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1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC, EDAC or EDCI) is a water-soluble carbodiimide usually handled as the hydrochloride. [1] It is typically employed in the 4.0-6.0 pH range. It is generally used as a carboxyl activating agent for the coupling of primary amines to yield amide bonds.
The acid 1 will react with the carbodiimide to produce the key intermediate: the O-acylisourea 2, which can be viewed as a carboxylic ester with an activated leaving group. The O-acylisourea will react with amines to give the desired amide 3 and urea 4. The possible reactions of the O-acylisourea 2 produce both desired and undesired products.
1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, also known as EDC, is a water-soluble carbodiimide that exhibits similar reactivity as CMC, and is also used for the chemical probing of RNA structure. EDC is able to permeate into cells and is thus used for direct in-cell probing of RNA in their native environments.
A common way to synthesize an NHS-activated acid is to mix NHS with the desired carboxylic acid and a small amount of an organic base in an anhydrous solvent. A coupling reagent such as dicyclohexylcarbodiimide (DCC) or 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) is then added to form a highly reactive activated acid intermediate.
1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide This page was last edited on 7 September 2024, at 08:38 (UTC). Text is available under the Creative Commons ...
Conversely, the related carbodiimide 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) is often used for solution-phase peptide couplings as its urea byproduct can be removed by washing during aqueous work-up. [11] HOBt HOAt Neighbouring group effect of HOAt. Carbodiimide activation opens the possibility for racemization of the activated ...
In 2001, an 18-year-old committed to a Texas boot camp operated by one of Slattery’s previous companies, Correctional Services Corp., came down with pneumonia and pleaded to see a doctor as he struggled to breathe.
In organic chemistry, an imide is a functional group consisting of two acyl groups bound to nitrogen. [1] The compounds are structurally related to acid anhydrides, although imides are more resistant to hydrolysis. In terms of commercial applications, imides are best known as components of high-strength polymers, called polyimides.