X-Gluc cyclohexanamine

X-Gluc cyclohexanamine

X-Gluc cyclohexanamine (CAS No. 114162-64-0) is a chemical compound widely used as a chromogenic substrate for the enzyme β-glucuronidase. This compound is particularly valuable in microbiological assays for detecting E. coli contamination in various samples, including food, water, and clinical specimens.

Chemical Properties

• Molecular Formula: C₂₀H₂₆BrClN₂O₇
• Molecular Weight: 539.80 g/mol
• Boiling Point: 732.2 °C at 760 mmHg
• Melting Point: 228–230 °C
• Flash Point: 396.6 °C
• Density: 1.4241 g/cm³
• Appearance: White solid
• Storage Conditions: Store at 2–8 °C for long-term stability (months).

Mechanism of Action

X-Gluc cyclohexanamine serves as a substrate that, upon cleavage by the enzyme β-glucuronidase, releases an indigo pigment. This color change is utilized as a visual marker in assays to indicate the presence of E. coli, making it a critical reagent in microbiological testing.

Applications

1. Microbiological Testing:
   • Used extensively to detect E. coli contamination in food and water samples, providing a reliable method for assessing safety and quality.
   • Employed in clinical diagnostics to identify urinary tract infections caused by E. coli.
2. Molecular Biology:
   • Functions as part of the GUS (β-glucuronidase) reporter system in plant biotechnology, allowing researchers to monitor gene expression and activity.
   • Facilitates studies involving gene tagging and expression analysis.
3. Environmental Monitoring:
   • Assists in evaluating water quality by detecting fecal contamination, thus playing a role in public health and environmental safety.

Advantages

• X-Gluc cyclohexanamine offers rapid results, typically within 24 hours, with high accuracy (less than 1% false negatives and less than 5% false positives).
• The results are easy to observe and interpret due to the distinct color change upon enzymatic reaction.

Safety Profile

X-Gluc cyclohexanamine is generally considered safe for use in laboratory settings when handled according to standard safety protocols. However, appropriate personal protective equipment (PPE) should be worn to minimize exposure.

Conclusion

X-Gluc cyclohexanamine is an essential reagent in microbiological assays for detecting E. coli and has significant applications in molecular biology and environmental monitoring. Its ability to provide quick and accurate results makes it a valuable tool for researchers and industry professionals alike.

Citations:

1. https://en.wikipedia.org/wiki/X-Gluc
2. https://patents.google.com/patent/US5393662A/en
3. https://www.medchemexpress.com/x-gluc-cyclohexanamine.html
4. https://www.usbio.net/molecular-biology/X1025/X-Gluc%20Cyclohexylammonium%20Salt/data-sheet
5. https://www.medkoo.com/products/45740
6. https://www.sigmaaldrich.com/BE/en/search/x-gluc?focus=products&page=1&perpage=30&sort=relevance&term=x-gluc&type=product_name
7. https://www.sigmaaldrich.com/IN/en/search/x-gluc?focus=products&page=1&perpage=30&sort=relevance&term=x-gluc&type=product
8. https://www.medchemexpress.com/beta-glucuronidase.html