642	661
DiYO™-3 [equivalent to YOYO®-3] 5 mM DMSO Solution CAS 156312-20-8	612	631
DiBAC4(5) [Bis-(1,3-dibutylbarbituric acid)pentamethine oxonol]	591	615
DiSBAC2(3) [Bis-(1,3-diethylthiobarbituric acid)trimethine oxonol]	538	555

Images

Figure 1. Chemical structure for DiBAC4(3) [Bis-(1,3-dibutylbarbituric acid)trimethine oxonol]

Figure 2. The effect of clioquinol in cell membrane. a) Using propidium iodide influx assay to evaluate the influence on plasma membrane integrity; b) Using DiBAC4(3) to evaluate the membrane potential. CQ increased DiBAC4(3) fluorescence intensity by 12.8, 23.8, 113.7, 124.2, 147.8 and 167.2% at different concentrations (1, 2, 4, 8, 16 and 32 μg/ml) compared with untreated cells, respectively. *, p < 0.05; **, p < 0.001; ***, p < 0.0001; DiBAC4(3), bis-(1,3-dibutylbarbituric acid) trimethine oxonol; CQ, clioquinol; AMB, amphotericin B. Source: The effects of clioquinol in morphogenesis, cell membrane and ion homeostasis in Candida albicans by Zimeng You, Chaoliang Zhang & Yuping Ran. BMC Microbiology, June 2020.

Citations

View all 17 citations: Citation Explorer

Co-exposure to pentachlorophenol (PCP) and cadmium (Cd) triggers apoptosis-like cell death in Eschericia coli
Authors: Chen, Zhilan and Jiang, Yi and Lai, Xuebin and Zhu, Chenhong and Zhang, Dapeng and Wang, Hailin
Journal: Environmental Pollution (2024): 123640

Effects of extremely low frequency electromagnetic fields on the tumor cell inhibition and the possible mechanism
Authors: Sun, Jie and Tong, Yingying and Jia, Yu and Jia, Xu and Wang, Hua and Chen, Yang and Wu, Jiamin and Jin, Weiyang and Ma, Zheng and Cao, Kai and others,
Journal: Scientific Reports (2023): 6989

Membrane Domain Anti-Registration Induces an Intrinsic Transmembrane Potential
Authors: Lin, Xiaoqian and Lin, Kaidong and He, Shiqi and Zhou, Yue and Li, Xiu and Lin, Xubo
Journal: Langmuir (2023)

Regulation of localized corrosion of 316L stainless steel on osteogenic differentiation of bone morrow derived mesenchymal stem cells
Authors: Li, Meng and Wu, Jing and Geng, Wenbo and Yang, Yulu and Li, Xuan and Xu, Kun and Li, Ke and Li, Yan and Duan, Qiaojian and Gao, Pengfei and others,
Journal: Biomaterials (2023): 122262

Pitting behavior of 316L stainless steel in direct culture with mesenchymal stem cells
Authors: Wu, Jing and Li, Meng and Zhou, Yang and Xu, Kun and Li, Xuan and Lin, Chuanchuan and Zhang, Jixi and Cai, Kaiyong
Journal: Corrosion Science (2022): 110380

NS1619 Alleviate Brain-Derived Extracellular Vesicle-Induced Brain Injury by Regulating BKca Channel and Nrf2/HO-1/NF-{\sc{k}}B Pathway
Authors: Gao, Yalong and Zhang, Hejun and Li, Xiaotian and Li, Lei and Li, Fanjian and Li, Tuo and Peng, Ruilong and Wang, Cong and Wang, Jiwei and Liu, Xiao and others,
Journal: Oxidative Medicine and Cellular Longevity (2022)

Research Article NS1619 Alleviate Brain-Derived Extracellular Vesicle-Induced Brain Injury by Regulating BKca Channel and Nrf2/HO-1/NF-{\sc{k}}B Pathway
Authors: Gao, Yalong and Zhang, Hejun and Li, Xiaotian and Li, Lei and Li, Fanjian and Li, Tuo and Peng, Ruilong and Wang, Cong and Wang, Jiwei and Liu, Xiao and others,
Journal: (2022)

