X-Gluc

X-Gluc is a chemical compound with the molecular formula C14H13BrClNO7. It is used as a reagent to detect β-glucuronidase, an enzyme produced by the E. coli bacterium. It is used to detect E. coli contamination in food, water and the urinary tract. In addition, it is widely used in molecular biology experiments to mark and select the expression of target genes (GUS reporter system).[1]

X-Gluc
Names
IUPAC name
5-Bromo-4-chloro-1H-indol-3-yl β-D-glucopyranosiduronic acid
Other names
5-Bromo-4-chloro-3-indolyl-β-D-glucuronide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.132.050
  • 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
    Key: DHJFFLKPAYHPHU-BYNIDDHOSA-N
  • InChI=1/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
    Key: DHJFFLKPAYHPHU-BYNIDDHOBP
  • Brc3ccc2c(c(O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O)c[nH]2)c3Cl
Properties
C14H13BrClNO7
Molar mass 422.61 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

It is often preferred to other detection methods because it is fast (24-hour testing), relatively accurate ( <1% false negatives and <5% false positives ) and the result is easy to observe and interpret. The reagent is safe to transport and easy to store.

See also

References
  1. Jefferson, RA; Kavanagh, TA; Bevan, MW (1987). "GUS fusions: Beta-glucuronidase as a sensitive and versatile gene fusion marker in higher plants". The EMBO Journal. 6 (13): 3901–7. doi:10.1002/j.1460-2075.1987.tb02730.x. PMC 553867. PMID 3327686.
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