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Calcein | 1461-15-0
| Catalog Number | A14-0009 |
| Category | Calcium, Chloride Indictors and Other indicators |
| Molecular Formula | C30H26N2O13 |
| Molecular Weight | 622.53 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A14-0009 | -- | $-- |
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Product Introduction
Calcein is a fluorescent calcium indicator. It can be used for the fluorometric determination of calcium and EDTA titration of calcium.
Chemical Information |
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|---|---|
| Related CAS | 4370-08-5 (Deleted CAS) 359900-38-2 (Alternate CAS) |
| Synonyms | Fluorescein Complexone; Fluorexon; Oftasceine; Fluorescein, 2',7'-bis[[bis(carboxymethyl)amino]methyl]-; N,N'-[(3',6'-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)glycine]; 2,2',2'',2'''-(((3',6'-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-2',7'-diyl)bis(methylene))bis(azanetriyl))tetraacetic acid; 2,7-Bis[N,N-bis(carboxymethyl)aminomethylene]fluorescein; Acetic acid, [(3',6'-dihydroxy-2',7'-fluorandiyl)bis(methylenenitrilo)]tetra-; NSC 298193 |
| Purity | ≥95% |
| IUPAC Name | 2-[[7'-[[bis(carboxymethyl)amino]methyl]-3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-2'-yl]methyl-(carboxymethyl)amino]acetic acid |
| Canonical SMILES | C1=CC=C2C(=C1)C(=O)OC23C4=CC(=C(C=C4OC5=CC(=C(C=C35)CN(CC(=O)O)CC(=O)O)O)O)CN(CC(=O)O)CC(=O)O |
| InChI | InChI=1S/C30H26N2O13/c33-21-7-23-19(5-15(21)9-31(11-25(35)36)12-26(37)38)30(18-4-2-1-3-17(18)29(43)45-30)20-6-16(22(34)8-24(20)44-23)10-32(13-27(39)40)14-28(41)42/h1-8,33-34H,9-14H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42) |
| InChI Key | DEGAKNSWVGKMLS-UHFFFAOYSA-N |
| Solubility | Soluble in Water |
| Density | 1.74±0.1 g/cm3 |
| Appearance | Yellow-orange to Orange-brown Powder |
| Boiling Point | 952.7±65.0°C at 760 mmHg |
| Melting Point | 200°C |
- Product Specification
- Application
| Excitation | 494 nm |
| Emission | 517 nm |
| Storage | Store at RT |
| Signal | Warning |
| GHS Hazard Statements | H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal] H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Calcein, a fluorescent compound renowned for its efficacy in biological and biochemical realms, serves as a powerful tool for highlighting cellular structures and processes. Here are four key applications of Calcein:
Live Cell Imaging: Embraced in the realm of live cell imaging, Calcein emerges as a pivotal agent for labeling and visualizing live cells through the lens of a fluorescence microscope. With its unique ability to traverse cell membranes and bind to intracellular components, emitting a vibrant green fluorescence, Calcein enables researchers to track cell viability, morphology, and behavior in real-time, offering profound insights into the dynamic world of cellular processes.
Calcium Assays: In the domain of calcium assays, Calcein plays a central role in quantifying intracellular calcium levels. Upon binding to calcium ions, its fluorescence characteristics undergo a transformation, rendering it a superb indicator for calcium influx and signaling. This functionality proves critical for investigating calcium-mediated processes governing nerve transmission, muscle contraction, and various other cellular activities, shedding light on the intricate orchestration within cells.
Membrane Integrity Assessment: Delving into the assessment of cell membrane integrity and permeability, Calcein emerges as a valuable ally. By leveraging Calcein in assays where intact cells repel the compound while damaged cells allow its accumulation, researchers can delineate between living and compromised cells with precision. This application holds significant value in deciphering cytotoxicity, cell death mechanisms, and the impact of pharmaceutical agents on cellular membranes, offering nuanced insights into cellular health dynamics.
Bone and Tissue Staining: In the realm of histology and medical investigations, Calcein finds its niche in staining bone and mineralized tissues. Administered to animal subjects, Calcein integrates into developing bone structures, facilitating visualization of bone growth and remodeling processes. This application proves especially beneficial in exploring bone metabolism conditions like osteoporosis and the efficacy of interventions targeting bone health, enriching our understanding of skeletal dynamics and treatment outcomes.
Computed Properties | |
|---|---|
| XLogP3 | -3.1 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 15 |
| Rotatable Bond Count | 12 |
| Exact Mass | 622.14348889 g/mol |
| Monoisotopic Mass | 622.14348889 g/mol |
| Topological Polar Surface Area | 232Ų |
| Heavy Atom Count | 45 |
| Formal Charge | 0 |
| Complexity | 1070 |
| 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 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 29174985 | 2018-03-01 | Role of P-glycoprotein in deoxynivalenol-mediated in vitro toxicity | Toxicology letters |
| 26454883 | 2016-01-01 | Nrf2 Regulates the Sensitivity of Mouse Keratinocytes to Nitrogen Mustard via Multidrug Resistance-Associated Protein 1 (Mrp1) | Toxicological sciences : an official journal of the Society of Toxicology |
| 23896552 | 2013-11-01 | Antifungal effect and pore-forming action of lactoferricin B like peptide derived from centipede Scolopendra subspinipes mutilans | Biochimica et biophysica acta |
| 23816874 | 2013-10-01 | Antifungal property of hibicuslide C and its membrane-active mechanism in Candida albicans | Biochimie |
| 23643888 | 2013-08-01 | Isolation of (-)-olivil-9'-O-β-d-glucopyranoside from Sambucus williamsii and its antifungal effects with membrane-disruptive action | Biochimica et biophysica acta |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| JP-2022163215-A | Neurogenesis stimulant, internal medicine, medium additive, cell diluent additive, medium and cell diluent | 2022-08-18 |
| CN-115040528-B | The application of diflavin D and anti-tumor metastasis drug | 2022-08-17 |
| CN-115109753-A | A three-dimensional bioprinted gallbladder cancer model and its construction method | 2022-08-04 |
| CN-115093961-A | A multi-volume droplet digital LAMP nucleic acid absolute quantitative detection device, method and application | 2022-07-29 |
| CN-115232195-A | Oligopeptide two-dimensional nanomaterials and their applications | 2022-07-25 |
Applications of Fluorescent Probes & Dyes
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