| Size | Price | |
|---|---|---|
| Other Sizes |
| Targets |
5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside does not have a defined pharmacological target as it is a chromogenic substrate and biochemical reagent. The compound is used to test for the presence of β-glucosidase, which cleaves the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give a blue precipitate. The substrate enables researchers to study enzyme kinetics and mechanisms.
|
|---|---|
| ln Vitro |
In life science research, 5-bromo-4-chloro-3-indolyl β-D-glucopyranoside is a biochemical reagent that can be utilized as an organic substance or biological material.
In vitro activity of 5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside is assessed in enzyme activity assays. The compound serves as a substrate for β-glucosidases, enabling researchers to study enzyme kinetics and mechanisms in carbohydrate metabolism. The compound is widely used in gene expression analysis and reporter gene analysis. The blue precipitate produced upon enzymatic cleavage can be detected by microscopy or other detection methods. |
| ln Vivo |
No specific in vivo pharmacological activity data have been documented for 5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside as it is a chromogenic substrate and research reagent. The compound is not administered to animals for pharmacological evaluation. Its applications are limited to in vitro molecular biology and biochemical research. The compound is for research use only and not intended for therapeutic use.
|
| Enzyme Assay |
For non-cellular assays, 5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside is characterized by standard analytical techniques including HPLC, NMR, and mass spectrometry to confirm identity and purity. The compound can be evaluated as a substrate in enzyme assays for β-glucosidase activity. Typical protocols involve dissolving the compound in appropriate buffers, incubating with enzyme samples, and detecting the blue precipitate formed upon enzymatic cleavage. The compound has high sensitivity and specificity for detecting β-galactosidase activity.
|
| Cell Assay |
For in vitro cell-based studies, 5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside is used in gene expression analysis and reporter gene studies. Cells expressing β-galactosidase or β-glucosidase are treated with the substrate, and the blue precipitate indicates enzyme activity. The compound is typically dissolved in appropriate buffers and applied to cell samples according to standard staining protocols. Appropriate controls including cells without enzyme expression should be included.
|
| Animal Protocol |
5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside is not used in animal studies as it is a biochemical reagent. The compound is handled in molecular biology and biochemistry laboratories for in vitro applications. Storage: -20°C in tightly closed containers. The compound should be stored in a sealed container protected from light and moisture. Standard handling procedures for chromogenic substrates should be followed.
|
| ADME/Pharmacokinetics |
5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside has a molecular weight of approximately 464.6 (C14H15BrClNO7). Storage: -20°C, protected from light and moisture. The compound is a chromogenic substrate that produces a blue precipitate upon enzymatic cleavage. Purity: typically ≥95% to ≥98%. Solubility: soluble in DMSO and appropriate buffers. The compound should be protected from light during storage and handling.
|
| Toxicity/Toxicokinetics |
5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside is for research use only and not for human consumption. Standard laboratory safety practices should be followed when handling this chemical. Appropriate personal protective equipment including gloves and safety glasses should be worn. Specific LD50 values and detailed toxicological profiles have not been extensively reported. The compound should be handled with care as with all laboratory chemicals.
|
| Additional Infomation |
5-Bromo-4-chloro-3-indolyl β-D-glucoside is an indolyl sugar, a β-D-glucoside of 3-hydroxy-1H-indole, wherein the indole moiety is substituted with chlorine at the 4-position and bromine at the 5-position. It can be used to detect the presence of β-glucosidase, an enzyme that hydrolyzes the glycosidic bond to generate 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimers to form a deep blue product. It is a chromogenic compound. It is an indolyl sugar, an organobromine compound, an organochlorine compound, a D-aldose derivative, and a β-D-glucoside. Functionally, it is related to indophenol.
5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside (CAS 15548-60-4) is also known as X-Glc, X-glucoside, and 5-bromo-4-chloro-3-indolyl β-D-glucoside. It is a chromogenic substrate used for the detection of β-galactosidase and β-glucosidase activity. Applications include gene expression analysis, reporter gene analysis, and enzyme kinetics studies. No clinical trials or therapeutic approvals exist. |
| Molecular Formula |
C14H15BRCLNO6
|
|---|---|
| Molecular Weight |
408.63
|
| Exact Mass |
405.969
|
| CAS # |
15548-60-4
|
| PubChem CID |
84982
|
| Appearance |
White to off-white solid powder
|
| Density |
1.882 g/cm3
|
| Boiling Point |
698.0±55.0 °C at 760 mmHg
|
| Melting Point |
249-251ºC
|
| Flash Point |
375.9±31.5 °C
|
| Vapour Pressure |
0.0±2.3 mmHg at 25°C
|
| Index of Refraction |
1.731
|
| LogP |
1.5
|
| Hydrogen Bond Donor Count |
5
|
| Hydrogen Bond Acceptor Count |
6
|
| Rotatable Bond Count |
3
|
| Heavy Atom Count |
23
|
| Complexity |
421
|
| Defined Atom Stereocenter Count |
5
|
| SMILES |
C1=CC2=C(C(=CN2)O[C@H]3C([C@@H]([C@@H](C(CO)O3)O)O)O)C(=C1Br)Cl
|
| InChi Key |
OPIFSICVWOWJMJ-LNNRFACYSA-N
|
| InChi Code |
InChI=1S/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11-,12+,13-,14-/m1/s1
|
| Chemical Name |
(2S,3R,4S,5S,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
|
| 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 |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
DMSO: ~100 mg/mL (~244.7 mM; with ultrasonication)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.12 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 DMSO stock solution (25.0 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and 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. Solubility in Formulation 2: ≥ 2.5 mg/mL (6.12 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 DMSO stock solution (25.0 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline 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 | 2.4472 mL | 12.2360 mL | 24.4720 mL | |
| 5 mM | 0.4894 mL | 2.4472 mL | 4.8944 mL | |
| 10 mM | 0.2447 mL | 1.2236 mL | 2.4472 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.
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.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
