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DOTA CAS 60239-18-1, chemical name 1,4,7,10-TETRAAZACYCODODECANE-1,4,7,10-TETRAACETIC ACID. White or nearly white crystalline, rotavinine tetraacetic acid (DOTA) is a gadolinium containing contrast agent. This drug is used for magnetic resonance imaging (mri) examination of patients' central nervous system.

|
Chemical Formula |
C16H28N4O8 |
|
Exact Mass |
404 |
|
Molecular Weight |
404 |
|
m/z |
404 (100.0%), 405 (17.3%), 406 (1.6%), 405 (1.5%), 406 (1.4%) |
|
Elemental Analysis |
C, 47.52; H, 6.98; N, 13.85; O, 31.65 |


Application of DOTA CAS 60239-18-1: 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) is a macrocyclic complexing agent.
Applications in the field of biomedical sciences
1. Medical imaging
Magnetic resonance imaging (MRI) contrast agent: DOTA can form stable chelates with paramagnetic metal ions (such as gadolinium ions, Gd ³ ⁺). These chelates, as MRI contrast agents, can significantly enhance the contrast of MRI images, helping doctors to observe the internal organs and tissue structures of the human body more clearly. For example, in the diagnosis of central nervous system diseases, DOTA gadolinium chelates are widely used to improve the visibility of lesion areas.
Positron emission tomography (PET) and single photon emission computed tomography (SPECT) imaging: DOTA can also be combined with radioactive isotopes (such as Gallium-68, Copper-64, etc.) for PET and SPECT imaging.
These radiolabeled DOTA complexes can track the distribution and metabolism of biomolecules in the body, providing important information for early diagnosis and treatment of diseases.
2. Radioactive labeling and drug delivery
Radioactive labeling: DOTA, as a ligand for radioactive isotopes, can bind radioactive metal ions with drugs or biomolecules to achieve radioactive labeling. This method plays an important role in drug development, biological distribution research, and treatment efficacy evaluation.
For example, by labeling radioactive isotopes onto antibodies through DOTA, the targeted distribution of antibodies in the body can be tracked.
Drug delivery: The complex formed by DOTA and metal ions can be used for targeted drug delivery. By combining drugs with DOTA metal complexes, drug enrichment at specific targets can be achieved, improving therapeutic efficacy and reducing side effects. This strategy is particularly effective in tumor treatment, as it can accurately deliver anti-cancer drugs to tumor tissues.
3. Biomarkers and Cell Imaging
Biomarker: DOTA can serve as a ligand for biomarkers, binding to biomolecules such as antibodies and proteins.
These labeled biomolecules can be used for cell imaging, disease diagnosis, and functional research of biomolecules. For example, labeling DOTA on antibodies can be used to observe the targeted distribution of antibodies in the body through MRI or PET imaging techniques, providing guidance for the diagnosis and treatment of diseases.
Cell imaging: Fluorescent probes formed by the binding of DOTA and fluorescent groups can be used for cell imaging research. These probes can specifically label specific molecules or structures within cells and observe the dynamic changes within cells through fluorescence microscopy.
Applications in the field of chemical synthesis
Metal coordination chemistry
Catalyst precursor: DOTA's macrocyclic structure and multi dentate coordination ability make it an efficient catalyst precursor. By combining with different metal ions, catalysts with specific catalytic properties can be formed. These catalysts exhibit excellent activity and selectivity in fields such as organic synthesis and asymmetric catalysis. For example, DOTA ruthenium catalyst exhibits high enantioselectivity and catalytic activity in asymmetric hydrogenation reactions.
The synthesis of metal complexes: DOTA can form stable complexes with various metal ions, which have important application value in chemical synthesis. For example.
Preparation of Functional Materials
Fluorescent materials: Fluorescent materials formed by the combination of DOTA and fluorescent groups have wide applications in fields such as biological imaging and optical sensing. These materials are capable of emitting fluorescent signals of specific wavelengths for detecting biomolecules, ions, or small molecule compounds.
Magnetic materials: chelates formed between DOTA and paramagnetic metal ions can be used to prepare magnetic materials. These materials have shown potential application value in fields such as magnetic resonance imaging, data storage, and magnetic separation.

