EDC·HCl CAS 25952-53-8 Coupling Reagent Purity >99.0% (T) Factory

1-(3-Dimethylaminopropyl)-3-Ethylcarbodiimide Hydrochloride (EDC·HCl) (CAS: 25952-53-8) is a white crystalline powder, easily deliquescent, soluble in water, soluble in ethanol, used as an activating reagent for carboxyl groups in amide synthesis, also used for activating phosphate groups, cross-linking of proteins and nucleic acids, and the production of immunocouplers. EDC-HCl is used in the pH range of 4.0-6.0 and is often used in conjunction with N-Hydroxysuccinimide (NHS) or N-Hydroxysulfosuccinimide sodium salt to improve coupling efficiency.
EDC·HCl is water-soluble carbodiimide, widely used for peptide coupling. EDC·HCl is used as a carboxyl activating agent. It plays a vital role for immobilization of large biomolecules in association with N-hydroxysuccinimide. It is also used in the acylation of phosphoranes.
Water-soluble derivative of carbodiimide useful for conjugating haptens to proteins and polypeptides. Used to modify NMDA receptors and as a condensing agent in peptide synthesis. The major advantage of EDAC coupling is the easy removal of excess reagent and the corresponding urea by washing with dilute acid or water. Carbodiimides catalyze the formation of amide bonds, carboxylic acids, and amines by activating the carboxylate to form an O-acylurea. This intermediate can be attacked by an amine directly to form an amide. EDAC is released as a soluble urea derivative.
EDC·HCl can be used for the synthesis of amides. It is used as a coupling agent in the synthesis of esters from carboxylic acids using dimethylaminopyridine as the catalyst.
There are mainly three commonly used condensing agents: DCC, DIC and EDC·HCl. The use of this type of condensing agent generally requires the addition of acylation catalysts or activators, such as DMAP, HOBt, etc. Since the addition intermediate of the acid to the carbodiimide in the first stage of the reaction is not stable, if the acylation catalyst is not used to convert it into the corresponding active ester or active amide, it will be rearranged into the corresponding stable by-product of urea (Path B). Condensation activator: There are the following types of commonly used condensation activator. At present, 4-N,N-dimethylpyridine (DMAP) has been widely used to catalyze various acylation reactions. Sometimes 4-PPY can be used when the catalytic effect of DMAP is not good. According to relevant literature, its catalytic ability is about a thousand times higher than DMAP. among the three commonly used condensers, DCC and DIC are cheaper. Generally DCC and DMAP are used together. One of the biggest disadvantages of using DCC is that the other product of the reaction, dicyclohexylurea, has a small solubility in the general organic phase but is slightly soluble, so it is difficult to remove it thoroughly through some commonly used purification methods, recrystallization, column chromatography, etc.; because the solubility of dicyclohexylurea in ether is relatively small than other solvents, therefore, the treatment of this type of reaction generally evaporates the reaction solvent and adds ether, and filters out most of the dicyclohexylurea before further treatment. Because the diisopropylurea produced by DIC has better solubility in general organic solvents, it is generally used in combinatorial chemistry solid-phase synthesis. EDCI is currently used most in medicinal chemistry. One of its main characteristics is that the urea generated after the reaction is water-soluble and easy to be washed off. Generally, EDCI is combined with HOBt (note: this reaction HOBt is generally indispensable, otherwise it may lead to too low condensation yield).