
C12FDGlcU
| Catalog Number | A18-0087 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C44H51NO18 |
| Molecular Weight | 881.87 |
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Product Introduction
Fluorescent glucose analog used for monitoring carbohydrate metabolism and cell uptake processes. Provides stable green fluorescence for quantitative imaging.
Chemical Information
Application
Computed Properties
Patents
Chemical Information
| IUPAC Name | (2S,3S,4S,5R,6S)-6-[6'-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-5-(dodecanoylamino)-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid |
| SMILES | CCCCCCCCCCCC(=O)NC1=CC2=C(C=C1)C3(C4=C(C=C(C=C4)OC5C(C(C(C(O5)C(=O)O)O)O)O)OC6=C3C=CC(=C6)OC7C(C(C(C(O7)C(=O)O)O)O)O)OC2=O |
| InChI | InChI=1S/C44H51NO18/c1-2-3-4-5-6-7-8-9-10-11-30(46)45-21-12-15-25-24(18-21)41(57)63-44(25)26-16-13-22(58-42-35(51)31(47)33(49)37(61-42)39(53)54)19-28(26)60-29-20-23(14-17-27(29)44)59-43-36(52)32(48)34(50)38(62-43)40(55)56/h12-20,31-38,42-43,47-52H,2-11H2,1H3,(H,45,46)(H,53,54)(H,55,56)/t31-,32-,33-,34-,35+,36+,37-,38-,42+,43+/m0/s1 |
| InChIKey | BCUYISQZSHBHEJ-ASDHSWNRSA-N |
| Appearance | Solid Powder |
Application
C12FDGlcU is a fluorescently labeled glucose analog designed for metabolic uptake studies, enabling researchers to visualize and quantify glucose utilization in cultured cells and biological systems. The dye-tagged sugar scaffold supports incorporation into glucose-processing pathways, making it a practical reagent for fluorescence-based metabolic tracking rather than a purely membrane-localizing stain. Its use is commonly centered on microscopy and plate-reader workflows where glucose analog fluorescence reports on relative transport and metabolic flux under defined experimental conditions.
1. Cellular Metabolism Imaging
C12FDGlcU is used in fluorescence microscopy and live-cell imaging workflows to monitor glucose uptake and downstream metabolic processing in cultured cells. Researchers employ this glucose analog to compare relative metabolic activity across experimental conditions such as nutrient availability, metabolic inhibitor treatments, or genetic perturbations affecting carbohydrate handling. The fluorescent tag provides spatial information at the single-cell level, supporting studies of heterogeneity in uptake and intracellular distribution.
2. Metabolic Flux Quantification
C12FDGlcU supports quantitative fluorescence readouts in plate-based assays used to compare glucose utilization across samples. In these workflows, investigators measure fluorescence intensity after incubation with the analog to obtain relative uptake and incorporation trends, often normalizing to cell number or total protein. This approach is frequently used in chemical biology and metabolic research to screen conditions that alter carbohydrate metabolism and to generate metrics compatible with high-throughput experimental designs.
3. Flow Cytometry Glucose Uptake
C12FDGlcU is applied in flow cytometry to assess glucose analog uptake at the population level, enabling rapid comparison of fluorescence distributions across cell populations. Researchers use the reagent to detect shifts in uptake intensity that accompany changes in metabolic state, enabling gating-based analysis of subpopulations with different carbohydrate handling. This makes it useful for phenotypic profiling in metabolic studies where bulk biochemical assays would obscure cellular heterogeneity.
4. Metabolic Labeling Controls
C12FDGlcU is commonly integrated into experimental control schemes for fluorescence-based metabolic labeling experiments, including time-course and dose-response designs. Scientists use it alongside complementary metabolic probes or orthogonal readouts to validate that observed fluorescence changes track with altered glucose handling rather than nonspecific staining. In these applications, the reagent's sugar-based structure helps keep labeling behavior aligned with carbohydrate uptake workflows, supporting robust interpretation of fluorescence trends.
Computed Properties
| XLogP3 | 4.6 |
| Hydrogen Bond Donor Count | 9 |
| Hydrogen Bond Acceptor Count | 18 |
| Rotatable Bond Count | 17 |
| Exact Mass | 881.31061378 g/mol |
| Monoisotopic Mass | 881.31061378 g/mol |
| Topological Polar Surface Area | 298Ų |
| Heavy Atom Count | 63 |
| Formal Charge | 0 |
| Complexity | 1510 |
| 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-5208148-A | Lipophilic fluorescent glycosidase substrates | 1990-12-07 |
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