Applications in the field of materials science

Surface modification of nanomaterials
Targeted modification: DOTA can be used for surface modification of nanomaterials to achieve targeted delivery of nanoparticles. By binding DOTA to targeted molecules such as antibodies, peptides, etc., nanoparticles can be specifically delivered to diseased tissues or cells. This strategy has important application prospects in fields such as tumor treatment and disease diagnosis.
Functionalization modification: DOTA can also be used for functionalization modification of nanomaterials, endowing them with new physical or chemical properties. For example, modifying DOTA onto the surface of gold nanoparticles can enhance their stability and biocompatibility, while achieving their multifunctionality.
Preparation of smart materials
Responsive materials: chelates formed between DOTA and metal ions can be used to prepare responsive smart materials. These materials can respond to external stimuli such as pH, temperature, light, etc., and undergo structural or property changes. For example, DOTA gadolinium chelates can undergo conformational changes at specific pH values, thereby regulating the properties of the material.
Self assembling materials: DOTA's large ring structure and multi tooth coordination ability enable it to participate in the self-assembly process, forming materials with specific structures and functions. These self-assembled materials have demonstrated potential application value in fields such as nanotechnology and biomedicine.
Application of Environmental Science and Analytical Chemistry

environmental monitoring
Heavy metal ion detection: DOTA, as a chelating agent for metal ions, can be used for the detection of heavy metal ions in environmental samples. By forming stable chelates with specific metal ions, quantitative analysis of heavy metal ions can be performed using spectroscopic, electrochemical, and other methods. This method has wide applications in fields such as environmental monitoring and water quality analysis.
Radioactive contamination monitoring: The complex formed by the combination of DOTA and radioactive isotopes can be used for monitoring radioactive contamination. By detecting the distribution and concentration of radiolabeled DOTA complexes in the environment, the degree and extent of radioactive contamination can be evaluated.
analytical chemistry
Separation and purification: DOTA can be used as a ligand in chromatographic separation technology to achieve the separation and purification of metal ions or biomolecules. By forming stable chelates with specific metal ions, target molecules can be separated from complex samples using the stationary phase of a chromatographic column.
Chemical sensors: Chemical sensors formed by the combination of DOTA with fluorescent or electrochemically active groups can be used to detect specific molecules or ions in the environment. These sensors have high sensitivity and selectivity, and can monitor real-time changes in pollutant concentration in the environment.

A preparation method of DOTA CAS 60239-18-1. The preparation method of this method includes the following steps: in the aqueous phase, under the action of an acid binding agent, 1,4,7,10 tetraazacyclododecane (cycle) is alkylated with XCH2COOR; Adjust pH to precipitate DOTA crude; Recrystallization; The preparation method of the invention is suitable for large-scale industrial production of DOTA. The whole process does not need to be purified by ion exchange resin and low temperature freezing. The product yield is high, the purity is above 99.0%, the content of single impurity is ≤ 0.05%, and the ignition residue is<0.10%, which conforms to the quality standard of the product raw material.
The operation steps of the second synthesis method are as follows:
Add 10 milliliters of deionized water containing 1,4-7,10-tetrahydrocyclotetradecane (100 grams, 0.58 moles) into a three necked flask, stir, and add 30% KOH solution dropwise to adjust the pH to 8.5;
Add another 30% KOH solution, adjust the pH to 8.5, heat to 80 ° C, and continue for 24 hours, keeping the pH between 8.5 and 9 during this period;
After cooling the reaction, add concentrated hydrochloric acid to adjust the pH to 2, generate white sediment and filter it;
The filter cake was recrystallized from a water ethanol solution, washed with ethanol and ether, and dried to obtain 183 grams of DOTA crystals with a yield of 78%.

