
EDTA AM | CAS 162303-59-5
| Catalog Number | A14-0078 |
| Category | Calcium, Chloride and Other indicators |
| Molecular Formula | C22H32N2O16 |
| Molecular Weight | 580.49 |
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Product Introduction
EDTA AM is a cell-permeable metal chelator for controlling intracellular metal ion levels. It’s widely used in calcium and heavy metal studies.
Chemical Information
Application
Chemical Information
| Synonyms | EDTA tetra(acetoxymethyl ester); acetyloxymethyl 2-[[2-(acetyloxymethoxy)-2-oxoethyl]-[2-[bis[2-(acetyloxymethoxy)-2-oxoethyl]amino]ethyl]amino]acetate |
| SMILES | CC(=O)OCOC(=O)CN(CCN(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C |
| InChI | InChI=1S/C22H32N2O16/c1-15(25)33-11-37-19(29)7-23(8-20(30)38-12-34-16(2)26)5-6-24(9-21(31)39-13-35-17(3)27)10-22(32)40-14-36-18(4)28/h5-14H2,1-4H3 |
| InChIKey | BYZOHUNEZPRPFB-UHFFFAOYSA-N |
Application
EDTA AM is a cell-permeable, acetoxymethyl (AM) ester derivative of EDTA designed to deliver metal-chelating capacity inside biological samples. By binding divalent cations such as Ca2+ and Mg2+, EDTA AM is widely used in chemical biology and fluorescence workflows where controlled suppression of metal-dependent processes is required. In microscopy and assay development, its AM masking group supports intracellular loading prior to ester cleavage, enabling downstream experiments that rely on chelation rather than direct labeling.
1. Intracellular Metal Chelation
EDTA AM is used by cell biology and chemical biology researchers to reduce intracellular levels of free Ca2+ and other divalent metal ions that can drive metal-dependent signaling, enzymatic activity, or binding events. This makes it a practical reagent for experiments where chelation is used as a perturbation tool to evaluate ion dependence of cellular phenotypes, receptor-associated processes, or metal-sensitive biochemical pathways. Researchers often pair chelation with fluorescence readouts to separate ion-driven effects from other variables in imaging and bioassays.
2. Fluorescence Assay Signal Control
EDTA AM is frequently incorporated into fluorescence-based assay development to manage metal-ion interference that can affect dye performance, probe binding, or enzyme-coupled fluorescence signals. In assay workflows, chelation helps standardize conditions by limiting metal-catalyzed side reactions and by reducing metal-dependent probe interactions that would otherwise contribute to background or variable response. This approach is commonly used in screening formats and method development studies where robust, reproducible fluorescence behavior is needed across plates, buffers, and sample matrices.
3. Microscopy-Based Ion Perturbation
EDTA AM supports fluorescence microscopy experiments that require intracellular chelation to interpret ion-sensitive imaging results or to control ion-dependent staining behavior. By loading cells with EDTA AM and allowing intracellular conversion to the active chelator, investigators can modulate free divalent cation availability during time-lapse imaging or endpoint staining. This is particularly useful when interpreting calcium-associated fluorescence signals, metal-sensitive probe uptake, or cation-dependent changes in cellular structure that can otherwise confound imaging readouts.
4. Enzyme and Nuclease Modulation
EDTA AM is used in molecular biology and biomolecular assay workflows as a chelation reagent to modulate metal-dependent enzymes and nucleases during experimental protocols. Researchers rely on its intracellular delivery capability when metal ions are implicated in enzymatic activity within cells or when cell lysates are prepared after controlled chelation. This application is common in studies that require suppression of metal-catalyzed reactions to stabilize biomolecules, reduce unwanted degradation, or evaluate how divalent cations influence enzymatic steps that impact fluorescence readouts.
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