Appearance
- Orange to orange-red crystalline powder.
- Non-fluorescent until enzymatic hydrolysis.
Source
- Enzymatic synthesis using bovine/plant β-glucuronidase on resorufin.
- Commercial: Sigma-Aldrich (≥90%), BOC Sciences.
Molecular Weight and Structure
- Formula: C18H14NNaO9; MW 411.29 g/mol.
- Sodium (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-oxo-3H-phenoxazin-7-yloxy)tetrahydro-2H-pyran-2-carboxylate.
Sugar Specificity
- Selective β-D-glucuronide for β-glucuronidases (GUS).
- Negligible activity with glucosidases/galactosidases.
Biological Activity
- Fluorogenic reporter; no toxicity.
- GUS substrate sensitivity <1 pM enzyme.
Purity and Microbial Contamination
- ≥90% (HPLC); water-soluble analytical grade.
- Synthetic/biochemical; non-sterile.
Identity and Quality Control
- ¹H-NMR (uronic anomeric H-1 ~5.3 ppm); HRMS m/z 390 [M-Na]+.
- Hydrolysis Ex/Em 571/585 nm (ε=56,000).
Shelf Life and Storage
- 2 years −20°C powder; aqueous 0.5 mg/mL stable 1 month 4°C.
- Light-protected; avoid thiols.
Applications
- GUS reporter assays (plants, bacteria); UGT/glucuronidase HTS.
- Drug metabolism studies, single-cell analytics.
Key Characteristics
- Water-soluble; >500x fluorescence gain.
- Cytoplasmic; pH 6-10 stable; GFP-orthogonal.
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