DOTA CAS 60239-18-1 Development history of synthetic methods:
In 1980, j.f.desreux used sodium hydroxide as the base, the reaction temperature was 80 ℃, and then acidified to adjust the ph to 2.5 to obtain the product, and purified the dota using the dowex50w-x4 ion exchange resin (inorg. chem. 1980,19, pp. 1319-1324.).
In 1982, r.delgado synthesized dota (talanta, vol.29, pp.815-822, issue101982) by controlling the ph of alkaline medium to 10, and then adjusted it to ph 2 with hydrochloric acid to obtain the product by freezing, which did not involve purification steps.
In 1991, clarke and a.martel (inorganicchimicaacta, 190, pp27-36) reacted with cyclin and bromoacetic acid in the range of ph 11.2-11.3, then concentrated the filtrate after desalting with ion exchange resin, adjusted the ph with hydrochloric acid, and then recrystallized and purified with hot water to obtain the product.
Wo9905128a1 uses bromoacetic acid or chloroacetic acid and its corresponding ester to alkylate and hydrolyze under alkaline conditions, and the product obtained can be purified by ion exchange resin to obtain high-quality dota.
Us5922862 discloses the crude product purification method of dota and cyclin derivatives, that is, the crude product is dissolved in water and purified with pvp ion exchange resin.
Wo2013076743 discloses that dota, diethylenetriamine pentaacetic acid (dtpa), d03a-butrol and bopta obtain their hydrochloride by adjusting the ph to 0.75 with acid, and then remove the inorganic salt by recrystallization purification, and then adjust the ph to 1.5-3.0 with a26oh ion exchange resin, and then concentrate and crystallize to obtain corresponding products.
Wo2014114664a1 discloses the synthesis and purification methods of dota and its salts. Among them, the synthesis of dota was carried out by using cycle and alkylation reagents (bromoacetic acid, chloroacetic acid, iodoacetic acid) at ph> The reaction is carried out under the condition of 13. After the reaction is complete, the acid is adjusted to ph ≤ 3. The crude product is obtained through heating and cooling steps. The purification step uses different types of ion exchange resins to purify to obtain high-quality products. The process monitoring and product analysis of dota are detected by hplc and ic methods.
Wo2015117911a1 discloses a purification method for dota. The crude product is synthesized using the technology reported in the literature, and then purified by nanofiltration to obtain the corresponding product.
Based on the analysis and summary of the above documents and patents, among the existing technologies of dota synthesis and purification methods, the synthesis steps are basically similar, while the purification methods basically have three ways: first, the purification step uses ion exchange resin, its disadvantages are that the subsequent process requires concentration and water removal operation, the required ion resin needs pretreatment and activation, and the energy consumption in the later concentration process is long; The second is to obtain high-quality dota products by low-temperature freezing, which requires high temperature and is not easy to operate; The third is the purification of non-general technology, such as nanofiltration technology, which is difficult for general enterprises to realize.
FAQ
Is DOTA made by Riot?
Blizzard acquired DotA-Allstars, LLC from Riot Games and filed an opposition against Valve in November 2011, citing Blizzard's ownership of both the Warcraft III World Editor and DotA-Allstars, LLC as proper claims to the franchise name.
What is DOTA medicine?
Dota-MF Tablet is a pain-relieving medicine used for the symptomatic relief of pain associated with muscle spasms and inflammation. It is commonly prescribed for menstrual pain (dysmenorrhea), tension-type headaches, and pain caused by smooth muscle spasms in the biliary and urinary tract.
What does DOTA stand for in chelator?
The successful delivery of toxic cargo directly to tumor cells is of primary importance in targeted (α) particle therapy. Complexes of radioactive atoms with the 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) chelating agent are considered as effective materials for such delivery processes.
Why am I addicted to DOTA?
These are the reasons why it could be causing addiction. This unpredictability keeps your brain engaged. When you kill a hero, or outplay an opponent, your brain releases dopamine. This creates a sense of pleasure and reinforces the behavior, making you want to repeat it.
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