
FDGlcU
| Catalog Number | A18-0088 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C13H28O17 |
| Molecular Weight | 684.55 |
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Product Introduction
FDGlcU is a fluorogenic β-glucuronidase substrate yielding bright fluorescence upon enzymatic cleavage. Ideal for enzyme activity assays and cell analysis.
Chemical Information
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Fluorescein Di-β-D-Glucuronide |
| IUPAC Name | (2S,3S,4S,5R,6S)-6-[6'-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-3-oxo-5-[(2,3,4,5,6-pentafluorobenzoyl)amino]spiro[2-benzofuran-1,9'-xanthene]-3'-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid |
| SMILES | C1=CC2=C(C=C1NC(=O)C3=C(C(=C(C(=C3F)F)F)F)F)C(=O)OC24C5=C(C=C(C=C5)OC6C(C(C(C(O6)C(=O)O)O)O)O)OC7=C4C=CC(=C7)OC8C(C(C(C(O8)C(=O)O)O)O)O |
| InChI | InChI=1S/C39H28F5NO18/c40-20-19(21(41)23(43)24(44)22(20)42)33(52)45-10-1-4-14-13(7-10)36(57)63-39(14)15-5-2-11(58-37-29(50)25(46)27(48)31(61-37)34(53)54)8-17(15)60-18-9-12(3-6-16(18)39)59-38-30(51)26(47)28(49)32(62-38)35(55)56/h1-9,25-32,37-38,46-51H,(H,45,52)(H,53,54)(H,55,56)/t25-,26-,27-,28-,29+,30+,31-,32-,37+,38+/m0/s1 |
| InChIKey | FZYCODLHHHKEGD-JXWZXEQKSA-N |
| Appearance | Solid Powder |
Application
FDGlcU is a fluorescent glucose analog designed for metabolic labeling workflows in chemical biology and fluorescence microscopy. Built on a glucose scaffold with a fluorophore handle, FDGlcU enables incorporation into glucose-utilizing pathways to visualize and quantify carbohydrate uptake and downstream metabolic processing. Its use is typically centered on tracking relative changes in cellular glucose metabolism and supporting fluorescence-based imaging readouts in cultured cells and bioassay formats.
1. Metabolic Glucose Imaging
FDGlcU is used by cell biology and imaging laboratories to visualize glucose uptake and metabolic incorporation in adherent or suspension cell models. Researchers commonly apply it for fluorescence microscopy studies where the analog's incorporation produces a spatially resolved signal that reflects relative metabolic activity. This labeling strategy is frequently paired with standard sample preparation workflows for fixed-cell imaging or fluorescence microscopy readouts, enabling comparisons across experimental conditions such as nutrient availability or metabolic perturbations.
2. Flow Cytometry Metabolic Labeling
FDGlcU supports fluorescence-based quantification of glucose metabolism in single-cell workflows using flow cytometry. In these experiments, researchers incubate cells with FDGlcU and measure fluorescence intensity as a proxy for relative incorporation across cell populations, facilitating population-level comparisons and gating-based analyses. The reagent is also used in assay development contexts where metabolic labeling needs to be translated from microscopy to high-throughput or semi-high-throughput cytometry screening of experimental conditions.
3. Fluorescence-Based Metabolic Assays
FDGlcU is applied in plate-based fluorescence assays to monitor relative glucose analog incorporation and metabolic processing in a format compatible with standard fluorescence readers. Chemical biology teams use it to develop experimental readouts for metabolic pathway studies, including time-course and dose-response experiments where fluorescence intensity serves as the primary signal. This approach is often used to compare conditions that alter carbohydrate utilization while maintaining a consistent labeling and detection workflow.
4. Carbohydrate Uptake Studies
FDGlcU is used to study carbohydrate uptake dynamics in systems where glucose transport and utilization are key variables, including co-culture setups and engineered cell models. Researchers leverage the fluorescent output to assess relative uptake behavior and to map changes in labeling patterns across experimental groups. The reagent's glucose-derived structure makes it a practical tool for metabolic tracking experiments aimed at understanding how perturbations influence carbohydrate handling in vitro.
Computed Properties
| XLogP3 | 1.6 |
| Hydrogen Bond Donor Count | 9 |
| Hydrogen Bond Acceptor Count | 23 |
| Rotatable Bond Count | 8 |
| Exact Mass | 893.12265385 g/mol |
| Monoisotopic Mass | 893.12265385 g/mol |
| Topological Polar Surface Area | 298Ų |
| Heavy Atom Count | 63 |
| Formal Charge | 0 |
| Complexity | 1650 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 10 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2008176225-A1 | Membrane bound reporter gene system | 2007-01-18 |
| EP-1337658-B1 | A method for the detection of viable microorganisms | 2000-11-09 |
| US-2005202523-A1 | Method for the detection of viable microorganisms | 2000-11-09 |
| US-2003003562-A1 | Lactobacillus beta-glucuronidase and DNA encoding the same | 2000-05-23 |
| US-6664097-B2 | Polynucleotide encoding a Lactobacillus gasseri beta-glucuronidase polypeptide | 2000-05-23 |
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