High Quality Diphenyl Azidophosphate (DPPA) with the CAS number 26386-88-9 is a high - quality chemical product available at the best price. It is a colorless to pale yellow liquid under normal conditions. The molecular formula of DPPA is C₁₂H₁₀N₃O₃P, and its molecular weight is approximately 287.20 g/mol. It has a relatively high boiling point, which makes it stable under high - temperature conditions in many chemical reactions. Its density is about 1.32 g/cm³. The product is usually stored in a cool, dry place away from direct sunlight and sources of ignition due to its chemical reactivity.
DPPA is widely used in organic synthesis. One of its main applications is as a coupling reagent in peptide synthesis. In the process of creating peptides, which are essential components in biological systems and pharmaceuticals, DPPA can effectively activate carboxylic acids, enabling them to react with amines to form peptide bonds. This reaction is crucial in the production of various bio - active peptides, such as hormone analogs and enzyme inhibitors.
It also serves as a phosphorylation agent in some chemical reactions. DPPA can introduce phosphate groups into organic molecules, which is significant in the synthesis of biologically important compounds like nucleotides. Additionally, it can be used in the preparation of azides, which are useful intermediates in the synthesis of heterocyclic compounds and in click chemistry reactions.
When using DPPA, it is essential to follow strict safety procedures. First, wear appropriate personal protective equipment, including gloves, goggles, and a lab coat. Open the container in a well - ventilated area or under a fume hood to avoid inhalation of any potentially harmful vapors.
In peptide synthesis, typically, an equimolar amount of DPPA is added to a solution containing the carboxylic acid component. The reaction mixture is then stirred at a suitable temperature for a certain period to ensure complete activation of the acid. After that, the amine component is added, and the reaction proceeds further to form the peptide bond. The reaction conditions, such as temperature and reaction time, need to be carefully controlled according to the specific substrates and the desired product.
Case 1: Peptide Synthesis for a Therapeutic Peptide
A research group was working on synthesizing a novel therapeutic peptide for treating a certain type of cancer. They used DPPA as the coupling reagent. They first dissolved the protected amino acid with a carboxylic acid group in an appropriate organic solvent, such as dichloromethane. Then, they added DPPA to the solution and stirred it for 30 minutes at 0°C to activate the carboxylic acid. Next, they added the protected amino acid with an amino group to the reaction mixture. After allowing the reaction to proceed at room temperature for 2 hours, they obtained the desired dipeptide with a high yield. Through further purification steps, they were able to isolate the pure peptide for biological testing.
Case 2: Phosphorylation Reaction
In a chemical laboratory, scientists were trying to synthesize a phosphorylated sugar derivative for studying carbohydrate - related biological processes. They used DPPA as the phosphorylation agent. They dissolved the sugar compound in a dry solvent and added DPPA under anhydrous conditions. After heating the reaction mixture at 60°C for 4 hours, they successfully introduced the phosphate group onto the sugar molecule, which was confirmed by NMR and mass spectrometry analysis.
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