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EGTA acetoxymethyl ester | CAS 99590-86-0
| Catalog Number | A14-0086 |
| Category | Calcium, Chloride and Other indicators |
| Molecular Formula | C26H40N2O18 |
| Molecular Weight | 668.6 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
EGTA acetoxymethyl ester is a cell-permeant form of EGTA, a calcium chelator. This indicator has been used for detecting intracellular calcium.
Chemical Information
Application
Computed Properties
Literatures
Patents
| Synonyms | EGTA/AM; EGTA AM; EGTA tetra(acetoxymethyl ester) |
| IUPAC Name | acetyloxymethyl 2-[[2-(acetyloxymethoxy)-2-oxoethyl]-[2-[2-[2-[bis[2-(acetyloxymethoxy)-2-oxoethyl]amino]ethoxy]ethoxy]ethyl]amino]acetate |
| Canonical SMILES | CC(=O)OCOC(=O)CN(CCOCCOCCN(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C |
| InChI | InChI=1S/C26H40N2O18/c1-19(29)39-15-43-23(33)11-27(12-24(34)44-16-40-20(2)30)5-7-37-9-10-38-8-6-28(13-25(35)45-17-41-21(3)31)14-26(36)46-18-42-22(4)32/h5-18H2,1-4H3 |
| InChIKey | GNJXVFXIDHCCKR-UHFFFAOYSA-N |
EGTA acetoxymethyl ester, a cell-permeable calcium chelator, is widely utilized in biochemical and cell biology research. Here are four key applications of EGTA acetoxymethyl ester:
Calcium Signaling Studies: Within the realm of cellular research, EGTA-AM plays a pivotal role in precise control of intracellular calcium levels across diverse cell types. By chelating calcium ions, researchers delve into the intricate interplay of calcium in signaling pathways, cellular processes, and physiological responses. This exploration sheds light on how calcium ions intricately contribute to vital functions, such as muscle contraction, neurotransmission, and various cellular activities.
Neurobiology: In the domain of neurobiological inquiry, EGTA-AM emerges as a crucial tool for dissecting the influence of calcium on neuronal function and intercellular communication. By modulating calcium concentrations, scientists embark on a journey to unravel the underlying mechanisms of synaptic transmission, plasticity, and neurodegeneration. This endeavor holds promise in uncovering potential therapeutic targets for debilitating neurological conditions like Alzheimer’s and Parkinson’s, enhancing our understanding of the intricate workings of the brain.
Cardiac Physiology: Researchers venture into the realm of cardiac physiology with EGTA-AM as their ally, probing into the significance of calcium in orchestrating cardiac muscle contraction and heart function. Through meticulous control of calcium levels, they scrutinize the intricate mechanisms governing cardiac myocyte contraction and relaxation. This profound understanding serves as a cornerstone for the development of novel treatments aimed at addressing cardiac afflictions such as arrhythmias and heart failure, paving the way for enhanced cardiovascular health.
Cell Viability Assays: EGTA-AM takes center stage in cell viability assessments and cytotoxicity studies, providing invaluable insights into the effects of various compounds on cellular survival. By chelating calcium, researchers unlock the secrets of how alterations in calcium homeostasis impact cell viability and apoptosis. This knowledge serves as a crucial asset in drug discovery endeavors and toxicology studies, enabling the evaluation of potential side effects of emerging medications and contributing to the advancement of pharmaceutical science.
| XLogP3 | -0.4 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 20 |
| Rotatable Bond Count | 33 |
| Exact Mass | 668.22761243 g/mol |
| Monoisotopic Mass | 668.22761243 g/mol |
| Topological Polar Surface Area | 235Ų |
| Heavy Atom Count | 46 |
| Formal Charge | 0 |
| Complexity | 857 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22406549 | 2012-03-11 | VAMP4 directs synaptic vesicles to a pool that selectively maintains asynchronous neurotransmission | Nature neuroscience |
| 22803094 | 2012-02-01 | Role of stored calcium in the regulation of neurotransmitter quantum size | Bulletin of experimental biology and medicine |
| 21355886 | 2011-05-01 | ATP signalling is crucial for the response of human keratinocytes to mechanical stimulation by hypo-osmotic shock | Experimental dermatology |
| 21199863 | 2011-03-04 | The Ca2+-dependent phosphatase calcineurin controls the formation of the Carma1-Bcl10-Malt1 complex during T cell receptor-induced NF-kappaB activation | The Journal of biological chemistry |
| 21170054 | 2011-01-01 | Ca(2+)-dependent enhancement of release by subthreshold somatic depolarization | Nature neuroscience |
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114748682-A | Composition for preparing burn wound dressing and preparation and preparation method thereof | 2022-04-26 |
| CN-114748683-A | Composition for preparing burn wound dressing and preparation and preparation method thereof | 2022-04-26 |
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| CN-114832144-A | Broad-spectrum antibacterial and antioxidant silk fibroin band-aid and its preparation and application | 2022-04-26 |
| WO-2022253910-A1 | A new method to treat an inflammatory skin disease | 2021-06-02 |
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