CAS 15548-60-4: 5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside
Description:5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside, commonly referred to as X-Gluc, is a synthetic compound widely used as a chromogenic substrate in molecular biology, particularly for detecting β-glucuronidase activity. This compound features a glucopyranoside moiety linked to an indole structure, which is substituted with bromine and chlorine atoms. Its chemical structure allows it to undergo hydrolysis in the presence of β-glucuronidase, resulting in the release of an indole derivative that can be visualized as a blue precipitate, making it valuable for histochemical staining and reporter gene assays. X-Gluc is soluble in organic solvents and exhibits stability under appropriate storage conditions. It is important to handle this compound with care, as it may pose health risks if ingested or inhaled. Overall, 5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside serves as a crucial tool in various biochemical applications, facilitating the study of gene expression and enzyme activity in research settings.
Formula:C14H15BrClNO6
InChI: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
InChI key:InChIKey=OPIFSICVWOWJMJ-LNNRFACYSA-N
SMILES:ClC1=C(Br)C=CC=2NC=C(OC3OC(CO)C(O)C(O)C3O)C12
- Synonyms:
- 4-Chloro-5-bromo-3-indolyl-β-<span class="text-smallcaps">D</span>-glucoside
- 5-Bromo-4-Chloro-3-Indolyl-Beta-D-Glucoside
- 5-Bromo-4-chloro-1H-indol-3-yl β-<span class="text-smallcaps">D</span>-glucopyranoside
- 5-Bromo-4-chloro-3-indolyl β-<span class="text-smallcaps">D</span>-glucopyranoside
- 5-Bromo-4-chloro-3-indolyl β-<span class="text-smallcaps">D</span>-glucoside
- 5-Bromo-4-chloro-3-indolyl β-D-glucopyranoside
- 5-Bromo-4-chloro-3-indoxylglucoside
- 5-Bromo-4-chloroindol-3-yl-beta-D-glucopyranoside
- 5-bromo-4-chloro-1H-indol-3-yl beta-D-glucopyranoside
- 5-bromo-4-chloro-1H-indol-3-yl beta-L-galactopyranoside
- See more synonyms
- Indole, 5-bromo-4-chloro-3-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-
- X-Glucoside
- beta-D-Glucopyranoside, 5-bromo-4-chloro-1H-indol-3-yl
- β-<span class="text-smallcaps">D</span>-Glucopyranoside, 5-bromo-4-chloro-1H-indol-3-yl
- β-D-Glucopyranoside, 5-bromo-4-chloro-1H-indol-3-yl
- 4-Chloro-5-bromo-3-indolyl-β-D-glucoside
- 5-Bromo-4-chloro-3-indolyl β-D-glucoside
- Indole, 5-bromo-4-chloro-3-(β-D-glucopyranosyloxy)-
- 5-Bromo-4-chloro-1H-indol-3-yl β-D-glucopyranoside