Products > Peptide Coupling Reagents > EDC∙HCl




EDC∙HCl
(1-Ethyl-3-(3-dimethyllaminopropyl)carbodiimide hydrochloride)

               CAS #:
25952-53-8
               Molecular Formula:
C8H17N3∙HCI
               Molecular Weight:
191.7
               Melting Point:
111 - 113°C
               Appearance:
white powder
               Purity (HPLC):
≥99.00%


Catalog #
Quantity
Price (US $)
120501
25 g
20.00
100 g
50.00
500 g
150.00
1 kg
250.00


EDC•HCl, usually known as water soluble carbodiimide, is a versatile modern coupling agent. It is typically employed in the 4.0-6.0 pH range. It is an easily handled solid with high solubility in water (>200g/L) and organic solvents such as dichloromethane, tetrahydrofuran and dimethylformamide.

As well as being used for the synthesis of amides, EDC•HCl is also used as a coupling agent in the preparation of esters from carboxylic acids using DMAP as the catalyst. This procedure has been used to prepare tert-butyl esters of N-protected amino acids.

Additionally, EDC•HCl can also be used to activate phosphate groups in order to form phosphomono-esters and phosphodiesters. Common uses for this carbodiimide include peptide synthesis, protein crosslinking to nucleic acids, but also in the preparation of immunoconjugates. EDC•HCl is often used in combination with N-hydroxysuccinimide (NHS) or sulfo-NHS to increase coupling efficiency by creating a more reactive amine- product.

Although EDC•HCl can be used for reactions in aqueous solution it is usually stored under dry conditions to prevent slow hydrolysis to the corresponding urea.


References

1. J. C. Sheehan, J. Preston and P. A. Cruickshank; J. Am. Chem. Soc., 1965, 87, 2492.
2. M. K. Dhaon, R. K. Olsen and K. Ramasamy, J. Org. Chem., 1982, 47, 1962.
setstats 1