TCM-4COOH
TCM-4COOH is an AIE-active fluorescent probe for calcium ions. TCM-4COOH relies on aggregation-induced emission activity, and its carboxyl chelating group can bind to Ca2+ and Mg2+ to form insoluble aggregates, triggering fluorescence enhancement via restricting intramolecular motion (Ex/Em = 477/603 nm). TCM-4COOH shows pH independence in physiological environments (pH 4-9), can be strongly activated at Ca2+ concentrations ranging from low nM to mM, and has a stronger binding ability to Ca2+ than to Mg2+. TCM-4COOH, as its acetoxymethyl ester derivative TCM-AM, can penetrate cell membranes for intracellular detection. TCM-4COOH can be used for imaging of cellular calcium overload, detection of bone microcracks, and studies related to calcium-rich biological environments.
For research use only. We do not sell to patients.
- Formula: C47H44N6O10
- Molecular Weight:852.89
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
All Calcium Channel Isoforms
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Biological Activity
Description
In Vitro
Operating Instructions (The following is a recommended experimental protocol for guidance only; adjust according to actual requirements)
1. Stock Solution Preparation
1.1 Solvent: Most dyes are typically dissolved in organic solvents, such as anhydrous DMSO.
1.2 Recommended Concentration: Prepare a high-concentration stock solution at 1-10 mM.
2. Working Solution Preparation
2.1 Diluent: Culture medium; deionized water; ammonia buffer (pH=10).
2.2 Working Concentration: 10 μM-1 mM.
2.3 Notes: Adjust the working solution concentration as needed; prepare and use immediately.
3. Staining Procedures
3.1 Sample Type Description
3.1.1 Adherent cells (PC12 and HeLa cells, seeded in confocal culture dishes and allowed to adhere for 12 h before imaging)[1].
3.1.2 Tissue samples (fresh bovine femur, cleaned and surface soft tissues removed; 20×1 mm marks drawn on the bone surface to simulate microcracks)[1].
3.2 Incubation Conditions
3.2.1 Ionomycin-pretreated adherent cells: Incubate with 10 μM TCM-AM for 1 h in a humidified environment at 37℃ with 5% CO2.
3.2.2 Bone microfracture samples: Incubate with 1 mM TCM-4COOH for 5 s.
3.2.3 In vitro Ca2+ response assay: Incubate with CaCl2 solution, stir at 750 rpm for 2 min; shake in a 96-well plate for 2 min.
3.2.4 Ion solution detection in 96-well plates: Incubate with 20 μM-2 mM TCM-4COOH for 1-2 min at 25℃.
3.3 Washing Procedures
3.3.1 Adherent cells: After ionomycin incubation, wash 3 times with phosphate-buffered saline (PBS).
3.3.2 Bone microfracture samples: Wash with deionized water for 10 s after staining.
4. Control Setup
4.1 Commercially available calcium probes Fluo-4-AM (HY-101896)/Fluo-3-AM (HY-D0716) are used as controls for in vitro Ca2+ response and cellular calcium overload imaging.
4.2 Calcein (HY-D0040) is used as a control for bone microfracture staining.
4.3 Set up an untreated cell group to eliminate autofluorescence interference.
4.4 Set up a blank control group with TCM-4COOH without target ions.
5. Detection and Analysis
5.1 Instrument Types: Laser confocal scanning microscope; multi-mode microplate reader; UV lamp; fluorescence microscope; two-photon microscope.
5.2 Excitation/Emission Wavelengths:
5.2.1 TCM-AM: Ex=476 nm, Em=550-650 nm.
5.2.2 TCM-4COOH: Ex=477 nm, Em=600 nm; Ex=477 nm, Em=603 nm; Ex=478 nm, Em=600 nm.
5.2.3 Bone microfracture imaging: Ex=365 nm.
5.3 Result Analysis
5.3.1 Fluorescence intensity changes: When the Ca2+ concentration ranges from 0 to 5.0 mM, the fluorescence intensity increases by up to 21-fold; the fluorescence intensity of calcium-overloaded PC12 cells stained with TCM-AM is 4.8 times that of normal cells, while that of HeLa cells is 7.5 times; the fluorescence intensity of bone microcracks stained with TCM-4COOH remains stable even after 12 h of immersion; the fluorescence intensity increases significantly after incubation with Ca2+ and Mg2+, with a stronger intensity response to Ca2+ than to Mg2+; the fluorescence intensity increases significantly upon binding to Ca2+.
5.3.2 Fluorescence localization: The fluorescence generated by TCM-AM is mainly localized in the endoplasmic reticulum of calcium-overloaded cells; fluorescence localizes to regions with high Ca2+ concentrations.
5.3.3 Fluorescence properties: TCM-4COOH exhibits bright red/orange fluorescence after binding to high-concentration Ca2+; TCM-4COOH produces fluorescence after binding to Ca2+ via its carboxyl groups, and the mechanism of fluorescence enhancement is restricted intramolecular motion.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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Molecular Weight 852.89
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Formula C47H44N6O10
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SMILES
CCN1C(/C=C/C2=C(C=CC(CN(CC(O)=O)CC(O)=O)=C2)OC)=C/C(C=C1/C=C/C3=CC(CN(CC(O)=O)CC(O)=O)=CC=C3OC)=C(/C(C4=CC=CC=C4)=C(C#N)\C#N)C#N
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)