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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.
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.
N,N′-Dicyclohexylcarbodiimide (DCC or DCCD) [1] is an organic compound with the chemical formula (C 6 H 11 N) 2 C. It is a waxy white solid with a sweet odor. Its primary use is to couple amino acids during artificial peptide synthesis.
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 ...
ethyl 3-oxo-4-phenylbutanoate phenylacetone: ethyl-3-(1,3-benzodioxol-5-yl)-2-methyloxirane-2-carboxylate (MDP2P ethyl glycidate) MDMA: Formamide: amphetamine, methamphetamine Formic acid: amphetamine, methamphetamine Lithium aluminum hydride: amphetamine, methamphetamine Lithium metal amphetamine, methamphetamine Magnesium metal (turnings ...
N,N ′-Diisopropylcarbodiimide is a carbodiimide used in peptide synthesis. [ 1 ] [ 2 ] As a liquid, it is easier to handle than the commonly used N , N ′ -dicyclohexylcarbodiimide , a waxy solid.
1,1'-Carbonyldiimidazole (CDI) is an organic compound with the molecular formula (C 3 H 3 N 2) 2 CO. It is a white crystalline solid . It is often used for the coupling of amino acids for peptide synthesis and as a reagent in organic synthesis .