129572-48-1

Basic information

• Product Name: 5-Bromo-4-chloro-3-indolyl-N-acetyl-beta-D-galactosaminide
• Synonyms: X-GalactosaMidide;5-Bromo-4-chloro-3-indoxyl-N-acetyl-∫-D-galactosaminide;X-N-ACETYL-BETA-D-GALACTOSAMINIDE;X-N-ACETYL-GALACTOSAMINIDE;X-GALNAC;X-BETA-D-GALNAC;5-BROMO-4-CHLORO-3-INDOXYL-N-ACETYL-BETA-D-GALACTOSAMINIDE;5-BROMO-4-CHLORO-3-INDOLYL-N-ACETYL-BETA-D-GALACTOSAMINIDE
• CAS NO: 129572-48-1
• Molecular Formula: C16H18BrClN2O6
• Molecular Weight: 449.68
• EINECS: 1533716-785-6
• Product Categories: substrate
• Mol File: 129572-48-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: ≥220 °C(lit.)
• Boiling Point: 777.463 °C at 760 mmHg
• Flash Point: 423.995 °C
• Appearance: /
• Density: 1.786 g/cm³
• Refractive Index: 1.697
• Storage Temp.: −20°C
• Solubility: DMF: soluble
• CAS DataBase Reference: 5-Bromo-4-chloro-3-indolyl-N-acetyl-beta-D-galactosaminide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-4-chloro-3-indolyl-N-acetyl-beta-D-galactosaminide(129572-48-1)
• EPA Substance Registry System: 5-Bromo-4-chloro-3-indolyl-N-acetyl-beta-D-galactosaminide(129572-48-1)

Safety Data

• WGK Germany: 3
• F: 3-8-10
• Hazardous Substances Data: 129572-48-1(Hazardous Substances Data)

Usage

Description

5-Bromo-4-chloro-3-indolyl-N-acetyl-beta-D-galactosaminide, often abbreviated as X-Gal, is a synthetic compound commonly utilized in molecular biology and microbiology. It is a chromogenic substrate that, upon enzymatic cleavage, produces a blue-colored product. X-Gal is a white to off-white powder and is known for its specificity in detecting the presence of certain enzymes, particularly beta-galactosidase.

Uses

Used in Molecular Biology:
5-Bromo-4-chloro-3-indolyl-N-acetyl-beta-D-galactosaminide is used as a detection agent for the enzyme beta-galactosidase. It is employed in various applications, such as the identification of genetically modified organisms expressing the lacZ gene, which codes for beta-galactosidase. The blue color produced upon enzymatic cleavage allows for easy visualization and assessment of gene expression.
Used in Microbiology:
In microbiology, X-Gal is used as a selective agent for the isolation and identification of microorganisms. It is particularly useful in the detection of bacteria that can metabolize lactose, as they produce beta-galactosidase, which in turn cleaves X-Gal and generates a blue-colored product. This property is exploited in the selection of lacZ-complementing bacteria in genetic screens and the identification of bacteria in culture media.
Used in Microfluidic Paper Chip Technology:
5-Bromo-4-chloro-3-indolyl-N-acetyl-beta-D-galactosaminide is used as a detection reagent in microfluidic paper chip technology for the identification of microorganisms. The compact and portable nature of microfluidic paper chips, combined with the specificity and ease of use of X-Gal, makes this combination a powerful tool for point-of-care diagnostics and rapid microbial identification in various settings, including clinical, environmental, and food safety applications.

InChI:InChI=1/C16H18BrClN2O6/c1-7(22)20-12-14(24)13(23)10(5-21)25-15(12)26-16(17)6-19-9-4-2-3-8(18)11(9)16/h2-4,6,10,12-15,21,23-24H,5H2,1H3,(H,20,22)/t10-,12-,13+,14-,15?,16?/m1/s1