N-ethyl-n 3-dimethylaminopropyl carbodiimide hydrochloride ม หน าท

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• N-Ethyl-N'-(3-dimethylaminopropyl)carbodimide Hydrochloride

Product Code

TRC-E916635-25G

Molecular Formula

C8H18ClN3

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Product Information

Analyte Name

N-Ethyl-N'-(3-dimethylaminopropyl)carbodimide, Hydrochloride

Molecular Formula

C8H18ClN3

SMILES

Cl.CCN=C=NCCCN(C)C

Alternate CAS Number

Free base: 1892-57-5

Storage Temperature

-20°C

Shipping Temperature

Room Temperature

Product citations

Synonyms: N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride, EDAC, EDC hydrochloride, EDC, WSC hydrochloride

PackingsPrice (INR) 100 mg 2304.00 1 gm 3366.00 5 gm 5076.00 25 gm 16902.00 100 gm 56079.00

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC, EDAC or EDCI) is a water-soluble carbodiimide usually handled as the hydrochloride.

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. While other carbodiimides like dicyclohexylcarbodiimide (DCC) or diisopropylcarbodiimide (DIC) are also employed for this purpose, EDC has the advantage that the urea byproduct formed (often challenging to remove in the case of DCC or DIC) can be washed away from the amide product using dilute acid. Additionally, EDC can also be used to activate phosphate groups in order to form phosphomonoesters and phosphodiesters. Common uses for this carbodiimide include peptide synthesis, protein crosslinking to nucleic acids, but also in the preparation of immunoconjugates. EDC is often used in combination with N-hydroxysuccinimide (NHS) for the immobilisation of large biomolecules. Recent work has also used EDC to of uracil nucleobases in RNA.

Preparation[edit]

EDC is commercially available. It may be prepared by coupling ethyl isocyanate to N,N-dimethylpropane-1,3-diamine to give a urea, followed by dehydration:

Mechanism[edit]

EDC couples primary amines, and other nucleophiles, to carboxylic acids by creating an activated ester leaving group. First, the carbonyl of the acid attacks the carbodiimide of EDC, and there is a subsequent proton transfer. The primary amine then attacks the carbonyl carbon of the acid which forms a tetrahedral intermediate before collapsing and discharging the urea byproduct. The desired amide is obtained.