The effects of clioquinol in morphogenesis, cell membrane and ion homeostasis in Candida albicans
Authors: You, Zimeng and Zhang, Chaoliang and Ran, Yuping
Journal: BMC microbiology (2020): 1--11

Synergistic Effects of 4-Aminopyridine and Paclitaxel on MCF 7 Cell Line
Authors: Aydo{\u{g}}mu{\c{s}}, Esra M{\"u}nire C{\"u}ce and Garip, Gunseli Ayse Inhan
Journal: Clinical and Experimental Health Sciences (2019): 321--327

Enhancement of anaerobic degradation of petroleum hydrocarbons by electron intermediate: Performance and mechanism
Authors: Liu, Xiang and Li, Zhengwen and Zhang, Chen and Tan, Xuejun and Yang, Xue and Wan, Chunli and Lee, Duu-Jong
Journal: Bioresource Technology (2019): 122305

References

View all 36 references: Citation Explorer

Activation of Ca(2+)-activated potassium channels is involved in lysophosphatidylcholine-induced monocyte adhesion to endothelial cells
Authors: Erdogan A, Schaefer MB, Kuhlmann CR, Most A, Hartmann M, Mayer K, Renner FC, Schaefer C, Abdallah Y, Hoelschermann H, Schaefer CA.
Journal: Atherosclerosis. (2006)

The Zn2+-transporting pathways in pancreatic beta-cells: a role for the L-type voltage-gated Ca2+ channel
Authors: Gyulkh, undefined and anyan AV, Lee SC, Bikopoulos G, Dai F, Wheeler MB.
Journal: J Biol Chem (2006): 9361

N-terminal parathyroid hormone-related peptide hyperpolarizes endothelial cells and causes a reduction of the coronary resistance of the rat heart via endothelial hyperpolarization
Authors: Abdallah Y, Ross G, Dolf A, Heinemann MP, Schluter KD.
Journal: Peptides (2006): 2927

Rapid assessment of the physiological status of Streptococcus macedonicus by flow cytometry and fluorescence probes
Authors: Papadimitriou K, Pratsinis H, Nebe-von-Caron G, Kletsas D, Tsakalidou E.
Journal: Int J Food Microbiol (2006): 197

Role of cGMP in sildenafil-induced activation of endothelial Ca2+-activated K+ channels
Authors: Luedders DW, Muenz BM, Li F, Rueckleben S, Tillmanns H, Waldecker B, Wiecha J, Erdogan A, Schaefer CA, Kuhlmann CR.
Journal: J Cardiovasc Pharmacol (2006): 365

K+ currents regulate the resting membrane potential, proliferation, and contractile responses in ventricular fibroblasts and myofibroblasts
Authors: Chilton L, Ohya S, Freed D, George E, Drobic V, Shibukawa Y, Maccannell KA, Imaizumi Y, Clark RB, Dixon IM, Giles WR.
Journal: Am J Physiol Heart Circ Physiol (2005): H2931

A new signaling mechanism of hepatocyte growth factor-induced endothelial proliferation
Authors: Kuhlmann CR, Schaefer CA, Fehsecke A, Most AK, Tillmanns H, Erdogan A.
Journal: J Thromb Haemost (2005): 2089

Margatoxin inhibits VEGF-induced hyperpolarization, proliferation and nitric oxide production of human endothelial cells
Authors: Erdogan A, Schaefer CA, Schaefer M, Luedders DW, Stockhausen F, Abdallah Y, Schaefer C, Most AK, Tillmanns H, Piper HM, Kuhlmann CR.
Journal: J Vasc Res (2005): 368

Quercetin-induced induction of the NO/cGMP pathway depends on Ca2+-activated K+ channel-induced hyperpolarization-mediated Ca2+-entry into cultured human endothelial cells
Authors: Kuhlmann CR, Schaefer CA, Kosok C, Abdallah Y, Walther S, Ludders DW, Neumann T, Tillmanns H, Schafer C, Piper HM, Erdogan A.
Journal: Planta Med (2005): 520

Flow cytometry analysis of germinating Bacillus spores, using membrane potential dye
Authors: Laflamme C, Ho J, Veillette M, de Latremoille MC, Verreault D, Meriaux A, Duchaine C.
Journal: Arch Microbiol (2005): 107