A chromogenic substrate for β-glucuronidase
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5-bromo-4-chloro-3-indolyl-β-D-Glucuronide (cyclohexylammonium salt hydrate)

Item No. 33591

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-bromo-4-chloro-1H-indol-3-yl, β-D-glucopyranosiduronic acid, compd. with cyclohexanamine, hydrate
Synonyms
  • BCIG
  • X-GLUC
Molecular Formula
C14H13BrClNO7 • C6H13N [H2O]
Formula Weight
539.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 0.50 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
234 nm
SMILES
NC1CCCCC1.BrC2=CC=C3C(C(O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O)C(O)=O)=CN3)=C2Cl.O
InChi Code
InChI=1S/C14H13BrClNO7.C6H13N.H2O/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;7-6-4-2-1-3-5-6;/h1-3,9-12,14,17-20H,(H,21,22);6H,1-5,7H2;1H2/t9-,10-,11+,12-,14+;;/m0../s1
InChi Key
OMJGCRHKCXJGSX-ZSRZBWJVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    5-bromo-4-chloro-3-indolyl-β-D-Glucuronide (X-GLUC) is a chromogenic substrate for β-glucuronidase.1,2 Upon cleavage by β-glucuronidase, an indigo pigment is released that can be used as a marker of β-glucuronidase activity. X-GLUC has been used for the detection of E. coli contamination in foodstuffs.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Frampton, E.W., Restaino, L., and Blaszko, N. Evaluation of the β-glucuronidase substrate 5-bromo-4-chloro-3-indolyl-β-D-glucuronide (X-GLUC) in a 24-hour direct plating method for Escherichia coli. J. Food Prot. 51(5), 402-404 (1988).

    2. Restaino, L., Frampton, E.W., and Lyon, R.H. Use of the chromogenic substrate 5-bromo-4-chloro-3-indolyl-B-D-glucuronide (X-GLUC) for enumerating Escherichia coli in 24 H from ground beef. J. Food Prot. 53(6), 508-510 (1990).