CAS 18656-89-8

5-Bromo-4-chloro-3-indolyl-β-D-glucuronide

Description:

5-Bromo-4-chloro-3-indolyl-β-D-glucuronide, commonly referred to as X-Gluc, is a synthetic substrate used primarily in molecular biology and biochemistry for detecting β-glucuronidase activity. This compound is characterized by its indole structure, which is modified with bromine and chlorine substituents, contributing to its unique chemical properties. X-Gluc is typically used in histochemical assays, where it serves as a chromogenic substrate that, upon hydrolysis by β-glucuronidase, produces a blue precipitate, allowing for visual identification of enzyme activity in tissues or cells. The compound is soluble in organic solvents and exhibits stability under appropriate storage conditions. Its applications extend to studies involving gene expression, particularly in transgenic plants and animals, where it aids in the visualization of gene activity. Safety precautions should be observed when handling this compound, as it may pose health risks if ingested or inhaled. Overall, X-Gluc is a valuable tool in research for its specificity and ease of use in detecting enzymatic activity.

Formula: C₁₄H₁₃BrClNO₇

InChI: InChI=1S/C14H13BrClNO7/c15-4-1-2-5-7(8(4)16)6(3-17-5)23-14-11(20)9(18)10(19)12(24-14)13(21)22/h1-3,9-12,14,17-20H,(H,21,22)/t9-,10-,11+,12-,14+/m0/s1

InChI key: InChIKey=DHJFFLKPAYHPHU-BYNIDDHOSA-N

SMILES: O(C=1C=2C(NC1)=CC=C(Br)C2Cl)[C@@H]3O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]3O

Synonyms:

• 5-Bromo-4-chloro-1H-indol-3-yl β-<span class="text-smallcaps">D</span>-glucopyranosiduronic acid
• 5-Bromo-4-chloro-3-indolyl-β-<span class="text-smallcaps">D</span>-glucuronide
• 5-bromo-4-chloro-1H-indol-3-yl D-glucopyranosiduronic acid
• Bci-3 glud
• Glucopyranosiduronic acid, 5-bromo-4-chloroindol-3-yl, beta-D-
• Glucopyranosiduronic acid, 5-bromo-4-chloroindol-3-yl, β-<span class="text-smallcaps">D</span>-
• β-<span class="text-smallcaps">D</span>-Glucopyranosiduronic acid, 5-bromo-4-chloro-1H-indol-3-yl
• 5-Bromo-4-chloro-1H-indol-3-yl β-D-glucopyranosiduronic acid
• β-D-Glucopyranosiduronic acid, 5-bromo-4-chloro-1H-indol-3-yl
• Glucopyranosiduronic acid, 5-bromo-4-chloroindol-3-yl, β-D-
• 5-Bromo-4-chloro-3-indolylglucuronide

5-Bromo-4-chloro-1H-indol-3-yl-b-D-glucuronide

CAS: 18656-89-8

5-Bromo-4-chloro-3-indolyl β-D-glucuronide (BCIG) is an chromogenic enzyme substrate used to detect the presence of glucuronidase enzyme activity. The reaction occurs when BCIG reacts with the enzyme beta-glucuronidase yielding an intense blue color. It is used in a variety of biochemical and biomedical applications, such as the detection of pathogenic bacteria, the diagnosis of genetic disorders, and the isolation of recombinant proteins.

Formula: C₁₄H₁₃BrClNO₇

Purity: Min. 95%

Molecular weight: 422.61 g/mol

Ref: 3D-EB03256