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Bromophenol blue

Cat No.:V17132 Purity: ≥98%
Bromophenol blue indicator (3.0-4.6) is a synthetic dye widely used as an acid-base indicator with a transition range of pH 3.0-4.6.
Bromophenol blue
Bromophenol blue Chemical Structure CAS No.: 115-39-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
Other Sizes
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Product Description
Bromophenol blue indicator (3.0-4.6) is a synthetic dye widely used as an acid-base indicator with a transition range of pH 3.0-4.6. Bromophenol blue indicator (3.0-4.6) is water-soluble (H2O-soluble) and changes color from yellow to blue as the pH of the solution changes from acidic to alkaline. Its unique chemical properties make it an important component in a variety of scientific applications, especially in biochemistry and molecular biology. Additionally, it is used as a stain in microbiology and histology. However, Bromophenol blue indicator (3.0-4.6) has potential irritating and staining properties.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
In research pertaining to life sciences, bromophenol blue indicator (3.9–4.6) is a biochemical reagent that can be utilized as biological materials or organic substances.
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Following intravenous bolus and infusion in rats, the concentrations of bromophenol blue (I) in plasma, urine, and bile were determined spectrophotometrically. Results showed that, except for the highest dose, plasma concentrations decreased exponentially in all dose groups; the highest dose group showed a double exponential decrease. Although the disposition kinetics of I followed first-order kinetics at all doses, its half-life increased with increasing dose. The area under the plasma concentration-time curve (AUC0-∞) increased disproportionately with increasing dose. Binding of I to rat plasma proteins was determined by equilibrium dialysis, showing that the binding fraction (96%) of I remained constant within the concentration range of 10–300 μg/ml. Plasma concentrations were measured at 0 min and 20 min after intravenous administration (when the plasma concentration after the first administration had reached its lowest point). The apparent first-order elimination rate constant for the decrease in plasma concentration after the second administration was significantly lower than that after the first administration, indicating that residual dye in the liver altered iodine elimination after the second administration. The dose fraction in the liver decreased with increasing dose, indicating that the uptake process was saturated. The bile excretion curve reflected the uptake saturation occurring in the liver and showed that iodine excretion in the bile depended on the iodine content in the liver. When exposure to carbon tetrachloride induced liver injury, the dye concentrations in plasma, liver, and kidneys were all significantly increased.
References

[1]. Merianda TT, Lin AC, Lam JS, Vuppalanchi D, Willis DE, Karin N, Holt CE, Twiss JL. A functional equivalent of endoplasmic reticulum and Golgi in axons for secretion of locally synthesized proteins. Mol Cell Neurosci. 2009 Feb;40(2):128-42.

[2]. Nanocellulose for gel electrophoresis. J Colloid Interface Sci. 2019 Mar 22; 540: 148-154.

[3]. Preferential solvation bromophenol blue in water-alcohol binary mixture. Spectrochim Acta A Mol Biomol Spectrosc. 2018 Oct 5; 203: 333-341.

Additional Infomation
Bromophenol blue is 3H-2,1-benzoxoxetane-1,1-dioxide, in which both hydrogen atoms at the 3-position are replaced by 3,5-dibromo-4-hydroxyphenyl. It is a laboratory indicator, appearing yellow below pH 3 and purple at pH 4.6; it can also be used as a molecular weight marker in agarose gel electrophoresis and polyacrylamide gel electrophoresis. Furthermore, it is used as an industrial dye. Bromophenol blue has multiple functions as a bicolor indicator, acid-base indicator, and dye. It is a sulcolone, aromatic sulfonate, 2,1-benzoxoxetane, phenolic compound, and organobromine compound. It was formerly used as an industrial dye, laboratory indicator, and biological stain.
Therapeutic Use
/EXPL/ This study used four different concentrations of dye solutions (Light Green SF Yellow [LGSF]: 2%; Copper(II) Phthalocyanine Tetrasulfonic Acid [E68]: 2% and 0.5%; Bromophenol Blue [BPB]: 2%, 1%, and 0.2%; and Chicago Blue [CB]: 2% and 0.5%). All dyes were dissolved and diluted using balanced salt solution (BSS plus). After triamcinolone-assisted vitrectomy in 10 pig eyes, the dye was first injected into the air-filled vitreous cavity. After 1 minute, the dye was rinsed off with balanced salt solution (BSS), and the staining effect was graded by two examiners. After vitrectomy, the same concentration of dye was injected into the air-filled anterior chamber to stain the lens capsule of the same eye. Postoperatively, the eyeball was enucleated and fixed for light and electron microscopy. ...The lens capsule showed excellent staining with 2% E68, 2% and 0.5% CB, and 2%, 1% and 0.2% BPB, but poor staining with LGSF. No histological abnormalities were observed in any eyes after dye injection. No dye-related complications occurred during the procedure. ...Since low concentrations (0.2%) of bromophenol blue (BPB) can stain the retinal surface and lens capsule without observed signs of toxicity, this dye appears to be the most promising candidate for human application.
/Experiment/ Four dyes were injected intravitreal into rats: pale green SF yellow (LGSF), copper(II) phthalocyanine tetrasulfonic acid (E68), bromophenol blue (BPB), and Chicago blue (CB), all dissolved in physiological saline (PSS) at concentrations of 0.5% and 0.02%, respectively. PSS served as a control. .../Only/ BPB or LGSF did not produce significant detectable toxicity to the retina in vivo...
Next-generation reactive dyes for vitrectomy include Trypan blue, Patent Blue, triamcinolone, isocyanate, sodium fluorescein, bromophenol blue, fluorometholone acetate, and brilliant blue. New instruments may be able to selectively stain preretinal tissues during vitrectomy.
Reactive dyes for vitreoretinal surgery.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H10BR4O5S
Molecular Weight
669.9607
Exact Mass
665.698
CAS #
115-39-9
PubChem CID
8272
Appearance
Orange to red solid powder
Density
2.2±0.1 g/cm3
Boiling Point
605.6±55.0 °C at 760 mmHg
Melting Point
273 °C
Flash Point
320.1±31.5 °C
Vapour Pressure
0.0±1.8 mmHg at 25°C
Index of Refraction
1.744
LogP
6.88
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
29
Complexity
662
Defined Atom Stereocenter Count
0
InChi Key
UDSAIICHUKSCKT-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H10Br4O5S/c20-12-5-9(6-13(21)17(12)24)19(10-7-14(22)18(25)15(23)8-10)11-3-1-2-4-16(11)29(26,27)28-19/h1-8,24-25H
Chemical Name
2,6-dibromo-4-[3-(3,5-dibromo-4-hydroxyphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]phenol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~149.26 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (3.73 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 + to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.4926 mL 7.4631 mL 14.9263 mL
5 mM 0.2985 mL 1.4926 mL 2.9853 mL
10 mM 0.1493 mL 0.7463 mL 1.4926 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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