
PFB-FDGlu
| Catalog Number | A16-0137 |
| Category | Lysosomal Fluorescent Probes |
| Molecular Formula | C39H32F5NO16 |
| Molecular Weight | 865.67 |
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Product Introduction
PFB-FDGlu is a fluorogenic β-glucosidase substrate that emits green fluorescence upon enzymatic cleavage. Ideal for enzyme assays and microbial activity detection.
Chemical Information
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 5-(Pentafluorobenzoylamino)Fluorescein Di-β-D-Glucopyranoside |
| IUPAC Name | 2,3,4,5,6-pentafluoro-N-[3-oxo-3',6'-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]spiro[2-benzofuran-1,9'-xanthene]-5-yl]benzamide |
| 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)CO)O)O)O)OC7=C4C=CC(=C7)OC8C(C(C(C(O8)CO)O)O)O |
| InChI | InChI=1S/C39H32F5NO16/c40-24-23(25(41)27(43)28(44)26(24)42)35(54)45-12-1-4-16-15(7-12)36(55)61-39(16)17-5-2-13(56-37-33(52)31(50)29(48)21(10-46)59-37)8-19(17)58-20-9-14(3-6-18(20)39)57-38-34(53)32(51)30(49)22(11-47)60-38/h1-9,21-22,29-34,37-38,46-53H,10-11H2,(H,45,54)/t21-,22-,29-,30-,31+,32+,33-,34-,37-,38-/m1/s1 |
| InChIKey | YYMJMZGTQFITLS-WXKYVOLFSA-N |
| Appearance | Solid Powder |
Application
PFB-FDGlu is a fluorinated, glucose-analog-derived fluorescent labeling reagent designed for click-compatible bioconjugation workflows and fluorescence-based tracking of glucose uptake pathways. The reagent's reactive handle enables attachment to biomolecules or targeting constructs, while its fluorophore provides direct visualization in microscopy and fluorescence assays. Researchers commonly use PFB-FDGlu to build fluorescent glucose probes and conjugates for studying transport and metabolic labeling in cell-based and biomaterials-associated systems.
1. Glucose Uptake Imaging
PFB-FDGlu is used to generate fluorescent glucose analog conjugates that support visualization of glucose transport and uptake dynamics in cultured cells. Researchers in chemical biology and metabolic imaging workflows apply the labeled glucose reagent to monitor how experimental conditions, transport inhibitors, or nutrient environments influence intracellular accumulation using fluorescence microscopy and plate-based fluorescence readouts. The conjugate format helps integrate the glucose-analog concept into imaging experiments where direct fluorescence tracking is preferred over radiotracer approaches.
2. Metabolic Labeling Assays
PFB-FDGlu is employed in fluorescence-based bioassays that quantify glucose analog incorporation into cellular fractions or macromolecular components after labeling. In assay development settings, teams use the fluorescent conjugate to compare relative uptake or labeling intensity across conditions in multiwell formats, supporting routine screening of labeling protocols and optimization of labeling time windows. This application is particularly common in laboratories that need a non-radioactive, fluorescence readout for metabolic labeling experiments and related method development.
3. Fluorescent Probe Conjugation
PFB-FDGlu is also used as a reagent building block to construct fluorescent probe conjugates for downstream molecular imaging studies. Chemical biology groups attach the glucose-derived fluorophore to carriers such as peptides, affinity reagents, or polymeric scaffolds to create imaging reagents that report on glucose-associated biology in a format compatible with their instrument workflows. The ability to incorporate a defined fluorescent label facilitates standardized probe preparation for comparative experiments across microscopy platforms and fluorescence spectroscopy-based characterization.
4. Biomaterials Surface Labeling
PFB-FDGlu can be incorporated into biomaterial functionalization strategies where glucose-analog fluorescence is used to visualize or quantify surface-associated interactions. Materials scientists apply the fluorescent glucose reagent to label hydrogels, coatings, or functional polymer surfaces to track binding, retention, or uptake-like behavior in cell-material interfaces. This approach supports fluorescence microscopy and quantitative fluorescence measurements of how engineered surfaces engage glucose-related processes in vitro.
Computed Properties
| XLogP3 | 1.2 |
| Hydrogen Bond Donor Count | 9 |
| Hydrogen Bond Acceptor Count | 21 |
| Rotatable Bond Count | 8 |
| Exact Mass | 865.16412474 g/mol |
| Monoisotopic Mass | 865.16412474 g/mol |
| Topological Polar Surface Area | 263Ų |
| Heavy Atom Count | 61 |
| Formal Charge | 0 |
| Complexity | 1500 |
| 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-10286038-B2 | Lysosome membrane protein 2 (LIMP-2) based peptides and related uses | 2016-03-11 |
| US-2017258870-A1 | Limp-2 based peptides and related uses | 2016-03-11 |
| EP-2504332-B1 | An amorphous and a crystalline form of genz 112638 hemitartrate as inhibitor of glucosylceramide synthase | 2009-11-27 |
| EP-2796457-A1 | Genz 112638 for treating Gaucher or Fabry disease in combination therapy | 2009-11-27 |
| EP-2796457-B1 | Genz 112638 for treating Gaucher or Fabry disease in combination therapy | 2009-11-27 |
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